Searching, please wait...

City of Anna Maria Vacation Rentals

View Rentals Below

Looking for a vacation rental in the City of Anna Maria? You’ve come to the right place. The City of Anna Maria will leave you hypnotized by her beauty after your first visit, captivated only by swimming in her crystal clear waters and burying your feet into the soft, golden sand. The city that has something for everyone never disappoints. During the day you can go explore the beaches as well as enjoy some extracurricular water activities such as jet skiing, kayaking, paddleboarding, parasailing, fishing, and dolphin watching. Because of its perfect placement in the North of the Island, the City of Anna Maria has some of the most picturesque views and sunsets that the Gulf has to offer. The quaint art galleries, old school ice cream shops, and vintage shops just adds to the charm that the City of Anna Maria exudes.

The City of Anna Maria boasts some of the most upscale vacation rentals on the Gulf. Instead of dealing with the chaos of a busy city every day or a boring weekly commute, you could fall in the love with the City of Anna Maria by booking your perfect vacation rental now. The City of Anna Maria is sure to capture you immediately and the hardest thing you will have to do is having to leave when it all comes to a close. After a warm day in the sun, you will enjoy the cool night air coming into your bedroom window as it comes off the ocean. The combination of the salty air and clear starry skies will leave an everlasting memory you will take with you for a lifetime. Every vacation rental we offer has amazing views that guarantee a spectacular experience no matter which rental you choose!

The City of Anna Maria has some of the most superb rental properties in the area, including some amazing beachfront vacation rentals. No matter what type of coastal view you’re looking for, we have them from the Bay to the Gulf. We have vacation rentals that come in all shapes in sizes, no matter how big or small your group is. You can browse our website to view our available vacation rentals in the city of Anna Maria. No matter what your needs are, we have the necessary accommodations to suit them. We have so many options, we’re guaranteed to find you the perfect vacation rental fit for your great escape to the City of Anna Maria!

The City of Anna Maria Vacation Rentals are a fantastic option for someone looking to stay close to the heart of Anna Maria Island. Quaint art galleries, old school ice cream shops, and vintage shops are all just right around the corner and add to the charm that the City of Anna Maria exudes.
Book now
Island Walk
From $1050 to $4403 per week
  • On our Professional Linen Service Program
  • 3 Bedrooms and 2.5 bathrooms
  • Tropical private heated pool
  • Tropical landscaping surrounding the pool
  • Covered pool-side lanai with outdoor TV
  • BBQ grill
  • Short 4 minute walk to the beach
  • 1 King, 1 Queen and 2 Twins
  • 2.5 Car garage
  • There is a condo application required to rent this home, the condo application fee is $50
Book now
Whispering Whale Retreat
From $1575 to $4550 per week
  • Newly remodeled elevated home
  • 4 bedrooms, 2 bathrooms-1 King, 1 Queen, 2 Twins, 2 Bunk Beds
  • Sleeps up to 10 in beds
  • Large heated private pool
  • Expansive deck overlooking the pool
  • Northern End of Anna Maria Island- Short walk to Pine Ave.
  • Gourmet kitchen and a gas fireplace
  • Washer and Dryer in property
  • 4 Flat-screen TV's and a wireless printer,
  • Beach towels for guest use
Book now
Serenity Beach
From $4200 to $10500 per week
  • On our Professional Linen Service Program
  • Brand new luxury 5 bed plus a den and 4.5 bath construction
  • 4 King beds, 3 Twins, 1 trundle bed- comfortably sleeps up to 13
  • Tropical private heated pool with spa, foosball, ping pong tables
  • Just a short 5 minute walk to the beautiful Gulf beaches
  • Located on a canal-short distance to open water access
  • Fully stocked kitchen with brand new stainless steel appliances
  • Walking distance to Island shops and restaurants-Pine Avenue
  • Covered patio-gas BBQ grill, outdoor living space, dock
  • 2 living areas-one on each living level
Book now
Island Dream
From $1750 to $6048 per week
  • On our Professional Linen Service Program
  • Beautiful high-end construction with an open floor plan living area
  • 4 Bedrooms/4 Bathrooms-Sleeps 8 in beds, 10 total
  • Private heated pool with Summer kitchen and tropical landscaped grounds
  • Exclusive North End location-Easy 2 minute walk to Bayside beach
  • Quality furnishings and linens, open floor plan in the living area, exquisite furnishings and marble throughout
  • 1 King, 2 Queens and 2 Twins
  • Flat screen TV's in all bedrooms, 3D Smart TV in living room, High-speed wireless internet, DVD and IPod sound system
  • 4 Balconies all with patio furniture
  • Large Master suite with wet room-all bedrooms have their own bathrooms
Book now
Magnolia Breeze
Call For Pricing
  • Direct canal front home
  • 2 bedrooms, 2 bathrooms
  • 1482 Sq Feet
  • 1 King, 2 Twins
  • Sleeps up to 4 in beds
  • Boat dock
  • Open floor plan
  • Walk to Pine Ave
  • Two car carport
  • 2 TVs
Book now
Beachside Oasis
From $2275 to $6825 per week
  • Less than a 1 minute walk to the Gulf beaches
  • 5 bedrooms and 3.5 bathrooms--custom built luxury home
  • 1 King, 3 Queens, 2 sets of bunks, 1 Queen sleeper--Sleeps a total of 14
  • Rooftop deck with beautiful Gulf AND Bay water views
  • Private heated pool with covered lanai
  • 4 open air decks with outdoor seating
  • Short walk to local restaurants and shops
  • Granite countertops, crown molding and custom tile
  • 7 Flat screen TV's and 3 DVD players
Book now
Tortuga Bay
From $2450 to $7700 per week
  • On our Professional Linen Service Program
  • Luxury one-level home on canal
  • 1 minute stroll to beach
  • 5 bed- 3 bath
  • Over-sized heated tropical pool
  • Great water slide into pool-large dock and close to open water
  • Complete renovation of home-luxury amenities throughout
  • Large yard- plenty of room
  • New granite, marble, tiles
  • Dog friendly property for an extra fee
Book now
View Of The Gulf
From $2450 to $9800 per week
  • Luxury Island style 7 bedroom home 
  • Directly across the street from the beach
  • Beautiful Gulf views from three levels of decks
  • Exquisitely furnished with original artwork
  • Heated pool with Tiki bar under covered porch
  • 2 master bedrooms with private deck
  • 4 full and 1 half bathroom
  • Generous living room, den and poolside family room
  • Central kitchen with seating for 13
  • Marble bathrooms with granite counters
Book now
Casa Del Playa
From $1400 to $4998 per week
  • On our Professional Linen Service Program
  • 4 bedrooms and 3 bathrooms-Sleeps 10 total
  • Separate 1 bed/1 bath suite with a kitchen and living area
  • 3 Kings, 2 Twins, 1 Queen sized sleeper sofa
  • Private heated pool with spa, tropical landscaping, BBQ grill
  • Only a 2 minute stroll to the Gulf beaches
  • Short 2 minute walk to Island shops and restaurants
  • TV in each bedroom
Book now
Blue Heron
From $1750 to $5390 per week
  • On our Professional Linen Service Program
  • Multiple balconies- front and back
  • Private heated pool, pool-side lanai with TV, umbrella in pool for shade and lush tropical landscaping
  • Only a short 3 minute stroll to beach
  • 4 bedroom/ 3.5 bathroom-Sleeps 8 in beds, 10 total
  • Master bedroom balcony
  • Flat screen TV's throughout, Wii gaming system, Ping-Pong table and rec area with TV
  • Full gourmet kitchen
  • Pull out sleeper sofa
  • Granite counters/custom cabinets
Book now
Island Paradise 3
From $1400 to $5812 per week
  • On our Professional Linen Service Program
  • Gulf Front- 2nd Floor Condominium at 1,446 sq. ft
  • 3 bedrooms, 2 bathrooms
  • 1 King, 1 Queen, 2 Fulls-Sleeps up to 8 total
  • Shared heated pool
  • Assigned Covered parking
  • Flat screen HD TV's, TIVO, DVD
  • Washer and Dryer in property
  • Cable, wireless Internet
  • Unlimited long distance phone
Book now
Sea Place
From $1225 to $4403 per week
  • On our Professional Linen Service Program
  • Cute Island Bungalow with a private heated pool
  • Ground level home
  • Professionally decorated
  • 2-3 minute stroll to beach
  • Walk to Beach Bistro
  • Washer/Dryer
  • Flat screen HD TV's and wireless internet
  • Fully equipped kitchen
  • Dog friendly property for an extra fee
Book now
Castaway Cove
From $1750 to $6048 per week
  • Located on the prestigious North-end
  • 4 bedrooms and 2.5 bathrooms
  • 1 King, 2 Queens, 1 set of bunks-Sleeps up to 6 in beds, 8 total
  • Private salt water pool-Gas BBQ grill
  • Only 2 minutes away from the North point beaches
  • Very short walk to the popular Rod and Reel Pier
  • Large balcony overlooking the pool
  • Fully equipped modern kitchen
  • Over-sized Garage and Elevator
  • Pool table, Air Hockey, Free Weights, and Weight Bench
Book now
Pearl Beach
From $2450 to $9352 per week
  • On our Professional Linen Service Program
  • New luxury elevated property
  • Only a brief 2-3 minute stroll to beach
  • Deluxe private hedated pool with spa, water slide and covered pool-side lanai
  • 3 Master suites each with a private bath
  • Fully equipped with gourmet kitchen
  • Granite, travertine throughout
  • Washer and Dryer
  • 2 car garage with ping pong table
  • Wireless Internet
Book now
Coconut Cottage Unit 4
From $903 to $2478 per week
  • Brand new Island 4-Plex
  • Only a 1 minute walk to the Gulf beaches
  • Private heated pool with swim-up Tiki table
  • 2 Bedrooms and 2 bathrooms-1 King and 2 Twins-Sleeps up to 4
  • Fully stocked kitchen with brand new appliances
  • Located only one house away from the iconic Skinny's Place Open Air Restaurant
  • Wireless Internet and flat screen TV's
  • Closely located to local restaurants and shops
  • Dog friendly property for an extra fee
Book now
Cabana Breeze
From $1750 to $5390 per week
  • On our Professional Linen Service Program
  • Elevated Island home-brand new private pool
  • New recreation room and pool-side cabana
  • Located on the prestigious Northern End of Anna Maria Island
  • 4 bedrooms and 2 bathrooms-2 Kings, 2 Queens, 1 sleeper sofa-Sleeps up to 10
  • Just a short walk to the Anna Maria Island City Pier
  • 4 Bikes, a beach wagon, 4 beach chairs, beach umbrella, bocce ball and paddle ball provided
  • Short walk to Pine Avenue and all of its shops and restaurants
  • Flatscreen TV's in every bedroom, wireless Internet and XBOX gaming system, and Foos ball
  • Dog friendly property for an extra fee
Book now
The Reefs Edge
From $1603 to $6377 per week
  • On our Professional Linen Service Program
  • 3 Bedrooms/2.5 bathrooms
  • Direct beachfront, superb Gulf views
  • Right on the edge of the sands
  • Elevator & Stairs to front door
  • Private walkway to beach from balcony
  • Superb views over the Gulf of Mexico
  • Telephone & DSL high speed internet access-TV in every room, DVD & CD player
  • Gated parking
  • Electrically heated swimming pool
Book now
Bay Breeze Bungalow
From $1750 to $5390 per week
  • On our Professional Linen Service Program
  • Located directly across the street from the Bay
  • Sweeping Bay water views--views of the Sunshine Skyway bridge
  • Brand new tropical private heated pool with spa
  • 3 bedrooms with a loft and 3.5 bathrooms
  • 2 King beds, 2 bunk beds and 1 sleeper sofa-Sleeps 10
  • Less than a 1 minute walk to Bay beaches, historic City Pier
  • New flat screen TV in all rooms, X-Box, Foosball table
  • Open air deck overlooking the Bay waters
Book now
Aloha Home
From $1498 to $4403 per week
  • On our Professional Linen Service Program
  • Ground Level Home
  • 3 bedrooms, 2 bathrooms
  • Private heated pool
  • 1 King, 1 Queen, 2 Twins
  • Sleeps up to 6 in beds
  • Covered and open patio, Ceiling fans throughout
  • 4 Houses to Gulf of Mexico
  • Remodeled and fully equipped kitchen, formal dining room, granite countertops and stainless steel appliances
  • Unlimited local and long distance calls, Wireless Internet, Cable TV
Book now
Hidden Oasis
From $1099 to $2966 per week
  • 1 bedroom and 1 bathroom
  • Multiple Gulf views and private beach access
  • Elevated balcony with ground level patio (No Grill Provided)
  • King bed+ sleeper sofa-Sleeps 2 in beds, 4 total
  • Private location
  • Washer/Dryer
  • Flat screen HD TV and Wireless Internet
  • 2 parking spots
  • Prestigious North-End
Book now
Shells And Sunshine
From $1680 to $4543 per week
  • On our Professional Linen Service Program
  • Direct Gulf front private home
  • Newly updated
  • 3 bedrooms and 2 bathrooms
  • 2 King beds, 2 Sets of bunk beds-Comfortably sleeps 8
  • Private walkway to the beach
  • Gorgeous views of the Gulf of Mexico throughout
  • Enclosed sun room with beautiful water views
  • Furnished deck-ideal for sunbathing or enjoying an outdoor meal
Book now
Beach Harbor
From $1750 to $6048 per week
  • Brand new construction luxury property
  • Beautiful Bay views from the rooftop deck
  • 4 bedrooms and 3 full with 2 half baths
  • Private heated pool with spa-covered lanai
  • Only a 3 minute stroll to the Gulf beaches
  • 3 King beds, 2 bunk beds-Sleeps 10 total
  • Gourmet kitchen with granite counters
  • Covered decks
  • Tropical landscaping
  • Dog friendly property for an extra fee
Book now
Blue Water View
From $2450 to $8400 per week
  • On our Professional Linen Service Program
  • Beautiful Gulf water views, only 1 minute walk to the beach-located on a quiet residential street
  • 6 bedroom/5 full baths-Sleeps 14 in beds, 16 total
  • Heated pool and spa with swim-up tiki hut, tropical landscaping, gas BBQ grill and pool-side lanai with bar/TV and pool stereo
  • Wireless Internet and Flat Screen HD TV's
  • Granite, Travertine
  • Ping Pong table, Bocce Ball or Cornhole court
  • Multiple balconies and a wrap around porch
  • 4 Suites with King beds, 2 Twin beds, 1 set of Bunk Beds (Twin over Full bed with pull out Trundle)
  • Queen sleeper sofa
Book now
Aqua Cove
From $1400 to $7700 per week
  • On our Professional Linen Service Program
  • Brand new home located on a canal with dock
  • Private heated pool with swim-up table
  • Covered open air balcony overlooking the pool and canal
  • 4 Bedrooms and 3.5 bathrooms
  • Tropical landscaping
  • Short 5 minute stroll to the Gulf beaches
  • Closely located to the popular Pine Avenue
  • Pool table and Ping Pong table
  • Elevator and 2 car garage
Book now
Southern Breeze 1
From $749 to $2198 per week
  • Ground level duplex
  • Complete new renovation
  • 2 bedrooms, 1 bathrooms
  • 1 Queen, 2 Twins, 1 Sleeper sofa
  • Sleeps up to 4 in beds, up to 6 in property
  • Shared heated pool
  • 800 Sq Feet
  • On site laundry
  • Cable TV, Unlimited local and long distance
  • Wireless internet
Book now
Tuna Cottage
From $525 to $1540 per week
  • 1 Bedroom and 1 bathroom
  • Queen bed-sleeps up to 2
  • Shared deep water dock
  • Shared Bay-front deck with beautiful views
  • Wireless Internet, TV and DVD player
  • Located just across the bridge from the Gulf beaches
  • Community BBQ grill
Book now
The Gulf Front
From $1400 to $4403 per week
  • On our Professional Linen Service Program
  • 2 Bedrooms/2.5 bathrooms
  • Direct beachfront with superb Gulf views-right on the edge of the sands
  • Elevator & Stairs to front door
  • Private walkway to beach from balcony
  • Superb views over the Gulf of Mexico
  • Telephone & DSL high speed internet access
  • TV in every room, DVD & CD Player
  • Gated parking
  • Electrically heated swimming pool
Book now
Island Paradise 2
From $1400 to $4403 per week
  • On our Professional Linen Service Program
  • Direct Gulf front condo
  • Shared heated pool and covered parking
  • 3 bed, 2 newly remodeled bathrooms
  • Open air balcony
  • Wireless Internet andvflat screen HD TV's
  • Open floor plan- views
  • Full equipped kitchen
  • King, Queen, 2 full size beds-Sleeps 8 in beds (8 total)
  • Washer/Dryer
Book now
The Bayfront
From $2205 to $10997 per week
  • On our Professional Linen Service Program
  • Direct Bay Front 3600 sq. ft. luxury home
  • Deep-water dock, heated pool and spa
  • 6 bedroom, 4 full bathrooms
  • 2 separate full gourmet kitchens
  • New heated pool and spa-covered poolside lanai
  • Custom cabinets, granite, tile
  • New travertine floors
  • New 2nd level screened porch
  • 2 separate washers/dryers
Book now
Kiwi Cottage
From $1155 to $3850 per week
  • Elevated, brand new construction
  • Private heated pool with spa and tropical landscaping
  • 3 bedroom, 2 bathroom
  • Short 4 minute stroll to beach
  • Full gourmet kitchen
  • 1 King, 1 Queen, 2 Twins and a Queen sleeper sofa-Sleeps up to 8
  • Brand new furniture and appliances
  • Granite and fine tile
  • BBQ grill, beach cart, beach chairs and toys for both the pool and beach available
  • Short walk to Trolley stop
Book now
Island Breeze
From $1400 to $4403 per week
  • Only 5 houses from the beach- 30 second walk
  • 2 bedrooms, 2 bathrooms
  • 1 King, 2 Twins-Sleeps up to 4 in beds, 6 total
  • New interior renovation, kitchen, baths, living and decor
  • Open floor plan with great front porch
  • New Washer and Dryer in property
  • 3 TVs, 1 DVD Player, Cable TV, Unlimited local and long distance, Wireless internet
  • Private heated pool, poolside Tiki Hut, charcoal BBQ grill and outdoor shower
  • Ceiling fans in house and on deck
  • Fully equipped kitchen
Book now
Las Palmas
From $2100 to $3997 per week
  • Recently remodeled and updated- elevated single family home-1,860 Sq. Feet
  • 3 bedrooms, 2 bathrooms-1 King, 1 Queen, 2 Twins
  • Sleeps 8 in beds, 10 total
  • Private heated pool, 2 BBQ Grills-On the porch and the pool
  • Washer/Dryer
  • Fully equipped kitchen
  • Large covered porch off living room
  • Cable TV Unlimited local calls, Wireless Internet-4 TV's (3 Smart TV's) and 2 DVD Players
  • Short walk to Pine Ave, Restaurants, Shops and to Gulf of Mexico
  • Two car garage
Book now
Gulf Sands 102
From $955 to $2695 per week
  • On our Professional Linen Service Program
  • Direct Gulf front condominium
  • 2 bedrooms, 2 bathrooms
  • 1 King, 2 Twins-Sleeps up to 4 in property
  • 1008 Sq Feet
  • Fully equipped kitchen and washer and dryer in property
  • Walk to Public Beach, restaurants and shops
  • 3 TVs, 2 DVD Player, Cable TV, Unlimited local and long distance, Wireless internet
  • Elevator, Assigned covered parking and Outdoor Shower
  • Shared heated pool  
Book now
Beach Isle
From $867 to $2499 per week
  • On our Professional Linen Service Program
  • Island bungalow with private heated pool and spa
  • Professionally decorated, Fine amenities
  • 2 bed, 2 bath-elevated
  • Short 2 minute walk to beach
  • Wireless Internet, Flat Screen HD TV's
  • Full gourmet kitchen
  • One king, two twins-Sleeps 4 in beds
  • 2 Adult bikes and 4 pool loungers
  • Dog friendly property for an extra fee
Book now
Kims Kottage West
From $1001 to $2093 per week
  • Updated ground level duplex
  • 2 bedrooms, 1 bathroom
  • 1 King, 2 Twins-Sleeps up to 4 in beds
  • 800 Sq feet
  • Washer and dryer in property
  • Shared heated pool, charcoal grill and outdoor shower
  • Fully equipped kitchen
  • Custom wood cabinets and tile counter tops
  • Cable TV, Unlimited local calls, Wireless internet-2 TV's and 1 DVD player
  • 2-3 Minute walk to the Gulf of Mexico 
Book now
Tropical Hideaway
From $2625 to $8400 per week
  • On our Professional Linen Service Program
  • Amazing new 7 bedroom and 7 bathroom luxury home
  • Sleeps 14 in beds, 16 total
  • Views of the Gulf of Mexico and Bay waters throughout
  • One minute stroll to the Gulf beach
  • Rooftop deck with 360 water views
  • Private heated pool with spa
  • Covered patio and multiple covered decks
  • Close walk to local restaurants and shops
  • Dog friendly property for an extra fee
Book now
Once Upon A Tide
From $2100 to $6300 per week
  • On our Professional Linen Service Program
  • Private Custom Luxury Home
  • 4 bedrooms and 3.5 bathrooms
  • 3 Queens, 2 Twins (Bunk bed)--Sleeps up to 8 in beds
  • Only a 1 minute stroll to the Gulf beaches-close to Bean Point
  • Private heated pool with tropical landscaping
  • Outdoor living room with built in grill, warming tray, refrigerator and gas fireplace
  • Ping Pong table, 4 Bikes and Xbox gaming system
  • Beach chairs and toys available for guest use
  • 2 car garage
Book now
Caribbean Reef
From $1000 to $3500 per week
  • On our Professional Linen Service Program
  • Newly constructed private duplex
  • 3 bedrooms and 2 bathrooms
  • 2 Kings, 2 Twins that can be converted to a king with 2 weeks notice and 1 Sleeper Sofa-Sleeps up to 8
  • Private heated pool with swim-up table and BBQ grill
  • Covered and furnished deck leading to the pool
  • Stainless steel appliances
  • Cable TV, Wireless Internet and flat screen TV's in every room
  • Only a 2.5 minute walk to the beach
  • Dog friendly property for an extra fee
Book now
Island Escape
From $903 to $2478 per week
  • On our Professional Linen Service Program
  • New ground level cottage
  • 2 bed, 2 bath
  • Private heated pool (NOT SHARED) with pool furniture and gas BBQ grill
  • 2-3 minute easy stroll to beach
  • Tropical landscaping and privacy fence
  • King, two Twin beds-Sleeps up to 4
  • Island style furniture
  • Flat screen HD TV's, DVD player, Wireless Internet
  • Washer and dryer
Book now
Cabana Beach
From $2100 to $6300 per week
  • On our Professional Linen Service Program
  • New luxury construction - 3200 sq feet of living space
  • Private, heated salt water pool with spa
  • Foosball table available for guest use as well as 4 bikes, beach chairs, toys and wagon
  • Large covered pool-side lanai
  • 3 King beds, 1 Queen bed, 2 Twins and 2 sets of bunks
  • Only a 2 minute stroll to the fantastic Gulf beaches
  • High end furniture, furnishings and decor
  • 8 HD flat screen TVs, wireless internet
  • Spacious bedrooms, lots of room
Book now
The Blue Horizon
From $4900 to $18000 per week
  • Direct Gulf Front- 2 buildings
  • 9 bedrooms total- sleeps 21 total
  • 6 bedrooms in main house
  • 3 bedrooms in guest house
  • Sits directly on the beach
  • Multiple Panoramic Gulf views
  • 3 bedroom also has Gulf views
  • Private heated pool-large hot tub that holds 10
  • 2nd level beachfront deck
  • **Special Events are Subject to Additional Fees-All Guests Must Sign a Separate Rental Agreement-Contact the Reservations Team for More Information**
Book now
Angel Sea
From $2100 to $5880 per week
  • Luxury Mediterranean Style Villa, Professionally Decorated
  • Coastal themed furniture
  • Elevator to all three floors
  • 6 bedrooms, 3.5 bathrooms, 2 King suites, Sleeps 2-12 guests in stylish comfort
  • 3-4 Minute stroll to the beach
  • Large heated private pool, BBQ Grill and Patio Furniture
  • Four King beds, One Queen, two Twins and a sleeper sofa
  • 50in HDTV and Blu-ray player, Flat Screen TV In Every Bedroom
  • Cable, Wii System, DVD players, Complimentary US Phone Calls, Wi-Fi
Book now
Sunset Beach
From $867 to $2478 per week
  • On our Professional Linen Service Program
  • Good size- 1050 sq ft
  • 2-3 minute stroll to beach
  • Private heated pool
  • Dog friendly property
  • Newly updated interior
  • Stainless steel gas grill
  • Smart HD TV in family room, flat screen TV's
  • Wireless Internet-free US long distance calling
  • Dog friendly property for an extra fee
Book now
Hemingway House
From $2100 to $7700 per week
  • New elevated luxury rental home
  • 6 Bedrooms and 6.5 bathrooms with roof top deck
  • Private heated wrap around pool with spa and in pool table
  • Only a short one minute stroll to the Gulf beach
  • Fully stocked kitchen with granite countertops and stainless steel appliances
  • 2 Kings, 2 Queens, 4 Twins and 2 Queen sized sleeper sofas-Sleeps up to 16
  • Each room has its own private or en-suite bathroom
  • 7 TV's, Wireless Internet, Cable and 1 DVD player
  • Washer and dryer in property
  • Garage
Book now
Moon Beach Cottage
From $1498 to $4403 per week
  • 7 Night Minimum
  • Elevated single family home-2,138 sq ft
  • Private heated pool
  • 3 bedrooms, 2.5 bathrooms-1 King, 1, Queen, 2 Twins with Trundles-Sleeps 8 (4 adults and 4 kids)
  • Short 7 minute stroll to the Gulf beaches
  • Fully stocked kitchen
  • Elevator and a 2 Car garage
  • TV in each room, Xbox gaming system
  • Ping-Pong table
  • Gas BBQ grill
Book now
LaPlage 7
From $1750 to $6489 per week
  • On our Professional Linen Service Program
  • Direct Gulf front unit in prestigious La Plage Condo Complex
  • Third floor corner unit with extra windows for even greater views
  • 3 Bedrooms and 2.5 Bathrooms- 1 King, 1 Queen, 2 Twins-Sleeps 2 to 6 Comfortably
  • High-end furnishings, fixtures, high ceilings and luxury linens
  • Over-sized Balcony Overlooking Pool and Gulf of Mexico
  • Heated Pool with Covered Grilling Area
  • Elevator and Covered Parking, Washer and Dryer in Unit
  • Hi-Speed Wireless Internet, Flat Screen TV's in Every Room
  • There is a condo application required to rent this home, the condo application fee is $100
Book now
Seaside
From $2247 to $6489 per week
  • On our Professional Linen Service Program
  • Direct Bay View Luxury Private Home
  • Full View of Skyway Bridge, Egmont Key, St. Pete Skyline
  • Private Beach 10 Steps Off Back of House
  • Prestigious North End of Anna Maria Island
  • 3 Bedroom+ Bonus Loft and 2.5 Baths- Sleeps 7 in beds, 10 total
  • Enclosed Private Porch Off Back of Home
  • Two Elevated Porches with Full Bay Views
  • Master Suite with King Bed
  • Queen Sleeper Sofa in Master Suite Common Area-Queen bed in second room
Book now
Sunkissed
Call For Pricing
  • Ground level canal home
  • 3 bedrooms, 2 bathrooms
  • 1514 Sq feet
  • 1 King, 1 Queen, 2 Twins
  • Sleeps up to 6 in beds
  • Washer andd dryer in property
  • Fully equipped kitchen
  • 4 TVs, 1 DVD Player
  • Boat dock
  • Ceiling fans throughout
Book now
Ocean Breeze
From $1295 to $4066 per week
  • On our Professional Linen Service Program
  • Brand new elevated private duplex
  • 4 bedrooms and 3 bathrooms
  • 3 Kings, 1 Bunk bed--Sleeps 8 in beds
  • Private heated pool with spa, tropical landscaping, gas BBQ grill
  • Only a brisk 5 minute stroll to the Gulf beaches
  • Professionally decorated
  • 5 TV's and DVD players, Wireless Internet-Rec room with TV, Foosball and couch
  • 1 car garage
Book now
Whispering Waves West
From $903 to $2033 per week
  • Direct Gulf front duplex
  • 1 bedroom, 1 bathroom
  • 1 King-Sleeps up to 2 in bed
  • 700 Sq Feet
  • 2 TVs, 1 DVD Player
  • Direct Gulf views from inside
  • Fully equipped kitchen
  • Cable TV, Unlimited local calls
  • Quiet dead end street
  • Charcoal BBQ Grill
Book now
Low Tide
From $1001 to $2688 per week
  • Elevated Direct Gulf Front Cottage
  • 2 bedroom, 1 bathroom
  • 1 queen, 2 twins 
  • 700 Sq Feet
  • Sleeps up to 4 in beds
  • Fully equipped kitchen
  • Cable TV, Unlimited local and long distance, Wireless internet
  • 1 TV, 1 DVD Player
  • Open floor plan
  • Washer and Dryer in property
Book now
Whispering Waves East
From $798 to $1885 per week
  • Gulf front duplex
  • 1 bedroom, 1 bathroom
  • 1 King, 1 Sleeper sofa-Sleeps up to 2 in beds, up to 4 in property
  • 700 Sq Feet
  • 2 TVs, 1 DVD Player
  • Gulf view from living room
  • Fully equipped kitchen
  • Cable TV, Unlimited local calls
  • Quiet dead end street
Book now
Marina Sunrise
From $1158 to $3465 per week
  • On our Professional Linen Service Program
  • Brand new construction-private duplex
  • Private heated pool with spa
  • 3 bedrooms, 2 bathrooms
  • Short 5-7 minute stroll to the Gulf beach
  • Fully stocked kitchen
  • Beautiful canal views-located across the street from a canal
  • Multiple balconies
  • Granite and fine tile
  • Stainless steel appliances
Book now
Plumbago A
From $1155 to $3850 per week
  • On our Professional Linen Service Program
  • Brand new private duplex--3 bedrooms and 2 bathrooms
  • Private heated pool with tropical landscaping, BBQ grill and multiple decks
  • Comfortably sleeps up to 6-1 King, 1 Queen and 2 Twin beds
  • Short 3-4 minute stroll to the pristine Gulf beaches
  • Professionaly decorated throughout
  • 3 Adult bikes and a beach cart available for guest use
  • Flatscreen TV's in all bedrooms
  • 1 Car garage available for guest use
Book now
Coconut Cottage Unit 3
From $903 to $2478 per week
  • Brand new Island 4-Plex
  • Only a 1 minute walk to the Gulf beaches
  • Private heated pool with swim-up Tiki table
  • 2 Bedrooms and 2 bathrooms-1 King and 2 Twins-Sleeps up to 4
  • Fully stocked kitchen with brand new appliances
  • Located only one house away from the iconic Skinny's Place Open Air Restaurant
  • Wireless Internet and flat screen TV's
  • Closely located to local restaurants and shops
  • Dog friendly property for an extra fee
Book now
Tarpon Pointe
From $1750 to $5390 per week
  • North-end home on canal
  • Dock, heated pool, porches
  • Newly redecorated, upgrades
  • Granite counters
  • 4 bedroom, 3 full baths
  • 2 Kings, 1 full sized bunk, 1 Twin over full bunk and 1 Queen
  • Short walk to Pine Ave.--Quiet side street
  • Short walk to Bay beach and pier
  • Flat screen HD TV's
  • Washer/Dryer
Book now
La Casa Costiera 8
From $1603 to $6377 per week
  • Very large condo unit- 2350 sq ft
  • Unit #8 in prestigious La Casa Costiera condos
  • Large balcony with Gulf & sunset views
  • 9' ceilings, central air, fine artwork & built-ins
  • Fully equipped gourmet kitchen, granite countertops, stainless steel appliances
  • Large TV and DVD, Cable TV-TV in every room
  • High speed Internet access
  • Heated swimming pool and Jacuzzi-Covered picnic area with gas grill
  • Private garage parking for 2 cars & elevator
  • Sleeps 6 in beds, 8 total
Book now
Southern Breeze 5
From $749 to $2198 per week
  • Ground level duplex
  • 2 bedrooms, 1 bathrooms
  • 1 Queen, 2 Twins, 1 Sleeper sofa
  • Sleeps up to 4 in beds, up to 6 in property
  • Shared heated pool
  • 800 Sq Feet
  • On site laundry
  • Cable TV, Unlimited local and long distance, Wireless internet, 2 TV's, 1 DVD player
  • Fully equipped kitchen with dishwasher
  • Dog friendly property for an extra fee
Book now
Coast House
From $867 to $2695 per week
  • On our Professional Linen Service Program
  • Very large- 1700 sq ft
  • 2 bedroom, 2 bathroom-Sleeps 4 in beds, 6 total
  • One minute walk to beach, Gulf Water Views, Outdoor Shower
  • Two car garage-Bikes for Guest Use
  • Gas BBQ Grill
  • Screened lanai
  • Cable TV, Unlimited local and long distance, Wireless Internet, 2 TV's and 1 DVD Player
  • Jacuzzi tub & step in shower in Master
  • Granite counter tops, wood cabinets
Book now
Paradise Found
From $2450 to $6489 per week
  • Direct Bay front-Gorgeous Bay water views througout
  • Private heated pool overlooking the Bay
  • Pool side lanai with a hammock and BBQ grill
  • Private boat dock
  • 4 bedrooms and 4.5 bathrooms
  • Sleeps up to 8--1 King, 1 Full, 2 Twins, 1 Twin day bed with a trundle
  • Only a 3 minute stroll to the Gulf beaches
  • Each bedroom has a balcony
  • Spacious deck with outdoor seating
Book now
Villa Milano
From $1750 to $5390 per week
  • On our Professional Linen Service Program
  • 4 bedrooms & 4 full bathrooms
  • Very large- 3,750sq ft under roof
  • Just 2-3 minutes stroll to the beach
  • Tropical heated pool and game room located just off of the lanai
  • Including 2 King size Master Suites
  • Mediterranean Design with Tower
  • Dual central air, elevator, stairs and decorative fireplaces
  • Top of the range sofas & beds
  • Pet-Friendly
Book now
Moondance
From $1253 to $3465 per week
  • On our Professional Linen Service Program
  • Gulf Front Elevated Home-1,050 sq ft
  • 2 bedrooms, 1-1/2 bathrooms
  • Sleeps up to 4 in beds
  • Washer and Dryer in property
  • Fully equipped custom kitchen
  • Granite counter tops
  • Ceiling fans throughout
  • 3 TVs, 1 DVD Player
  • Cable TV and Wireless Internet
Book now
Ocean Walk
From $2100 to $8253 per week
  • On our Professional Linen Service Program
  • New construction
  • Private heated pool with spa
  • 4 bedrooms and 3.5 bathrooms
  • 3 Kings, 2 Sets of Bunk Beds, 1 Queen Sleeper Sofa-Sleeps 10 in beds and 12 total
  • Short 2 minute stroll to the beach- West of Gulf Dr.
  • Fully stocked kitchen with new stainless steel appliances
  • Small loft and gaming area
  • Wireless Internet, Flat screen TV's, X-Box gaming system
  • 6 Bikes, beach wagon, chairs and toys provided for guest use
Book now
A Bean Point Paradise
From $2198 to $7259 per week
  • On our Professional Linen Service Program
  • Located on the prestigious Northern End, just a short walk to Bean Point beach
  • 5 bedrooms, 4.5 bathrooms-Sleeps up to 12
  • Private heated pool with spa
  • 2 Kings, 2 Queens, 2 Twins and 1 Queen sleeper sofa
  • Multiple balconies
  • 3,200 sq. ft.
  • Elevator and 2 car garage
  • 2 Master bedrooms
  • Dog friendly property for an extra fee
Book now
Atlantis Beach House
From $2975 to $13000 per week
  • On our Professional Linen Service Program
  • New 9 bedroom and 6.5 bathroom luxury home
  • Rooftop deck with amazing Gulf and Bay water views
  • Private heated pool with water slide, spa and a swim-up Tiki table, pool-side lanai with bar, TV, Ping-Pong, Foosball and a Pool table
  • Only a short 2 minute walk to the renowned Gulf beaches
  • 7 Kings, 1 Queen, 2 sets of Twin bunk beds, 1 trundle, 1 Day bed with trundle, and 1 Queen sleeper sofa-sleeps 24 total
  • Fully stocked kitchen with new stainless steel appliances-2 sets of washers and dryers
  • Professionally decorated
  • Wireless Internet, Flat Screen TV's, X-Box gaming system and more
  • Dog friendly property for an extra fee
Book now
The Big Yellow House
From $3003 to $11550 per week
  • On our Professional Linen Service Program
  • Direct Gulf Front Home- right on the beach!
  • 5 bedrooms, 4 bathrooms
  • Sleeps up to 10 in beds, 14 total
  • Private heated pool, beachside
  • 3000 Sq Feet- multiple living rooms
  • Cable TV, Unlimited local/ long distance, wireless internet
  • Fully equipped kitchen on lower level
  • Kitchenette area on upper level
  • Washer and Dryer, lots of amenities
Book now
Sunset Terrace 104
From $1150 to $2695 per week
  • Direct Gulf front condo
  • 2 bedrooms, 2 bathrooms
  • 1180 Sq Feet
  • Multiple sweeping views of water
  • Fully equipped kitchen
  • Shared heated pool
  • 1 King, 2 Twins
  • Sleeps up to 4 in beds
  • Washer/Dryer
  • Cable TV
Book now
Hidden Cove 5
From $1197 to $3026 per week
  • Direct Gulf front townhouse at 1456 sq ft
  • 2 bedrooms, 2 1/2 bathrooms
  • Patio Furniture
  • Community pool (not heated and no Grill provided)
  • 1 King, 2 Twins-Sleeps 4 in beds
  • Fully equipped kitchen and Washer and Dryer in the unit
  • Tastefully decorated
  • Assigned covered parking
  • 2 TVs, 1 DVD Player, Cable TV, Free long-distance calls, Wireless Internet
Book now
Tahiti Bay
From $2450 to $7000 per week
  • On our Professional Linen Service Program
  • Brand new construction
  • 5 bedrooms, 4 bathrooms
  • Private heated pool with spa, Pool and Foosball table, BBQ grill
  • 4 Kings, 2 bunk beds, 1 Sleeper Sofa
  • Sleeps up to 14
  • Rooftop deck with beautiful views
  • Short 2 minute stroll to the Gulf
  • Close to local restaurants and shops-Ginny's and Jane's Bakery and Pine Avenue
Book now
Avalon
From $2303 to $38938 per week
  • On our Professional Linen Service Program
  • Brand new luxury 4 bedroom and 3.5 bath, only a 30 second walk to the Gulf beach
  • Sweeping views of the Gulf water
  • Luxury furniture and fixtures
  • Roof-top deck, 180 degree water views
  • Travertine marble throughout
  • Deluxe private heated pool with spa
  • HD flat screen TV's throughout, Wireless Internet
  • Sleeps 8 in beds, 10 total-3 Kings, 2 twin beds
  • Gas BBQ grill, Summer kitchen by pool and elevator
Book now
Bayblue
From $2450 to $7000 per week
  • Fabulous Bay water views, Private dock, 2-3 Minute stroll to Gulf beach
  • Multiple balconies- water views
  • Private heated pool, Gas Grill
  • High-end finishings
  • Luxury furniture and fixtures
  • 6 Bedrooms - 4 Bathrooms, Sleeps up to 18
  • Private 120' boat dock (lift not available for guest use)
  • Elevator
  • 2 fully equipped Kitchens-Great for multi-family stays
  • 2 sets of washers/dryers
Book now
Sunshine Reef
From $2100 to $5600 per week
  • On our Professional Linen Service Program
  • 4 bedrooms and 4 bathrooms-3 en-suites
  • Private heated pool with sun shelf and swim up Tiki table
  • Covered outdoor living area with a bar, TV and lots of seating
  • 1 King, 2 Queens, 1 sets of bunk beds-Sleeps 10
  • Less than a 5 minute stroll to the Gulf beaches
  • Only two blocks away from the popular Pine Avenue
  • Flat screen TV's throughout, Wii gaming system, beach cart and 3 adult bikes
  • Granite counters, stainless steel appliances, outdoor shower and more
Book now
Waters Edge Condo 110N
From $1536 to $2800 per week
  • Newly renovated direct Gulf front condominium
  • 2 bedrooms, 2 bathrooms
  • 1075 Sq Feet
  • Second floor condominium
  • 1 King and 1 Queen
  • Elevator
  • Washer and dryer in building
  • Cable TV, Unlimited local and long distance, Wireless Internet
  • 2 TVs, 1 DVD Player
  • Tennis courts for guest use
Book now
Direct Beach View
From $2947 to $10997 per week
  • On our Professional Linen Service Program
  • Brand new luxury 5 bedroom and 4.5 bathroom
  • Directly across the street from the beach
  • Private heated pool with spa
  • Multiple covered decks
  • 4 Kings and 2 Twins-Sleeps 10
  • Only 2 houses away from the beach access
  • TV in every room
Book now
Mango Bay
From $1498 to $4403 per week
  • Large luxury home- 2560 sq. ft.
  • Private heated pool & hot tub
  • All custom furnishings
  • Professionally decorated
  • 3 custom bedrooms- King beds
  • Bonus bunk bed room
  • 2 full baths, 2 half baths
  • Wireless 60Mbit Internet
  • 55" Sony Smart TV in main room
  • HD Smart TV's in all bedrooms
Book now
Capri Condo A
From $968 to $4403 per week
  • On our Professional Linen Service Program
  • Ground Level, direct Gulf front
  • 3 bedrooms, 2 bathrooms-Sleeps 6 in beds
  • 1224 Sq Feet
  • Gulf views from Master
  • Large open porch
  • 1 King, 1 Queen, 2 Twin beds
  • 2 TV's, Cable TV, Unlimited local, Wireless Internet
  • Walk to Bridge Street, Restaurants, Shops and BB Marina
Book now
Azure Tides
From $1155 to $2800 per week
  • On our Professional Linen Service Program
  • 3 bedrooms and 2 bathrooms
  • Private heated pool with deck and tropical landscaping
  • 2 kings and 2 twins-Sleeps 6
  • Fully stocked gourmet kitchen with brand new appliances
  • Professionally decorated
  • Only a 4 minute stroll to the Gulf beaches
  • Close to local shops and restaurants
  • Flatscreen TVs and wireless internet
  • 1 Car Garage with 2 bikes for guest use
Book now
Reef Romance
From $2800 to $7700 per week
  • On our Professional Linen Service Program
  • Brand new 4 bedroom + a club room and 3.5 bathroom luxury private home
  • Rooftop deck with beautiful Bay views of AMI City Pier, Skyway Bridge and Tampa skyline
  • Across the street from the Bay beach
  • 3 King beds, Full over Full bunk bed and two Queen sleeper sofas-Comfortably sleeps up to 14
  • Private heated pool with spa, covered lanai and pool side bar
  • Short walking distance to Pine Avenue, island shops and restaurants
  • Wireless Internet, Flat Screen TV's, X-Box gaming system, outdoor Foosball table
  • Multiple large front and back open air decks-multiple water views throughout
  • 6 bikes, 8 beach chairs and 2 beach carts available for guest use
Book now
Mermaids Crossing
From $1575 to $3318 per week
  • Ground level, new construction
  • Private heated pool
  • 3 bedroom, 2 bathroom
  • Short 2 minute stroll to beach
  • Full gourmet kitchen
  • Charmingly decorated
  • New furniture
  • Granite and fine tile
  • Stainless steel appliances
  • Patio furniture, beach towels
Book now
Casa Muratti
From $1750 to $5390 per week
  • Beautiful North-end location
  • 4 bed and 3.5 bath-1 King, 2 Queens, 1 Double-Sleeps up to 8 in beds
  • Private heated pool, Large Outside Covered Bar and Patio Area with Outdoor Shower
  • Gated entrance with 1 car garage
  • 2530 Sq Feet, All Bedrooms are on the Top Floor with Ceilings fans throughout
  • 1/10th Mile Walk to the Gulf of Mexico-Only 4 blocks South of the Popular Pine Avenue
  • 3 TVs, 3 DVD Players, HD TV and Wireless Internet
  • Fully Equipped Gourmet Kitchen
  • Master Bathroom Includes double vanity sinks, Walk-In Shower and Larger Jacuzzi Tub
  • Washer and Dryer in property
Book now
Summer Sands
From $2100 to $7000 per week
  • On our Professional Linen Service Program
  • New construction-5 bedroom + bonus room and 4.5 bathrooms
  • Spacious rooftop deck with Gulf and Bay water views
  • Private heated pool with spa and BBQ grill, foosball table
  • Just a short 2 minute walk to the Gulf beaches-Bikes and beach cart provided
  • Fully stocked kitchen with new stainless steel appliances
  • 4 Kings, 2 Twins, 1 Queen sleeper sofa-sleeps 12 total
  • Wireless Internet, HD TV's , X-Box gaming system and old school arcade game with over 200 games
  • Centrally located on the Island-walk to Sharky's Grill and short drive to local restaurants and shops
  • Dog friendly property for an extra fee
Book now
Coral Cove
From $1750 to $5145 per week
  • New elevated Island home
  • 4 bedrooms and 3.5 bathrooms-very spacious bedrooms
  • Private heated pool
  • Multiple balconies, views of Gulf and Bay water
  • Only 2 minute walk to the beach
  • 2 Kings, 1 Queen and 2 Full size beds
  • Washer/Dryer and Garage
  • Wireless Internet, Playstation gaming system and flat screen TV's
  • Fully stocked kitchen with new stainless steel appliances
Book now
Mermaids Watch
From $875 to $3297 per week
  • On our Professional Linen Service Program
  • Island bungalow
  • 2 minute stroll to the beach
  • Private heated pool and hot tub, BBQ grill and pool furniture
  • 3 bedroom/2 bathroom-1 King, 1 Queen, 2 Twins and 1 Queen sleeper sofa
  • Deluxe Master bathroom
  • Luxury fixtures and furnishings
  • Flat screen HD TV's in all rooms-wireless internet
  • Custom granite, cabinets
  • Dog friendly property for an extra fee
Book now
Villa Sand Dollar
From $1498 to $4403 per week
  • On our Professional Linen Service Program
  • Private single family home at 1,819 Sq Feet
  • 3 bedrooms, 2 1/2 bathrooms
  • West of Gulf Dr- 4 houses in from the beach-Gulf views from the Master bedroom and balcony
  • Heated pool with spa and covered lanai, Gas BBQ Grill and two large decks
  • 1 King, 1 Queen and 2 Twins-Sleeps up to 6 in beds
  • Two car garage
  • Fully equipped kitchen
  • Washer and Dryer in property
  • Apple TV, 3 TVs, 1 DVD Player, Wireless Internet
Book now
Beach Bliss
From $875 to $2499 per week
  • On our Professional Linen Service Program
  • Elevated Island bungalow
  • 2 minute stroll to the beach
  • Private heated pool and spa
  • 2 bed, 2 bath-1 King, 2 Twins-Sleeps 4 in beds
  • Centrally located on the Island
  • Gourmet kitchen, Fine amenities, Professionally decorated
  • Tropical landscaping
  • Wireless Internet, Flat Screen HD TV's
  • Dog friendly property for an extra fee
Book now
Sunset Cottage On Rose
From $1001 to $3297 per week
  • 3 bed, 2 bath
  • Newly renovated
  • Short 3 minute walk to the beach
  • Fully stocked kitchen
  • New appliances and kitchenware
  • Prestigious Northern end of Anna Maria Island
  • Close to popular Pine Avenue
  • Private Master Suite-located on second living level
  • 1 King, 1 Queen, 2 Twins
Book now
Coastal Cove
From $2100 to $6300 per week
  • New 5 bedroom + bonus room- two living areas, 4.5 baths
  • Large views of the Bay- rooftop deck with Gulf and Bay water views
  • Private heated pool with spa and BBQ grill, outdoor foosball table
  • Only a 2 minute stroll to Gulf beach-Bikes and beach cart provided
  • Wireless Internet, 8 Flat Screen TV's, 3 DVD Players, X-Box gaming system
  • 4 Kings, 2 Twins, 1 Queen sleeper sofa, sleeps 12 total
  • Fully equipped kitchen with stainless steel appliances, washer and dryer
  • Walking distance to the historic Bridge Street, restaurants and shops
  • Dog friendly property for an extra fee
Book now
Sandcastle 4
From $1506 to $6377 per week
  • On our Professional Linen Service Program
  •  Elevator Gulf Front Condominium at 1,479 sq. ft.
  • 3 bedrooms, 2 bathrooms
  • 1 King, 1 Queen, 2 Twins
  • Covered assigned parking
  • Gulf front Pool
  • Sleeps up to 6 in beds
  • Elevator
  • Washer and Dryer in property
  • Cable TV, Unlimited local and long distance, Wireless Internet
Book now
Starfish
From $1197 to $4403 per week
  • Elevated home with Gulf views
  • 30 second walk to beach
  • 1796 Sq feet
  • One house in from beach
  • Kids bikes, chairs, toys for guest use
  • Cable TV, Unlimited local calls
  • Wireless Internet
  • Fully equipped kitchen
  • large open living space
  • Very private side street 
Book now
Island Paradise 5
From $7 to $7 per week
  • Direct Gulf Front Condominium
  • 3 bedrooms, 2 bathrooms
  • Shared heated pool
  • Assigned Covered parking
  • Flat screen HD TV's
  • Cable, wireless Internet
  • 3rd Floor Condo
  • Fully stocked kitchen
  • Stainless steel appliances
Book now
LaBella Casa
From $1498 to $6489 per week
  • Just renovated! single family home-1650 Sq. ft. and with bonus Rec room
  • 3 bedrooms, 2 bathrooms-1 King, 1 Queen, 2 Twins, 1 Sleeper sofa
  • One minute stroll to Gulf Beach!! Sleeps up to 6 in beds, 8 total
  • Two car garage, bonus Rec room with Pool table and Ping Pong tables
  • Fully equipped kitchen, formal dining room and eat in bar 
  • Jacuzzi tub and step in shower in master bathroom
  • Ceiling fans throughout and washer and dryer in property
  • 4 new flat screen TV's, Unlimited local and long distance, Internet,1 DVD player
  • Gas BBQ Grill
  • Screened Lanai with plenty of seating
Book now
Gulf Breeze Condo Unit D
From $1001 to $3024 per week
  • On our Professional Linen Service Program
  • Direct Gulf front condo
  • Front Balcony with sweeping views
  • Stairs off balcony to beach
  • 2 bed, 2 full bath
  • Flat screen HD TV's and High speed wireless Internet
  • Elevator
  • Washer/Dryer
  • Covered parking
  • Walk to shops/restaurants
Book now
Sunset Landing
From $2100 to $7700 per week
  • On our Professional Linen Service Program
  • New luxury rental home-5 bed+ bonus room, 4.5 baths
  • 4 Kings, 1 Full, 1 Pull out trundle bed- sleeps 12 total
  • Private heated pool with lanai and BBQ grill
  • West of Gulf Dr-2 minutes to beach
  • Island style interior-professionally decorated
  • HD flat screen TV's in all bedrooms and wireless Internet
  • Brand new Foosball table on lanai and X-Box gaming system
  • Dog friendly property for an extra fee
Book now
Sundown North
From $1750 to $6048 per week
  • On our Professional Linen Service Program
  • New ground-level living home
  • Private heated salt water pool
  • Multiple living areas- up & down
  • Lakefront- fishing
  • Next to Pine Ave shops/dinning
  • Short 2 minute walk to beach
  • Full deluxe kitchen
  • Flat screen HD TV throughout
  • Wireless Internet Service
Book now
Coastal Sunrise
From $1750 to $4725 per week
  • On our Professional Linen Service Program
  • Luxury Direct Gulf Front Condo-Sweeping 180 degree views!
  • Very large top corner unit- 2100 sq ft
  • Tremendous panoramic Gulf views-private stairs from your balcony to beach
  • 3 bedrooms, 2.5 bathrooms-Sleeps 6 in Beds
  • Vaulted Ceilings, Granite Counters, Tile Floors
  • Full gourmet kitchen, Washer and Dryer in Unit
  • Shared heated pool
  • Gated with covered parking
  • Wireless Internet, flat screen TV's
Book now
Hawaiian Hideaway
From $1197 to $3409 per week
  • New private duplex
  • 4 bedrooms, 2 bathrooms-Sleeps 8
  • Private heated pool with shallow entry for small children, patio furniture and BBQ grill
  • Short 4 minute stroll to beach
  • Full gourmet kitchen with stainless steel appliances, granite and fine tile
  • Charmingly decorated
  • Washer/Dryer
  • Flat screen HD TV's throughout-Wireless Internet
  • Dog friendly property for an extra fee
Book now
Tiki Tides Unit 66
From $1095 to $2198 per week
  • Elevated Town House Villa-1536 Sq Feet
  • 3 bedrooms, 2 1/2 bathrooms
  • Washer and dryer in property
  • 1 King, 1 Queen and 2 Twins
  • Sleeps up to 6 in beds
  • 55 in flat screen TV in the living room, 24 in TV in Master, 27 in TV in second bedroom, Cable TV, Unlimited local, Ethernet Internet
  • Shared heated pool
  • Large screened lanai
  • Fully equipped kitchen
  • 2 Bikes available for guest use--beach chairs, umbrellas, coolers and more
Book now
Montego Bay
From $2450 to $7000 per week
  • On our Professional Linen Service Program
  • Brand new construction elevated luxury property
  • 5 bedrooms and a den, 4 full bathrooms
  • Rooftop deck with beautiful views of the Island and the Gulf
  • Private heated pool with spa, covered lanai, BBQ grill, tropical landscaping, 6 bikes and 2 beach carts
  • 4 Kings, 1 Bunk bed (Twin over Double)-Sleeps up to 11
  • Just a short 2 minute stroll to the Gulf Beaches
  • Close to local restaurants and shops and Pine Avenue
  • Poolside TV, Xbox gaming system, Wireless Internet and more
Book now
Villa Tuscany
From $1001 to $3297 per week
  • On our Professional Linen Service Program
  • 3 bedrooms/3 bathroom-Sleeps 2 to 6
  • 4 minutes stroll to the beach
  • Electrically heated private pool
  • Mediterranean style exterior with maplewood floors inside
  • 20ft. balcony off living room
  • Telephone, DSL Hi-Speed Internet, Cable TV in every room, DVD and Stereo
  • 1 King, 1 Queen and 2 Twins-All bedrooms have their own bathrooms
  • Dog friendly property for an extra fee
Book now
Hunters Point
From $2975 to $7000 per week
  • On our Professional Linen Service Program
  • Large Luxury compound- Over 5000 sq ft
  • 6 bedrooms and 5.5 bathrooms, guest house
  • Sleeps 12 in beds, 14 total allowed- 5 Kings, 2 Twins
  • Oversized heated pool with colored lighting
  • Deep water boat dock
  • Incredible water views from all around the property
  • Elevator, Pool table, Ping Pong table
  • Over 500 ft of water-frontage
  • over 1000 sq ft of balconies
Book now
Plumbago B
From $1155 to $3850 per week
  • On our Professional Linen Service Program
  • Brand new private duplex--3 bedrooms and 2 bathrooms
  • Private heated pool with tropical landscaping, BBQ grill and multiple decks
  • A quick 3-4 minute stroll to the pristine Gulf beaches
  • Comfortably sleeps up to 6-1 King, 1 Queen and 2 Twin beds
  • Professionaly decorated throughout
  • 3 Adult bikes and a beach cart available for guest use
  • Flatscreen TV's in all bedrooms
  • 1 Car garage available for guest use
Book now
Tiki Beach
From $2800 to $8400 per week
  • On our Professional Linen Service Program
  • New 6 bedroom and 5.5 bathroom luxury private home
  • Multiple covered decks-Gulf water views
  • Just a short 1 minute walk to the beach
  • 5 Kings and 1 set of bunk beds-sleeps 12 in beds
  • Private heated pool with sun deck and spa, outdoor shower and covered lanai
  • Short 10 minute stroll to local eateries and shops on North AMI
  • Wireless Internet and 8 Flat Screen TV's
  • Gourmet kitchen with stainless steel appliances, granite throughout
Book now
Southern Breeze 3
From $749 to $2198 per week
  • Ground level duplex
  • 2 bedrooms, 1 bathrooms
  • 1 Queen, 2 Twins, 1 Sleeper sofa
  • Sleeps up to 4 in beds, up to 6 in property
  • Shared heated pool
  • 800 Sq Feet
  • On site laundry
  • Cable TV, Unlimited local and long distance, Wireless internet
  • Fully equipped kitchen
  • 2 TVs, 1 DVD Player
Book now
Redfish Cottage
From $602 to $1540 per week
  • 1 Bedroom and 1 bathroom
  • Queen bed-sleeps up to 2
  • Wireless Internet, TV and DVD player
  • Shared deep water dock
  • Shared waterfront deck with beautiful Bay views
  • Located just across the bridge from the Gulf beaches and local shops and restaurants
  • Community BBQ grill
Book now
Gulf Place 2A
From $1400 to $4403 per week
  • Direct gulf front condominium
  • 3 bedrooms, 2 bathrooms
  • 1513 Sq Feet
  • 1 King, 1 Queen, 2 Twins-Sleeps up to 6 in beds
  • Washer and dryer in property, Assigned Parking and Outdoor Shower
  • Open balcony--Shared tennis courts
  • 1 TV, 1 DVD Player, Cable TV , Unlimited local and long distance, Wireless Internet
  • Jacuzzi tub and step in shower in Master bedrooms
  • Fully equipped kitchen-Granite counter tops, wood cabinets
  • There is a condo application required to rent this home, the condo application fee is $75
Book now
Mermaids Sunrise
From $1000 to $3297 per week
  • On our Professional Linen Service Program
  • Newly renovated 3 bedroom and 2.5 bathroom private duplex
  • Short 1-2 minute walk to beach
  • Private heated pool with spa and tropical landscaping
  • 6 beach chairs and a beach cart available for guest use
  • TV in every bedroom
  • 3 King beds and 1 day bed-Sleeps 8 total
  • Updated bathrooms with granite counters
  • Tropical landscaping throughout
  • Two separate entrances-ground level and upstairs deck
Book now
Quiet Palms
From $1400 to $4403 per week
  • On our Professional Linen Service Program
  • 3 bedroom/ 2.5 bathroom
  • Large 2200 sq. ft. living area
  • Short 3-4 minute stroll to beach
  • Tropical heated pool and spa
  • Beautiful lush landscaping
  • Private, quiet side street
  • Crown moldings, fine linens
  • Travertine marble tile floors
Book now
Bay Bungalow
From $1000 to $4200 per week
  • On our Professional Linen Service Program
  • Completely updated home
  • New over-sized heated pool
  • North End- easy walk to everything-next to Rod & Reel pier
  • Elevated home
  • A beach wagon, 4 beach chairs, bocce ball and paddle ball sets provided
  • Fully modern, updated kitchen, new furniture throughout
  • Flat screen HD TV's, Wi-Fi and a XBOX gaming system
  • 3 bedrooms 2 full bathrooms-Sleeps 6 in beds, 8 total
Book now
Calypso Cottage
From $1050 to $3465 per week
  • On our Professional Linen Service Program
  • New renovation 3 bed/3 bath
  • 2 King, 2 twin beds, Pull out sleeper sofa-Sleeps 8 comfortably
  • Stylish Mediterranean design with Island feel and decorations throughout
  • Fully stocked kitchen with granite counters
  • Exotic over-sized pool, swim-up Tiki hut, hot tub, bonus covered pool-side lanai, BBQ grill
  • 5 minute stroll to beach-Located on low-traffic street and next to shopping and restaurants
  • Single family home with laundry room (washer and dryer)
  • Flat screen HD TV's, DVD players, IPod Docking Station/Radio, High speed Wireless Internet, PlayStation video games, Rec room with ping pong
  • Dog friendly property for an extra fee
Book now
Acacia Breeze
From $1750 to $5929 per week
  • On our Professional Linen Service Program
  • Elevated home located on a canal with a dock
  • Private heated pool with a separate spa
  • Screened in sun room overlooking the pool and canal
  • 3 Bedrooms and 3 bathrooms-1 King, 1 Full, 1 Twin with trundle, 1 Bunk and 1 Queen sleeper sofa
  • Tropical landscaping
  • Short 7 minute stroll to the Gulf beaches
  • Closely located to the popular Pine Avenue
  • Foosball table and Ping Pong table-Xbox gaming system
  • 2 car garage
Book now
The Terraces 6
From $700 to $1869 per week
  • Elevated townhome
  • 2 bedrooms, 2 bathrooms
  • 1 Queen, 2 Twins-Sleeps up to 4 in beds
  • Community gas grill with a Pergola and dining table that overlooks the pool
  • 832 Sq Feet
  • Bedrooms on top level
  • One car garage
  • Shared heated pool
  • 3 TVs, DVD Player 
  • Cable TV, Unlimited local and long distance, Wireless Internet
Book now
Beachfront Paradise
From $4007 to $16940 per week
  • On our Professional Linen Service Program
  • Brand new luxury beach front elevated home
  • 6 bedrooms, 4.5 baths with 2 Master suites overlooking the Gulf beaches
  • Resort style private heated pool with spa and outdoor kitchen
  • Private beach access via a dune walkover
  • Superb Gulf views throughout-2 separate living areas with amazing views
  • Professional chef's kitchen and a kitchenette on the top living level
  • 4 King beds, 2 sets of bunks with twin over full and 2 sleeper sofas-Sleeps 18 total
  • Flat screen TV's in each bedroom and living room
  • 2 sets of washer and dryer-one on each living level
Book now
Capri Condo C
From $1001 to $3024 per week
  • On our Professional Linen Service Program
  • Direct Gulf Front Condominium (1,000 Sq ft.)-Located on Second Floor
  • 2 Bedrooms, 2 Bathrooms
  • 1 King, 2 Twins, 1 Sleeper Sofa-Sleeps up to 4 in beds, up to 6 in property
  • Balcony off living room
  • Tile floors in kitchen, dining, and living room-Carpet in Bedrooms
  • Cable TV, Unlimited local and long distance, Ethernet Internet, SMART TV in Living Room Plus TVs and Docking Stations in Each Bedroom, 2 DVD Players
  • Outdoor shower
  • Walking distance to Bridge Street, Close to Cortez Bridge
Book now
Coral Retreat
From $2100 to $8253 per week
  • On our Professional Linen Service Program
  • Elevated 5 bed, 3.5 bath private home
  • Private heated pool with spa, covered lanai with pool side bar, flat screen TV and BBQ grill
  • Short 4 minute stroll to the Gulf beaches
  • 3 Kings, 2 Queens-Sleeps up to 10
  • Mature tropical landscaping
  • Flat Screen TV's throughout-Classic stand up arcade game with over 200+ games and a Ping Pong table
  • 2 Car garage
  • Pack-n-Play available for guest use
Book now
AM I Dreamin
From $1050 to $4403 per week
  • On our Professional Linen Service Program
  • 3 Bedrooms and 2.5 Bathrooms
  • Private heated pool
  • Tropical landscaping
  • Covered pool-side lanai
  • BBQ grill
  • Short 4 minute walk to the beach
  • 1 K, 1 Q, 4 Tw and 1 Sleeper sofa
  • 2 Car garage
  • There is a condo application required to rent this home, the condo application fee is $50
Book now
LaPlage10
From $3000 to $4400 per week
  • Direct Gulf front condo in the prestigious La Plage Condo Complex
  • 2nd Floor unit with high ceilings and 2,160 sq. ft.
  • 3 bedroom/2.5 bath-Sleeps 6 to 8 people- 2 Kings and 1 Queen
  • Gated complex with covered parking
  • Gulf front heated pool/spa
  • Washer/Dryer
  • Flat screen TV's-High speed wireless internet
  • Master suite-large shower
  • Elevator
  • There is a condo application required to rent this home, the condo application fee is $100
Book now
Seaside Escape
From $2800 to $8400 per week
  • On our Professional Linen Service Program
  • New 7 bedroom, 6 full and 2 half bathrooms luxury private home
  • Rooftop deck with both Gulf AND Bay water views
  • Just a short 1 minute walk to the Gulf beach
  • 6 Kings and 3 Twins (1 bunk bed with pull out trundle)-Sleeps 15 total
  • Private heated pool with spa, outdoor shower and covered lanai
  • Ping Pong table, 9 Flat Screen TVs, outdoor shower
  • Only a 1 minute stroll to Bay waters
  • 10 beach chairs and 2 beach carts available for guest use
  • Dog friendly property for an extra fee
Book now
Villa Portofino
From $1750 to $8253 per week
  • Mediterranean style Island Villa with tropical themed furniture throughout
  • 2 King beds, 1 Queen bed, 4 Twins -Sleeps 10 in beds and up to 11
  • 5 bedroom, 3.5 bathroom
  • Two Master suites
  • HD TV and HD-DVD in living room, XBOX, HD TVs in all bedrooms and wireless Internet
  • Large Garage
  • Premium linens and towels
  • Private heated swimming pool with tropical landscaping, ping-pong table and only a 3 minute stroll to the beach
  • Washer and Dryer
  • Luxury kitchen, fully stocked
Book now
The Beach House
From $1400 to $3850 per week
  • Elevated single family home
  • 3 bedrooms, 2 1/2 bathroom
  • 2400 Sq Feet
  • Six houses to the Gulf of Mexico
  • 1 King, 1 Full, 3 Twins
  • Sleeps up to 7 in beds
  • Washer and Dryer in property 
  • Cable TV, Unlimited local and long distance, Wireless Internet, 2 TVs, 2 DVD Players
  • Fully equipped kitchen with double oven
Book now
Island House
From $1001 to $3297 per week
  • 3 bedrooms/2 bathrooms-Sleeps 2-6 people
  • Five minutes' stroll to the beach
  • Comfortable beds & sofas
  • Inspired decor, Gorgeous furnishings, 2 shady decks
  • Central air, phone in every room and wireless Internet
  • Balcony off bedroom overlooking the pool
  • Large electrically heated swimming pool
  • Flat screen TV's in every room, DVD & stereo
  • Master bedroom has a King sized bed and private master bathroom, Bedroom 2 has a Queen sized bed and Bedroom 3 has a full sized bed
  • Dog friendly property for an extra fee
Book now
Gulfside Oasis
From $2800 to $8400 per week
  • On our Professional Linen Service Program
  • New luxury construction-3,400 Sq Ft.-6 bed/5 bath
  • Multiple large views of Gulf waters and multiple balconies
  • One minute walk to the beach and Beach Bistro
  • Private heated pool w/ spa
  • Gourmet kitchen, fully equipped
  • 2 washers and dryers
  • 60" Smart TV in living room, Flat screen TV's in all rooms, Wireless Internet, Foosball, Ping Pong
  • 5 King, 4 Bunk Beds, Pull out sleeper sofa-Sleeps 14 in beds, 16 total
  • 3 rooms have in-suite bathrooms-Jacuzzi tub in Master bedroom
Book now
Emerald Seas
From $1750 to $7000 per week
  • On our Professional Linen Service Program
  • Newly renovated-5 bedrooms and 4 bathrooms
  • Private heated pool with spa
  • Less than a 5 minute walk to Gulf beaches
  • Close to Bean Point Beach
  • 1 King, 2 Queens, 5 Twins, 1 Full and 1 Bunk bed-Sleeps 14
  • 10 beach chairs available for guest use
  • 6 TVs, 4 DVD players, Wii gaming system
  • Pool side bar, screened in porches, Foosball table
  • Dog friendly property for an extra fee
Book now
Shades Of Surf
From $1498 to $4403 per week
  • Very short 2 min. stroll to Gulf beach
  • Totally remodeled property- inside and out
  • Private heated pool, lots of deck space and lanai
  • Elevator
  • High-end finishings and fixtures
  • Washer/Dryer, Gas BBQ grill
  • Flat screen HD TV's throughout
  • 2 Car Garage
  • Wireless Internet
  • 1 King, 1 Queen, 2 Twin beds, sleeps 6 in beds, 8 total
Book now
Lighthouse Lagoon
From $2450 to $8596 per week
  • On our Professional Linen Service Program
  • Elevated 5 bed and 4 full baths
  • Uniquely shaped heated tropical pool
  • City of Anna Maria-North-end
  • 1 minute walk to Pine Ave, 2 minutes to the Pier and 6 minutes to the Gulf beaches
  • New above ground hot tub being added in May of 2016
  • 2 screened-in back porches-Skyway bridge views
  • 4 Bikes, a beach wagon, 2 beach chairs, bocce ball and paddle ball provided
  • Wireless Internet, flat screen TV's and a XBOX gaming system
  • Dog friendly property for an extra fee
Book now
Sand Palace
From $1095 to $4403 per week
  • On our Professional Linen Service Program
  • Easy 2 minute stroll to Gulf beach
  • Private heated pool, lots of deck space, lanai
  • Sleeps 6 in beds, 8 total
  • 1 King, 1 Queen, 2 Twin beds
  • Elevator
  • High-end finishings and fixtures
  • Washer/Dryer-2 car garage
  • Flat screen HD TV's throughout
Book now
Seahorse Beach House
From $2000 to $4500 per week
  • On our Professional Linen Service Program
  • 4 bedrooms, 3 bathrooms
  • Private heated pool with BBQ grill
  • Short 4 minute stroll to beach
  • Full gourmet kitchen with stainless steel appliances, granite and fine tile
  • Professionally decorated, all brand new furniture
  • 3 Kings, 1 bunk bed, 1 Queen sleeper-Sleeps 10
  • Washer/Dryer
  • Flat screen TV's throughout-Wireless Internet and Xbox gaming system
Book now
A Sandbox By The Sea
From $1400 to $4403 per week
  • On our Professional Linen Service Program
  • Desirable City of Anna Maria- North tip of the Island 
  • 1 minute stroll to the City Pier and Bay Beaches-4 minute walk to the Gulf beaches
  • 26 foot West facing heated pool with spa and digital lighting choices
  • Large private yard with tropical oasis.Two large decks and pool-side covered patio
  • Game room/cabana with Kettler professional ping pong table and darts
  • Vaulted great room with open kitchen. Laundry Room.
  • Sleeps 6 with King, Two Twins, Queen-size sofa bed
  • Complimentary Wi-Fl 
  • 3 flat screen TV's with HD
Book now
Villa Florence
From $1001 to $3850 per week
  • On our Professional Linen Service Program
  • Large property-2200 sq.ft
  • Heated private pool-multiple private balconies
  • Short 3-4 minute stroll to beach
  • 2 Master King suites with private baths
  • Hi-speed wireless Internet and Ping-pong table
  • Twin over full bunk bed
  • Multiple balconies
  • Private street, gated property
  • Dog friendly property for an extra fee
Book now
Anna Maria Cottage
From $1400 to $4403 per week
  • On our Professional Linen Service Program
  • Historic beach cottage, only steps away from the beach with a brand new private heated pool
  • 3 bedrooms, 3 full bathrooms-2 Kings and 2 Twins-Sleeps up to 6 in beds
  • 4 Bikes, a beach wagon, 2 beach chairs, bocce ball and paddle ball provided
  • Wireless Internet, flat screen TV's and a XBOX gaming system
  • Custom fully equipped kitchen with stainless steel appliances
  • Wrap around front porch with Gulf views, expansive backyard with BBQ
  • Hardwood floors, marble counter tops,tongue and groove ceilings-decorated with historic AMI artwork
  • Washer and dryer in backyard shed
  • Dog friendly property for an extra fee
Book now
Dolphin House
From $1050 to $4403 per week
  • Elevated townhome--2,001 sq ft
  • 3 bedrooms, 2 1/2 bathrooms
  • 2 Kings, 2 Twins-Sleeps up to 6 in beds
  • Private heated pool, pool-side bar with grill, Gas BBQ grill
  • Two car garage-4 adult bikes available for guest use
  • 4 TVs, 2 DVD Players, HD Cable TV, Unlimited local and long distance, Wireless internet
  • Fully equipped kitchen with granite countertops and custom wood cabinets, Formal dining room, Eat in breakfast bar
  • Washer and dryer in property
  • Open balcony above pool
  • Jacuzzi tub and step in shower in Master bedrooms
Book now
Paradise On Pine
From $1897 to $8253 per week
  • On our Professional Linen Service Program
  • Located on the popular Pine Avenue- prestigious Northern end of AMI
  • Newly professionally redecorated, beautiful layout
  • Short stroll to Gulf beach, local shops, restaurants and the City Pier
  • Private heated pool, canal access and BBQ grill
  • Multiple large balconies with great water views
  • Foosball table, Wii
  • Garage and elevator, sleeps 10 in beds, 12 total
  • Dog friendly property for an extra fee
Book now
Villa Sandpiper
From $1295 to $4403 per week
  • Canal Front Single Family Home at 1616 Sq Feet
  • Private heated pool
  • 3 bedrooms, 2 1/2 bathrooms
  • 1 Queen, 2 Twins, 1 Bunk bed, 1 Sleeper sofa-Sleeps up to 6 in beds, up to 7 in property
  • Washer and Dryer in property
  • Fully equipped kitchen
  • Large screened balcony
  • Cable TV, Unlimited local and long distance, Wireless Internet, 4 TVs, 2 DVD Players, 2 VCRs
  • 1/2 Mile to Gulf of Mexico
  • Easy Mainland access and private boat dock
Book now
Sunset Bay
From $875 to $1925 per week
  • Ground level Bay front home
  • 2 bedrooms, 1 bathroom
  • 902 Sq Feet
  • 1 King, 1 Queen
  • Sleeps up to 4 in beds
  • Washer and Dryer in property 
  • Cable TV, Unlimited local and long distance, Wireless Internet
  • 3 TVs, 1 DVD Player
  • Fully equipped kitchen
  • Covered patio on Bay side
Book now
Coquina Beach Club 203
From $1099 to $2695 per week
  • On our Professional Linen Service Program
  • Direct Gulf Front Condominium-Spacious with 1100 Sq. Feet
  • 2 bedrooms, 2 bathrooms-1 King and 2 Twins
  • Shared heated pool with small complex
  • All new furniture
  • Fully stocked kitchen, Stainless steel appliances and Granite Countertops
  • Flat screen HD TV's throughout, Cable TV, Unlimited local and long distance, Wireless Internet
  • Ensuite Master
  • Open Balcony
  • Shaded parking
Book now
Kims Kottage East
From $1001 to $2093 per week
  • Updated ground level duplex-800 Sq feet
  • 2 bedrooms, 1 bathroom-1 King bed and 2 Twins
  • Sleeps up to 4 in beds
  • Washer and dryer in property
  • Shared heated pool, charcoal grill and outdoor shower
  • Fully equipped kitchen
  • Custom wood cabinets and tile counter tops
  • Charcoal Grill
  • Cable TV, Unlimited local calls, Wireless internet-2 TV's and 1 DVD player
  • 2-3 Minute walk to the Gulf of Mexico 
Book now
Bay View
From $1750 to $5880 per week
  • On our Professional Linen Service Program
  • Direct Bay front with open water views-only a 3 minute walk to the Gulf beach
  • Private tropical heated pool
  • Oversized balcony with furniture/tables
  • Private dock for keeping a boat or fishing
  • Flat screen TV's throughout and Wireless internet
  • Fully equipped kitchen with an efficiency kitchen downstairs
  • 2 Queen beds and 2 bedrooms with 2 Twins each-Sleeps 2 to 8 comfortably
  • Dog friendly property for an extra fee
Book now
Mermaids Sunset
From $1000 to $3297 per week
  • On our Professional Linen Service Program
  • Newly renovated 3 bedroom and 2 bathroom private ground level duplex
  • Short 1-2 minute walk to beach
  • Private heated pool with spa and tropical landscaping
  • 6 beach chairs and a beach cart available for guest use
  • TV in every bedroom
  • 2 King beds and 2 Twins with 1 pull out trundle-Sleeps up to 7
  • New kitchen with all new appliances and beautiful granite counters
  • Professionally decorated throughout
  • Dining room seating for 12
Book now
Gulf View Cottage
From $1750 to $6048 per week
  • On our Professional Linen Service Program
  • Newly renovated home
  • 5 bedroom, 3/5 bath
  • 1 minute walk to Gulf beach-Outstanding Gulf water views-Beach chairs and toys provided for guest use
  • Private heated pool with spa and shallow end for young kids, pool furniture and chairs
  • Flat screen TV's throughout, Apple TV in Living Room, High Speed Wireless Internet, XBOX gaming system
  • Luxury linens and towels
  • Full gourmet kitchen and washer and dryer in property
  • Travertine and granite
  • 2 Kings, 1 queen, 2 bunks, 1 full and a pull-out sleeper sofa-Sleeps 12 in beds
Book now
LaPlage 5
From $1750 to $5094 per week
  • On our Professional Linen Service Program
  • 3 Bedrooms and 3 Bathrooms at 2,160 sq ft
  • Sleeps 2-6 persons- 1 King, 1 Queen and 2 Twin Beds
  • Superb views of the Gulf of Mexico-Corner unit with many extra windows
  • Beachfront location, heated pool, jacuzzi, pool-side covered sitting area with gas grill
  • Glamorous Mediterranean style architecture with 9ft 6 in high ceilings
  • Superb quality furnishings and linens-separate laundry with washer and dryer
  • Elevator & undercover parking
  • Large screen TV & DVD in the living area, Cat-5 computer wiring and high speed internet, telephone and TV in all rooms
  • There is a condo application required to rent this home, the condo application fee is $100
Book now
Beach Escape
From $1575 to $4025 per week
  • Elevated 2 bed with a bonus in-law suite and 2 bath home
  • Located on the prestigious Northern end of Anna Maria Island
  • Private heated salt water pool-6 lounge chairs and a hammock
  • Outdoor bar and cooking station by the pool
  • Screened in wrap-around porch
  • 1 King, 1 Queen, 2 Full size beds, 1 Queen sleeper sofa-Sleeps 8 in beds, 10 total
  • HD-DVR in living room, Blu-Ray player, Xbox gaming system, Bose speaker system and outdoor speakers
  • Close to Bay beaches, Bay Park, City Pier and the popular Pine Avenue
  • Gas BBQ grill
  • Car port and driveway available-parking for 2 to 3 cars
Book now
Bayfront Paradise
From $2100 to $8400 per week
  • On our Professional Linen Service Program
  • 5 bedroom custom luxury home, Direct Bay front, Located on private-secluded street
  • Heated pool with spa, Private T-Dock for fishing and boating, Multiple balconies
  • Cruise ship type views throughout
  • Luxury furnishings and fixtures, Fine marbles, Wood trim and Tiles
  • Recreation room off pool area, Wireless Internet, Flatscreen HD TV's, X-box gaming system for kids
  • Short walk to beach-Beach wagon and supplies for guest use
  • 4 King, 2 twin beds-Sleeps 10 in beds and 12 total
  • 4 full bathrooms, 1 half bath
  • Dog friendly property for an extra fee
Book now
Runaway Bay
From $1050 to $2499 per week
  • On our Professional Linen Service Program
  • Lower ground level corner unit- located closely to Bay fishing pier, pool, tennis courts and the pool
  • Shared heated pool (Grill provided), private beach access, fishing pier, short 2 minute walk to the Gulf of Mexico
  • 2 bedrooms and 2 bathrooms
  • 1 King, 2 Twins
  • Washer and Dryer in the unit
  • Screened lanai overlooking the lake
  • Beach chairs, cart, umbrellas and toys available for guest use
  • Wireless internet and DVD player
  • Fully equipped kitchen
Book now
Its My Dream
From $1400 to $2170 per week
  • On our Professional Linen Service Program
  • New private duplex
  • 3 bed, 2 bath
  • Short 2.5 min stroll to the beach
  • Upstairs Master-suite
  • Private heated pool with spa and elevated deck
  • 2 Kings, 1 Full
  • High end furnishings
  • Wireless High-Speed Internet, TV's in all 3 bedrooms
  • Tropical Landscaping
Book now
Sunset Surf
From $2100 to $8400 per week
  • On our Professional Linen Service Program
  • Brand new custom luxury elevated home
  • Only a 1 minute stroll to the Gulf beaches
  • 6 bedrooms and 4 full with 2 half baths
  • Rooftop deck with stunning views of both the Gulf AND Bay waters
  • Tropical private heated pool with spa
  • Professionally decorated throughout
  • 5 King beds and 1 full over full bunk bed, 1 Full Sleeper sofa--Sleeps 15 total
  • 10 beach chairs, 2 beach carts, Ping Pong and Foosball table
  • 8 Brand new flat screen TV's, 3 DVD Players, 2 Blu Ray Players, a Wii and Xbox gaming system
Book now
Willow Beach House
From $2800 to $12870 per week
  • This home only allows Saturday-Saturday bookings
  • Newly renovated canal front home
  • 5 bedrooms and 3.5 bathrooms
  • Accommodates up to 16--1 King, 3 Queens, 1 Set of Bunk Beds with Trundles, 2 Twins, 1 Queen sleeper sofa
  • Only 1 block to beaches
  • Private pool with spa, Gas BBQ grill and outdoor shower
  • Fully stocked gourmet kitchen with all new Viking appliances
  • Wireless internet, 5 Flat screen TV's, Blue-Ray Player and Stereo System
  • Large screened-in patio and 3 balconies
  • Garage and covered parking-Washer and dryer in unit
Book now
Breakaway
From $2100 to $7042 per week
  • On our Professional Linen Service Program
  • Bay-Front Ground Level Home
  • 4 bedrooms, 2 bathrooms-Sleeps 8 in beds, 10 total
  • 2000 Sq Feet- new renovations
  • New private heated pool, Outdoor Shower and gas BBQ grill
  • Ceiling to floor windows in living room
  • Views of Tampa Bay and Skyway Bridge, Just a short walk to Bean Point and Rod n Reel Pier
  • 1 King, 1 Queens, 2 Twins, 1 Twin Over Full Bunk
  • Fully equipped kitchen
  • Cable TV, Unlimited local and long distance, Wireless Internet, 2 TV's and 1 DVD Player
Book now
Tropical Oasis
From $3500 to $13202 per week
  • On our Professional Linen Service Program
  • Amazing 8 bedroom luxury home
  • Sleeps 16 in beds
  • Views of the Gulf of Mexico
  • One minute stroll to beach
  • 5.5 bathrooms
  • Over-sized heated pool with hot tub and swim-up Tiki table
  • Pool Lanai with bar and TV
  • Rooftop deck with water view
  • Dog friendly property for an extra fee
Book now
Southern Breeze 6
From $749 to $2198 per week
  • Ground level duplex
  • 2 bedrooms, 1 bathrooms
  • 1 Queen, 2 Twins, 1 Sleeper sofa
  • Sleeps up to 4 in beds, up to 6 in property
  • Shared heated pool
  • 800 Sq Feet
  • On site laundry
  • Cable TV, Unlimited local and long distance, Wireless internet
  • Fully equipped kitchen
  • 2 TVs, 1 DVD Player
Book now
Island Paradise 6
From $1400 to $5812 per week
  • On our Professional Linen Service Program
  • Newly remodeled Gulf front condominium
  • 3 bedrooms, 2 bathrooms
  • 1 King, 1 Queen, 2 Fulls
  • Fully equipped kitchen with new appliances, custom cabinets and corian counter tops
  • Shared heated pool
  • Imported Italian tiles in kitchen, dining, living room and carpet in bedrooms
  • Assigned covered parking and washer and dryer in property
  • Free long distance calling, Cable TV, Wireless Internet, Flat Screen HD TV's throughout, TIVO in living room and DVD player
  • Walking distance to shops and restaurants
Book now
High Tide
From $1001 to $2822 per week
  • Elevated Direct Gulf Front Cottage
  • 2 bedroom, 1 bathroom
  • 1 queen, 2 twins 
  • 800 Sq Feet
  • Sleeps up to 4 in beds
  • Fully equipped kitchen
  • Cable TV, Unlimited local and long distance, Wireless internet
  • 1 TV, 1 DVD Player
  • Open floor plan
  • Deck facing Gulf of Mexico
Book now
Surf Side
From $2450 to $9352 per week
  • Brand new construction
  • 6 bedrooms, 5 bathrooms
  • Private heated pool with spa
  • Rooftop deck with stunning Gulf and Bay views
  • 5 Kings, 1 bunk bed with trundler, twin day bed, 1 queen sleeper Sofa
  • Sleeps up to 16
  • Half a block to the Gulf beaches
  • A short walk to the Historic Bridge Street-local restaurants, shops and fishing pier
  • 7 TV's, DVD Player, Ping Pong table, Air Hockey, Wii gaming system
Book now
Waters Edge Cottage
From $1050 to $3465 per week
  • 3 bedrooms/2.5 bathrooms-Sleeps 2 to 6 persons comfortably
  • Spacious loft with pull out queen sofa bed
  • Easy 4 minutes stroll to the beach
  • Direct Bayfront with open water views and dock
  • Romantic Old Florida cottage design with Old Florida designed interior
  • Wrap around deck leads down to dock
  • DSL Hi-Speed Internet (Wireless Internet), phone and 52 inch flat screen TV in living room
  • Central A/C and hand made spiral stairs
  • Burnished hardwood & tile floors
Book now
Bradenton Beach Club 245
From $700 to $2625 per week
  • 3 bedroom, 2 1/2 bathrooms--1,688 sq ft
  • 1 King, 2 Twins, 1 Bunk bed-Sleeps up to 6 in beds
  • Washer and Dryer in property
  • Elevator and one car garage
  • Screened lanai, ceiling fans throughout
  • 2 TVs, 2 DVD Players
  • Cable TV, Unlimited local and long distance, Wireless Internet
  • 2 Shared heated pools (no Grill provided), fully equipped Gourmet kitchen with eat-in bar and stainless steel appliances
  • Private beach access, covered fishing pier and boardwalk path on intracoastal
Book now
Peacock Way
From $798 to $2499 per week
  • On our Professional Linen Service Program
  • Newly renovated Island bungalow
  • Only a 5-7 minute stroll to the beach
  • Private heated pool with sun step
  • 1 bedroom and 1 bathroom
  • Sleeps up to 4
  • Closely located to Island restaurants and shops
  • Fully stocked kitchen with stainless steel appliances
  • Tropical Landscaping
Book now
Harbor Haven
From $1750 to $6048 per week
  • Brand new luxury property
  • Rooftop deck with Bay water views
  • 4 bedrooms and 3 full with 2 half baths
  • Private heated pool with spa
  • Only a 3 minute stroll to the Gulf beaches
  • 3 King beds, 2 bunk beds-Sleeps 10 total
  • Gourmet kitchen with granite counters
  • Covered decks
  • Tropical landscaping
  • Dog friendly property for an extra fee
Book now
Coconut Cottage Unit 1
From $875 to $3297 per week
  • On our Professional Linen Service Program
  • Brand new Island 4-Plex
  • Only a 1 minute walk to the Gulf beaches
  • Private heated pool with swim-up Tiki table
  • 3 Bedrooms and 2 bathrooms
  • 2 Kings and 2 Twins- Sleeper Sofa Sleeps up to 8
  • Fully stocked kitchen with brand new appliances
  • Located only one house away from the iconic Skinny's Place Open Air Restaurant
  • Wireless Internet and flat screen TV's
  • Closely located to local restaurants and shops
Book now
Bimini Breeze Beachhouse
From $1400 to $6048 per week
  • Newly renovated elevated private home with solid quartz countertops and herringbone porcelain tile floors; double vanities in all bathrooms
  • 4 bedrooms and 3 bathrooms--Sleeps 10 total. 1-2 minute walk to the beach.
  • Master suite includes private balcony, built-in desk, sitting area, spacious bathroom, walk-in 5x5 closet for storing suitcases or a pack n' play.
  • Brand new private heated pool (with sun bench) with spa
  • Tankless hot water - everyone gets a hot shower; Outdoor shower includes hot water
  • Outdoor Tiki bar, game area with foosball table, cornhole/beanbag toss, poolside TV, and refrigerator. Gas grill for guest use
  • 2 minute walk to the intracoastal waterway, Historic Bridge Street, Bradenton Beach Pier, Marina with boat rental
  • Flat screen TV's with cable throughout - every bedroom, living room, and poolside, most with Netflix, and a living room Xbox gaming system
  • 2 Shaded breezeways to relax in - one is adjacent to the pool, other with conversation area and hammock and ring game
Book now
Beach Haven
From $3500 to $13202 per week
  • This home is enrolled in our Professional Linen Program
  • 8 bedrooms and 7.5 bathrooms-New construction luxury home
  • 7 King beds, 2 sets of bunk beds, 1 sleeper sofa-Sleeps up to 20
  • Rooftop deck with hot tub and amazing Gulf and Bay water views
  • Deluxe private heated pool with a water slide, spa and a swim-up Tiki table
  • Just a short 3 minute stroll to the Gulf beach- short walk to restaurants and shopping
  • Fully stocked kitchen with brand new stainless steel appliances
  • Wireless Internet, Flat Screen TV's throughout, Xbox gaming system
  • Pool table, Foosball table and many other amenities
  • Pool side covered lanai, gas BBQ grill and tropical landscaping
Book now
Villa Paradise
From $1001 to $3297 per week
  • On our Professional Linen Service Program
  • Ground level home
  • 1 King, 1 Queen, 2 Twins-Sleeps up to 6 comfortably
  • PRIVATE heated pool with tropical landscaping, stainless steel BBQ grill and poolside furniture
  • 2-3 minute stroll to beach
  • Wireless Internet and flat screen TV's
  • Washer/Dryer
  • Short walk to island activities
  • Walk to free trolley
  • Dog friendly property for an extra fee
Book now
Hawaiian Tide
From $1000 to $3297 per week
  • New private duplex
  • Private heated pool in fenced and private backyard with patio furniture and BBQ grill
  • 3 bedrooms and 2 bathrooms-2 King beds, Twin-sized bunk bed-sleeps 6 in beds, 8 total
  • Located only 1.5 blocks from the Gulf
  • Full gourmet kitchen with stainless steel appliances-granite and fine tile, washer and dryer in property
  • Brightly decorated in beach motif
  • Flat screen HD TV's throughout, Xbox gaming system and DVD player, Wireless Internet, House phone (landline)
  • Sister property to Hawaiian Hideaway, a 4 bed/2 bath with private heated pool
  • Dog friendly property for an extra fee
Book now
Harbor Side
From $1750 to $6601 per week
  • On our Professional Linen Service Program
  • Private, ground level, canal front home
  • 5 bedrooms and 3.5 bathrooms, sleeps 14 in beds
  • Beautiful canal and Bay views
  • Private heated pool and boat dock
  • Just a short 2 minute stroll to the Gulf beach
  • Flat screen TV's and wireless internet
  • Washer and dryer
  • Fully equipped kitchen with new stainless steel appliances
Book now
Palms By The Bay
From $1470 to $4884 per week
  • On our Professional Linen Service Program
  • Located across the street from a canal with beautiful water views
  • Private heated pool with a spa, waterfall and colorful lighting
  • Short 7 minute stroll to Gulf beach close to local shops and restaurants
  • 3 bedrooms with a den and 3 full bathrooms
  • 3 Queen beds and 2 sleeper sofas--Sleeps up to 10
  • Covered lanai with outdoor sitting area with flat screen TV & grill
  • Gourmet kitchen, open floor plan, driveway and garage
  • Dog friendly property for an extra fee
Book now
Villa La Concha
From $2450 to $7700 per week
  • New luxury Island home - North End
  • 5 bedrooms, 4.5 baths with bonus 6th room- sleeps 12 total in beds
  • Only 1 minute stroll to the beach- West of Gulf Drive!
  • Private heated pool with umbrella and attached spa
  • Pool-side covered lanai with outdoor seating and BBQ grill
  • Fully equipped kitchen with stainless steel appliances
  • Flat-screen TV's throughout and Wireless Internet
Book now
Coastal Sunset
From $1750 to $6489 per week
  • On our Professional Linen Service Program
  • Luxury Direct Gulf Front Condo-Sweeping views!
  • Very large unit- 2100 sq ft-Top Floor, Corner Unit
  • Tremendous panoramic Gulf views-private stairs from your balcony to beach
  • 3 bedrooms, 2.5 bathrooms-King, Queen, 2 Twins-Sleeps 6 in Beds
  • Vaulted Ceilings, Fine Furniture/Fixtures, Granite, Marble and Crown Molding
  • Full gourmet kitchen, Washer and Dryer in Unit
  • Heated pool
  • Gated with covered parking
  • Wireless Internet, flat screen TV's
Book now
Caribbean Surf
From $1000 to $3297 per week
  • Newly constructed private duplex
  • 3 bedrooms and 2 bathrooms
  • Only a 2.5 minute walk to the beach
  • Private heated pool with swim-up table and BBQ grill
  • 2 Kings, 2 Twins and 1 Sleeper Sofa-Sleeps up to 8
  • Covered and furnished deck leading to the pool
  • Cable TV, Wireless Internet and flat screen TV's in every room
  • Stainless steel appliances
  • Centrally located on the Island
Book now
Absolute Paradise
From $2450 to $7000 per week
  • Brand new construction
  • 5 bedrooms, 4 bathrooms
  • Private heated pool with spa (blower feature is disabled)
  • 4 Kings, 1 twin over full bunk bed, 2 Sleeper Sofas
  • Sleeps up to 13
  • Rooftop deck with beautiful views
  • Short 2 minute stroll to the Gulf
  • Close to local restaurants and shops-Ginny's and Jane's Bakery and Pine Avenue
  • 8 TV's, DVD Player, Xbox gaming system, Air Hockey
  • Ping Pong and Foosball table, Corn Hole, Darts and board games
Book now
Seabreeze Cottage
From $1001 to $3003 per week
  • On our Professional Linen Service Program
  • Quiet residential area home
  • Two minutes' stroll to the beach
  • Private heated pool
  • Elevator to all floors
  • TV and DVD in every room-DSL Hi-speed Internet and phone
  • Master bedroom with king bed
  • Private master bathroom
  • Downstairs bedroom equipped with 2 twins
  • Steam shower in downstairs bathroom
Book now
Crosswinds Cottage
From $1498 to $4403 per week
  • Luxury Key West Style Home, Elevated private home-2,212 sq. ft.
  • Professionally decorated, Coastal themed furnishings
  • Elevator to all three floors
  • 3 bedrooms and 2.5 bathrooms, two king beds, four twins and a sleeper sofa, sleeps 2-10 in comfort
  • Master suite with spa tub and private balcony
  • Large private heated pool with tropical landscaping
  • Covered pool side lanai with BBQ grill and dining furniture-Two decorated private balconies
  • Flat Screen TV and cable in every bedroom. Smart TV in living room and bedroom, Wi-Fi,
  • Short 5 minute stroll to the Gulf-Close to local restaurants and shops
  • Close to city park with playground, skate park and tennis
Book now
Bermuda Bay
From $2450 to $7000 per week
  • On our Professional Linen Service Program
  • Brand new construction
  • 5 bedrooms, 4 bathrooms
  • Rooftop deck with beautiful views
  • Private heated pool with spa
  • Xbox gaming system, stand up Classic Arcade game, Pool and Foosball table
  • 4 Kings, 2 sets of bunk beds, 1 sleeper sofa-Sleeps up to 14
  • Just a short 5 minute stroll to the Gulf-Bikes, beach wagon and toys available
  • Close to local restaurants and shops- Pine Avenue
  • Dog friendly property for an extra fee
Book now
Mojito Splash
From $2100 to $8253 per week
  • On our Professional Linen Service Program
  • Tropical 5 bed/3.5 bath home
  • Short 2-3 minute walk to beach
  • Private heated pool with hot tub and separate Tiki hut and bar by the pool
  • Wireless Internet
  • Full two car garage
  • Ping Pong table
  • Covered pool lanai with TV
  • 4 Kings, Twin trundle and Queen sleeper sofa
  • Dog friendly property for an extra fee
Book now
Beachbreeze
From $2450 to $7700 per week
  • On our Professional Linen Service program
  • Luxury property, NOTE new full 4th bathroom will be added by 10/2016!
  • Six bed, 3.5 bath-Sleeps 12 in beds, 14 total allowed
  • West of Gulf Dr- one minute stroll to Gulf beach
  • Heated pool with spa and waterfall, BBQ grill, outdoor kitchen with flat-screen TV, outdoor Pool table
  • Rooftop deck for fabulous views of the Gulf water
  • Three additional balconies with great island views
  • Three kings, two queens and one set of bunk beds
  • 72in Hi Def TV and Blu-ray player, 2 leather power recliner love seats, Flat-screen TV's in all bedrooms, Cable, Xbox gaming system, DVD and Internet
  • Outdoor Billiards table, Foosball Table and classic Arcade style video game with over 200 games to choose from on it
Book now
Paradise Beach
From $4550 to $16800 per week
  • On our Professional Linen Service Program
  • Brand new luxury beach front elevated home
  • 8 bedrooms, 6.5 baths with 5 Master suites
  • Superb Gulf views throughout--multiple decks
  • Resort style private heated pool with spa and pool side bar
  • Private beach access via a dune walkover
  • 7 King beds and a twin over full bunk bed-Sleeps 17 total
  • 10 beach chairs, 2 beach carts, Ping Pong, Foosball plus a Xbox gaming system
  • Elevator available to all floors
  • Dog friendly property for an extra fee
Book now
Sand And Sea
From $1400 to $3500 per week
  • On our Professional Linen Service Program
  • Newly refurnished and professionally decorated, all new furnishings
  • 3 bedrooms and 2.5 bathrooms
  • 2 King beds, Twin over Full bunk bed with trundle and 1 Queen sleeper sofa
  • Master suite with a spacious en-suite bathroom, walk in closet and private balcony
  • Tropical private heated pool with outdoor shower
  • Covered pool side lanai with BBQ grill and plenty of seating to enjoy an outdoor meal-Ping Pong table
  • Flat screen TV in every bedroom and one Wii gaming system
  • Only a short 5 minute stroll to the Gulf beaches
  • Close to local shops and restaurants
Book now
Coconut Cottage Unit 2
From $875 to $3297 per week
  • Brand new Island 4-Plex
  • Only a 1 minute walk to the Gulf beaches
  • Private heated pool with swim-up Tiki table
  • 3 Bedrooms and 2 bathrooms
  • 2 Kings and 1 Twin over Full bunk bed-Sleeps up to 6
  • Located only one house away from the iconic Skinny's Place Open Air Restaurant
  • Wireless Internet and flat screen TV's
  • Closely located to local restaurants and shops
  • Dog friendly property for an extra fee
Book now
Sugar Beach
From $1050 to $4403 per week
  • On our Professional Linen Service Program
  • 3 Bedrooms and 2.5 Bathrooms-Sleeps 8
  • Private heated pool
  • Tropical landscaping
  • Covered pool-side lanai
  • BBQ grill
  • Short 4 minute walk to the beach
  • 1 K, 1 Q, 1 Twin and 1 Queen over Queen adult sized bunk bed
  • 2 Car garage-2 Bikes available for guest use
  • There is a condo application required to rent this home, the condo application fee is $50
Book now
Bay Bella Vista
From $966 to $1283 per week
  • Intracoastal Townhome
  • 2 bedrooms, 3 bathrooms-1 King and 2 Twins-Sleeps up to 4 in beds
  • Two levels-1,330 Sq Feet
  • Ceiling fans throughout
  • Private rooftop sundeck, Shared pool (NOT heated), Screened lanai, Gas BBQ Grill
  • One car garage
  • Washer and dryer in property
  • Fully equipped kitchen
  • Cable TV, Unlimited local calls, 2 TV's and 1 VCR, DVD Player
  • Intracoastal waterway views 
Book now
Coquina Breeze
From $1001 to $2366 per week
  • Gulf front home at 1,554 Sq ft.
  • 2 bedrooms, 2 1/2 bathrooms
  • 1 King, 2 Twins
  • Sleeps up to 4 in property
  • Washer and dryer in property
  • Jacuzzi tub in master bathroom
  • Fully equipped kitchen
  • 2 TVs, 1 DVD Player
  • 47" TV in Master bedroom
  • Cable TV, Unlimited local and long distance, Wireless internet
Book now
Island Paradise 4
From $1351 to $2940 per week
  • On our Professional Linen Service Program
  • Direct Gulf Front Condominium-Expansive Gulf views from every room
  • 2 bedroom, 2 bathrooms
  • Shared heated pool
  • Large floor plan at 1398 sq feet, Fully equipped kitchen and open balcony facing the Gulf
  • Assigned covered parking
  • 2 Kings-Sleeps up to 4 in beds
  • Cable TV, Flat screen HD TV's, Unlimited local and long distance, Wireless Internet, IPod docking station
  • Walking distance to shops and restaurants
  • Only 6 condos in complex
Book now
Breezy Beach
From $1400 to $4066 per week
  • On our Professional Linen Service Program
  • Brand new elevated private duplex
  • 4 bedrooms and 4 bathrooms-Sleeps 8 in beds, 10 total
  • 3 Kings, 1 Bunk bed, 1 Queen sized sleeper sofa
  • Private heated pool with spa, tropical landscaping, gas BBQ grill
  • Short 5 minute stroll to the Gulf beaches
  • Professionally decorated
  • 5 TV's and 1 DVD player, Wireless Internet-Rec room with Foosball table and couch
  • 2 car garage
Book now
Sun Plaza West 115
From $1001 to $3297 per week
  • Direct Gulf front condominium-1092 Sq feet
  • 2 bedrooms, 2 bathrooms-Corner property
  • This condo requires a 2-week minimum stay
  • Screened balcony-Private open balcony off master
  • Custom kitchen cabinets and countertops
  • Storage unit downstairs with beach chairs, umbrellas and toys for guest use
  • Large shared, heated pool and tennis courts
  • Fully equipped kitchen
  • 2 TVs, 1 DVD Player
  • There is a condo application required to rent this home, the condo application fee is $75
Book now
Limelight
From $1400 to $4403 per week
  • On our Professional Linen Service Program
  • North-end home, well maintained and decorated with a modern flair
  • Short walking distance to Anna Maria secluded beaches, Pine Avenue and Bean Point
  • 3 Bedrooms and 2 full bathrooms (one tub/shower and one shower, both with hair dryers), 1586 sq. feet
  • Full gourmet kitchen equipped with Williams-Sonoma cookware and espresso machine using Starbucks capsules
  • Large capacity dishwasher, side-by-side refrigerator/freezer with ice-maker
  • Utility room with washer and dryer, iron and board
  • Private heated pool with lush tropical landscaping
  • Covered poolside lanai with high end wicker furniture and ceiling fans, dining area and lounge area
  • Outdoor shower and 2 car garage
Book now
Southern Breeze 2
From $749 to $2198 per week
  • Ground level duplex
  • Complete new renovation
  • 2 bedrooms, 1 bathrooms
  • 1 Queen, 2 Twins, 1 Sleeper sofa
  • Sleeps up to 4 in beds, up to 6 in property
  • Shared heated pool
  • On site laundry
  • Cable TV, Unlimited local and long distance
  • Wireless Internet
  • Fully renovated kitchen
Book now
Havana Cay
From $1498 to $4403 per week
  • On our Professional Linen Service Program
  • Historic 1924 Latin style home with deluxe renovations
  • Only 4 houses in from the beach- a 30 second walk to the beach
  • 3 bedrooms/2 bathrooms-1 King, 2 Queens-Sleeps 6
  • Located in the prestigious City of Anna Maria, located on the North-End of the Island and close to shops and restaurants
  • Lush tropical pool/spa, tropical landscaping and a unique detached Cabana by the pool
  • Flat screen HD TV's, High Speed Wireless Internet
  • Luxury linens, towels and other amenities, Travertine and granite throughout, High-end furnishings and fixtures
Book now
Gulf Shores 106
From $957 to $3557 per week
  • On our Professional Linen Service Program
  • Gulf Front Condominium at 1,008 sq. ft.
  • 2 bedrooms, 2 bathrooms
  • 1 King, 2 Twins - Sleeper Sofa -Sleeps up to 6
  • Fully equipped kitchen
  • Assigned covered parking
  • Elevated condominium
  • Screened in Gulf Front balcony-Private Stairs from balcony to the beach
  • 2 TVs, 1 DVD Player, Cable TV, Wireless Internet
  • Washer and Dryer in property
Book now
Southern Breeze 4
From $749 to $2198 per week
  • Ground level duplex
  • 2 bedrooms, 1 bathrooms
  • 1 Queen, 2 Twins, 1 Sleeper sofa
  • Sleeps up to 4 in beds, up to 6 in property
  • Shared heated pool
  • 800 Sq Feet
  • On site laundry
  • Cable TV, Unlimited local and long distance, Wireless internet
  • Fully equipped kitchen
  • 2 TVs, 1 DVD Player
Book now
Antigua Bay
From $2450 to $7000 per week
  • On our Professional Linen Service Program
  • Pool table, Foosball table, X-Box, Stand up Arcade game
  • 5 bedrooms and a den, 4 full bathrooms
  • Rooftop deck with beautiful views of the Island and the Gulf
  • Private heated pool with spa surrounded by lush tropical landscaping throughout
  • 4 Kings and 2 sets of bunk beds-Sleeps up to 12
  • Just a short 2 minute stroll to the Gulf Beach
  • Close to local restaurants and shops- Pine Avenue
  • Dog friendly property for an extra fee
Book now
Sunny Side Up
From $1001 to $3850 per week
  • Ground level single family home
  • 2 bedrooms, 2 bathrooms-Sleeps up to 6 in beds
  • Direct canal front
  • Boat dock and charcoal BBQ grill
  • 1678 Sq feet
  • 1 Queen, 2 Fulls
  • Washer and dryer
  • Large open deck
  • 3 TVs, 1 DVD Player
  • Dog friendly property for an extra fee
Book now
Egrets Nest
From $1018 to $3409 per week
  • Ground level, newly remodeled
  • Private heated pool-Outdoor table and chairs
  • 4 Bedroom, 2.5 Bathrooms-Sleeps up to 8
  • 2 Kings, 1 Queen and 2 Twins
  • Full gourmet kitchen-Stainless steel appliances
  • BBQ Grill
  • Wireless Internet
  • Brisk 4 minute walk to the beach
  • Centrally located on the Island, close to many amenities
Book now
Away To Play
Call For Pricing
  • Large, Newly Constructed Private Home
  • 4 bedrooms, 2 1/2 bathrooms-Sleeps up to 9 in beds
  • 2,685 Sq Feet
  • Large private, heated pool, covered pool area patio, Gas BBQ grill
  • One King, Two Queen beds, one bunk bed-Master suite has private balcony
  • Washer and Dryer in property
  • Fully Equipped Kitchen, Maple cabinets and granite countertops
  • Cable TV, Unlimited local and long distance, Wireless Internet
  • 3 TVs, 1 DVD Player
  • 2 Car Garage
Book now
Salty Dog
From $855 to $2375 per week
  • On our Professional Linen Service Program
  • Ground level Island bungalow
  • Less than a 2 minute stroll to the beach
  • New private heated salt water pool
  • 2 bedrooms and 1 bathroom
  • 1 King, 2 Twins and a Queen sized sleeper sofa-Sleeps 6 total
  • Tropical landscaping
  • Wireless Internet, Flat Screen TV's
  • Gas grill, 4 beach chairs and a beach cart provided for guest use
Book now
Anna Maria Chateau
From $1400 to $3500 per week
  • On our Professional Linen Service Program
  • Newly remodeled-3 bedrooms and 2 bathrooms
  • Brand new private pool and recreation room
  • 2 Kings, 2 Twins and 1 Queen Sleeper Sofa-Sleeps up to 8
  • Fully stocked kitchen, custom cabinets, granite countertops and stainless steel appliances
  • Large outdoor deck and spacious backyard-4 Bikes, a beach wagon, 2 beach chairs, bocce ball and paddle ball provided
  • Located on the prestigious Northern end of the Island-only a few blocks from the popular "Bean Point" beach
  • Located closely to the Rod n Reel Pier and the popular Pine Avenue
  • Wireless Internet, flat screen TV's and a XBOX gaming system
  • Dog friendly property for an extra fee
Book now
Whispering Winds
From $1018 to $3409 per week
  • On our Professional Linen Service Program
  • Single Family Home at 1884 Sq Feet
  • 4 bedrooms, 2 bathrooms
  • Private heated pool with gas BBQ grill
  • 2 car garage
  • 4 TVs, 2 DVD Players, 1 VCR
  • 3 Houses to Gulf of Mexico
  • 1 King, 2 Queens, 2 Twins-Sleeps up to 8 in beds
  • Cable TV, Unlimited local and long distance, Wireless Internet
  • Fully equipped kitchen
Book now
Villa Del Sol
From $2975 to $7700 per week
  • On our Professional Linen Service Program
  • Canal home with boat dock
  • 5 bedrooms, 3 full bathrooms
  • Sleeps up to 14 in beds
  • 2800 Sq Feet of living space
  • 2 car garage + 4 car driveway 
  • Ground level home
  • Fully equipped kitchen
  • Cable TV, Wireless Internet, Unlimited local and long distance
  • 1 King, 2 Queens, 3 sets of Bunk Beds
Book now
Cayman Bay
From $3500 to $10997 per week
  • On our Professional Linen Service Program
  • Gorgeous 5300sq ft. luxury home on Prestigious North-End of AMI
  • Open canal view with dock-Only a few minutes to open water, 2 Minute Walk to Bay Beach Area
  • Very large, sleeps 10 comfortably but can accomodate up to 12
  • Heated pool with spa and pool-side covered lanai, Deluxe Gas Grill
  • Multiple balconies with water views-Master Bedroom has water views from private balcony
  • Crown molding/marble and hardwood floors throughout, vaulted ceilings, hardwood paneling
  • Custom Gourmet Kitchen, 3 Additional Suites with Private Bathrooms, Elevator, 3 Car Garage
  • 3 minute stroll to Pine Ave activities
  • HD TV's throughout, Wireless Internet, Bonus rec room, Ping-Pong table, Fireplace in Living Room
Book now
Casa On The Beach
From $2100 to $5390 per week
  • On our Professional Linen Service Program
  • "Old Florida" styled elevated Island cottage-Incredible views of the Bay
  • 3 bedrooms and 3 bathrooms
  • Fully stocked kitchen
  • 2 King sized beds, 1 Queen sized bed and 1 Queen sleeper sofa-Sleeps up to 8 total
  • 4 Bikes, a beach wagon, 2 beach chairs, bocce ball and paddle ball provided
  • Internet, DVD Player, 3 TV's, Stereo and a XBOX gaming system
  • Located on the prestigious Northern end of Anna Maria Island
  • Dog friendly property for an extra fee
Book now
Island Hideaway
From $798 to $2499 per week
  • On our Professional Linen Service Program
  • Ground level
  • 1 bedroom, 1 bathroom
  • 2 minute walk to beach
  • Private heated pool and tropical landscaping
  • Fully equipped kitchen
  • King bed and pull out sleeper sofa-Sleeps up to 4
  • Stainless steel gas grill
  • Washer and dryer
  • Wireless Internet and Flat Screen HD TV's
Book now
Heron House
From $1750 to $5390 per week
  • On our Professional Linen Service Program
  • 3/3 elevated home at 2700 sq. ft
  • Short 2 minute walk to Gulf beach
  • Private heated pool, lanai, deck, BBQ grill, pool furniture and tropical landscaping
  • Located on a quiet side street at the prestigious North end location-Short Distance to Pine Avenue
  • Upper level screened-in porch
  • Gourmet fully stocked kitchen
  • 2 King, 2 twin and 1 bunk beds-Sleeps 8 comfortably in beds
  • 52" flat screen HD TV, Wireless Internet, DVD, CD players
  • Washer/Dryer
Book now
Bradenton Beach Club 254
From $1000 to $3297 per week
  • Top corner unit
  • 3 bedroom, 2 bathrooms-Sleeps 5 in beds, 6 total
  • 2 Queens, 1 Twin, 1 day bed
  • Washer and Dryer--Elevator
  • Intracoastal water views, 2 shared heated pools (no Grill provided), private beach access, covered fishing pier, short 2 minute walk to the Gulf, boardwalk path on Intracoastal
  • Comfortable screened lanai
  • Flat screen smart TV in living room
  • Wireless internet, flat screen, Blue Ray player
  • Fully equipped kitchen with stainless steel appliances and eat-in bar area
Book now
Key Lime Cottage
From $1155 to $3850 per week
  • Brand new elevated private duplex
  • Private heated pool with spa and tropical landscaping
  • 3 bedrooms, 2 bathrooms
  • Sleeps up to 8--1 King, 1 Queen, 2 Twins, 1 Queen sleeper sofa
  • Brief 4 minute stroll to beach
  • Full gourmet kitchen
  • Brand new furniture and appliances
  • Granite and fine tile
  • Gas BBQ grill
  • Short walk to Trolley stop
Book now
Anna Maria Island Club 20
From $875 to $4291 per week
  • Direct Gulf Front Condominium on 3rd Floor, Shared Heated Pool--1,453 sq ft
  • 2 bedrooms, 2 bathrooms
  • Sleeps up to 4 in beds, 1 King and 2 Twins
  • Shaded assigned parking, Elevator
  • Corner property with open 241 sq foot balcony
  • 2 TVs, 1 DVD Player
  • 2 Week Minimum Stay Required
  • Washer and Dryer, Fully Equipped and Newly Remodeled Kitchen
  • Fully Equipped and Newly Remodeled Kitchen, Custom Granite Counters
  • There is a one time condo application required to rent this property, the condo application fee is $50
Book now
Sunchase Villa
From $1750 to $5390 per week
  • Gulf Front Single Family Home-"Old Florida" Cottage
  • 4 bedrooms, 4.5 bathrooms
  • 1609 Sq Feet
  • Washer and Dryer
  • Located in Beautiful Anna Maria City
  • Fully equipped kitchen
  • Satellite TV, Unlimited local and long distance
  • Wireless Internet
  • Screened Lanai facing the Gulf of Mexico
  • 3 TVs, 1 DVD Player
Book now
Stay Calm
From $1270 to $3630 per week
  • On our Professional Linen Service Program
  • Ground level, single family home
  • Private heated pool
  • 3 Bedrooms, 2 Bathrooms-Sleeps up to 10
  • 1 King, 1 Queen, 2 Twins and 2 Queen sleeper sofas
  • Short 3 minute stroll to the beach--beach cart and 4 beach chairs available for use
  • Living area and an extra family room
  • 4 TV's with a Samsung Smart TV in the Living Room, Wii and Xbox gaming system, wireless Internet, Bose sound system
  • BBQ Grill
  • 2 car garage
Book now
Harbor Breeze
From $2800 to $9898 per week
  • On our Professional Linen Service Program
  • New luxury Bayfront home with sweeping water views-private dock
  • Heated Bayfront pool with spa
  • High-end finishings, furniture, decor
  • Private cul-de-sac location
  • Large covered lanai off pool
  • Gourmet kitchen, granite counters
  • High speed internet, X-BOX Gaming System, Flat screen TV in all bedrooms, classic stand up arcade game and Ping-Pong table
  • Tropical landscaping
  • Washer and Dryer in property, 2 car garage
Book now
Tropical Sunset 4
From $770 to $2310 per week
  • Gulf View Condominium-1,331 sq ft
  • 2 bedrooms, 2 bathrooms
  • 1 King, 2 Queens and 1 Roll away
  • Sleeps up to 6 in beds
  • Beach chairs and umbrella available for guest use
  • Top floor condominium
  • Washer and Dryer in property
  • Fully equipped kitchen
  • Cable TV, Unlimited local, Wireless internet
  • Shared Heated pool
Book now
Avenue E By The Sea
From $1750 to $5390 per week
  • On our Professional Linen Service Program
  • Newly constructed, elevated home
  • 4 bedrooms, 3 1/2 bathrooms
  • Sweeping views of the blue Gulf water, easy 2 minute stroll to Gulf beaches
  • Sleeps 8 in beds-2 Queens, 2 Twins, 1 Set of Twin Bunk beds
  • 2 separate living areas, flat screen HD TV's throughout, elevator
  • Fully equipped kitchen with stainless steel appliances, granite countertops, washer and dryer
  • Private heated pool with Cabana area-Foosball table
  • Spiral staircase to rooftop deck
  • Covered 1st level deck
Book now
Bradenton Beach Club F
From $1750 to $5502 per week
  • Direct Gulf front Mediterranean style condo
  • Luxury 3 bedrooms, 2.5 bathrooms-Sleeps 2-6 comfortably
  • Large screened-in balcony-Direct access from balcony to pool and beach-elevator
  • Heated shared Gulf front pool (No Grill Provided)
  • Master suite with en-suite private bath
  • Fully stocked gourmet kitchen
  • 1 King, 1 Full, 2 Twins
  • High speed wireless internet
  • Luxury linens and towels
Book now
Direct Beach Front
From $2100 to $5800 per week
  • Direct beachfront with spectacular views
  • 3 Bedrooms/2 Bathrooms- Sleeps 2 - 8 persons
  • Heated pool on the edge of the sands
  • Easy walk to many shops/restaurants
  • Undercover parking with elevator
  • Master suite has a King bed & walk-in closet
  • Queen size poster bed
  • 9ft 6in ceilings, central air & ceiling fans, luxury furniture and fixtures throughout
  • 47in LCD HDTV with cable in living area, Ultra Hi-speed wireless internet, HD TV/DVD in all bedrooms- Free calls to USA, Canada and territories
  • Queen-sized sleeper in living area
Book now
Sundown South
From $1498 to $6050 per week
  • On our Professional Linen Service Program
  • Ground level- new renovation
  • Private, heated salt water pool
  • Lakefront water views
  • 2-3 minute stroll to Pine Ave activities
  • 2-3 minute stroll to beach
  • Large wood deck- pool furniture
  • Stainless steel BBQ grill
  • Flat screen HD TV's throughout
  • Beach chairs/amenities provided
Book now
Anna Maria Island Club 24
From $1570 to $4709 per week
  • On our Professional Linen Service Program
  • Newly renovated direct Gulf Front Condominium on 3rd Floor with Shared Heated Pool--1,195 sq ft
  • 2 bedrooms, 2 bathrooms
  • Sleeps up to 4 in beds-1 King and 2 Twins
  • Shaded assigned parking
  • Fully Equipped Kitchen, Elevator and Washer and Dryer in Property
  • Open gulf front balcony
  • 3 TVs, 1 DVD Player--Cable TV and Wireless Internet
  • 2 Week Minimum Stay Required
  • There is a one time condo application required to rent this property, the condo application fee is $50
Book now
Waterside House
From $2100 to $6468 per week
  • On our Professional Linen Program
  • Newly renovated luxury private home with dock, excellent fishing, boating
  • Heated private pool overlooking the Bay
  • Elevator to all floors
  • 4 bedrooms +den and 5.5 bathrooms-3 King beds, 2 sets of bunk beds (4 Twins) and 1 Queen sleeper sofa-Sleeps 12
  • New flatscreen TV's throughout
  • Large garage and central air conditioning
  • 3 balconies with paddle fans for cooling--Ping Pong and Foosball table
  • Amazing top deck with incredible views, fishing dock and place for a boat
  • Dog friendly property for an extra fee
Book now
Pineapple Key
From $1400 to $6048 per week
  • Completely renovated single family home
  • 4 bedrooms and 2 bathrooms
  • 2 Kings, 1 Queen, 2 Sets of bunks, 1 Queen sleeper sofa
  • 2 Blocks from the Gulf beaches
  • Private heated pool with spa-covered living area by the pool
  • Pool table, Wii gaming system, board games, 6 TV's and 3 DVD players
  • Only 2 houses away from freeTrolley stop
  • New Travertine floors, trims, molding, granite counters and more
  • 2 Living areas-front and rear porches
Book now
Whitecaps
From $2100 to $7000 per week
  • On our Professional Linen Service Program
  • Luxury custom 5 bedroom, 3.5 bathroom home
  • Views of the Gulf of Mexico beaches and water-Only 1 minute stroll to the beach
  • Located on the prestigious North end of the Island
  • Heated pool, covered lanai area, gas grill, covered porch with a flat screen HD TV
  • Flat screen HD TV's in each bedroom, Wi-Fi Internet
  • 2 Kings, 2 Queens, 2 twin beds-Sleeps 10 in beds, 12 total
  • High-end kitchen-washer and dryer
  • Elevator accesses to all floors, luxury marble, flooring, fixtures and fine linens
  • Dog friendly property for an extra fee
Book now
Villa Monica
From $1498 to $4403 per week
  • On our Professional Linen Service Program
  • Tropical swimming pool
  • Fully stocked gourmet kitchen with granite
  • Master King Suite with private balcony
  • Queen Bedroom with ensuite bath
  • 2 sets of bunk beds and a trundle bed-perfect for kids
  • Easy 4 minutes stroll to the beach
  • Large balcony off living area
Book now
Conch House
From $2450 to $8400 per week
  • On our Professional Linen Service Program
  • New 6 bedrooms and 4.5 bathrooms private home
  • Deluxe tropical pool with Water Slide and Unique Enclosed "Grotto" Spa
  • Pool Lanai with bar, TV and Gas BBQ-Back Porch Balcony
  • Travertine Marble Floors and high-end bathroom fixtures
  • Some 3rd level Gulf water views
  • 4 minute walk to the beach
  • Flat Screen HD TV's, Ping-Pong table, Wii and X-Box Game Systems, IPod Docking Station, Wireless High-Speed Internet
  • 4 King beds, 2 Twin beds, 1 Twin over Full sized Bunk Bed w/Trundle and Pull-Out Sleeper Sofa-Sleeps 14 in beds, 16 total
  • Dog friendly property for an extra fee
Book now
A Snails Place
From $1400 to $4403 per week
  • Single Family Island Home
  • 3 bedrooms, 2 bathrooms
  • Only 2 blocks away from the Gulf beaches
  • 1 King, 1 Queen, 2 Twins
  • Sleeps up to 6 in beds
  • 1484 Sq Feet
  • Private heated pool
  • Fully equipped kitchen, Washer and Dryer, Gas Grill
  • 4 TVs, 1 DVD Player
  • Cable TV, unlimited local and long distance, Wireless Internet
Book now
Gulf View Beach House
From $2100 to $8253 per week
  • On our Professional Linen Service Program
  • New 5 bedroom, 3.5 bathroom construction
  • 30 second walk to Gulf beach-Multiple sweeping Gulf water views-3 Balconies with water views
  • Rooftop deck with 360 degree water views of both Gulf and Bay
  • Private heated pool with spa and patio furniture
  • 2 minute walk to multiple restaurants, Short walk to Pier and Marina
  • 2 Master suites with private baths-3 King beds, 1 set of Bunk Beds, 2 Twins-Sleeps 10 in beds, 12 total
  • HD TV's in each bedroom+ living, Wireless Internet
  • Washer and Dryer in property and a 2 car garage-Beach cart, chairs, toys and 2 bikes available for guest use
  • Adjacent to gated public playground
Book now
Surf View
From $3500 to $13202 per week
  • On our Professional Linen Service Program
  • New 8 bed/6 bath construction-3,800 sq ft.
  • Private heated pool with water slide, spa and a swim-up Tiki table
  • Pool-side lanai with bar, TV, outdoor Pool table
  • Rooftop deck with hot tub and Gulf and Bay water views
  • Just a short 2-3 minute walk to the beach-Walking distance to Island shops and restaurants
  • Fully stocked kitchen with stainless steel appliances, 2 sets of washers and dryers
  • Wireless Internet, Flat Screen TV's and a X-Box gaming system
  • 6 Kings, 2 Sets of Twin Bunks, 1 Twin over Full Bunk bed with pull-out trundle + 1 Full sleeper sofa
  • Dog friendly property for an extra fee
Book now
Island Life
From $1400 to $4403 per week
  • On our Professional Linen Service Program
  • Ground level 3/2 home-only steps to the beach
  • Hot tub, tiki hut and bar
  • Zero entry, heated pool
  • Quiet street, large yard
  • Full kitchen and washer and dryer in property
  • Flat screen TV's, DVD player, High speed wireless internet
  • 2 King beds, 2 Sets of Bunks (1 Twin over Full with a trundle and a Twin over Full) and a Queen sleeper sofa-Sleeps up to 13
  • Beach chairs and towels
  • Dog friendly property for an extra fee
Book now
Lazy Lagoon
From $3101 to $9352 per week
  • On our Professional Linen Service Program
  • Brand new 5 bed and 5 bath elevated home
  • Private heated pool with spa
  • Sleeps 12 in beds-4 Kings and 1 Full sized bunk bed with 1 Queen sleeper sofa
  • Only a 1 minute stroll to the beach access-no streets to cross!
  • Professionally decorated
  • Balcony overlooking the pool
  • TV in every room, Xbox gaming system, Pool table, Wireless Internet
Book now
Peacock Crossing
From $875 to $3297 per week
  • On our Professional Linen Service Program
  • Newly renovated Island bungalow
  • 5-7 minute stroll to the beach
  • Private heated pool with swim-up Tiki table
  • 3 bedrooms and 2 bathrooms
  • Sleeps up to 6
  • Close to Island restaurants and shops
  • Fully stocked kitchen
  • Stainless steel appliances
  • Tropical Landscaping
Book now
The Beach Front
From $1603 to $5800 per week
  • 3 Bedrooms/2.5 bathrooms
  • Direct beachfront, superb Gulf views
  • Right on the edge of the sands
  • Elevator & Stairs to front door
  • Private walkway to beach from balcony
  • Superb views over the Gulf of Mexico
  • Telephone & DSL high speed internet access
  • TV in every room, DVD & CD Player
  • Gated parking
  • Electrically heated swimming pool
Book now
Pineapple Pointe
From $1095 to $3990 per week
  • On our Professional Linen Service Program
  • 3 bedroom, 2.5 bathroom-1 King, 1 Queen, 2 Twins
  • Private heated pool with hot tub-gas grill
  • Elevated home- 4 in from beach!
  • Screened in back porch
  • Open air front porch
  • 1-2 minute stroll to the beach
  • Very quiet, reserved street
  • Full custom kitchen
  • Washer/Dryer
Book now
Coastal Winds
From $2898 to $4998 per week
  • New 5 bedroom+ bonus room, 2 living areas, 4.5 baths
  • Rooftop deck with Gulf and Bay water views- large views of the Bay from the home
  • Private heated pool with spa and BBQ grill, outdoor foosball table
  • Just a short 2 minute walk from the beaches-Bikes and beach cart provided
  • 4 Kings, 2 Twins, 1 Queen sleeper sofa, sleeps 12 total
  • Fully stocked kitchen with stainless steel appliances
  • Walking distance to the historic Bridge Street, restaurants and shops
  • Wireless Internet, 8 HD TV's, 3 DVD Players, X-Box system, stand up Video game
  • Dog friendly property for an extra fee
Book now
Hidden Cove 4
From $1197 to $3026 per week
  • On our Professional Linen Service Program
  • Gulf Front Elevated Townhome at 1456 Sq Feet
  • 2 bedrooms, 2 1/2 bathrooms
  • Washer and Dryer in property
  • 1 King and 2 Twins-Sleeps up to 4 in beds, up to 5 in property
  • Assigned covered parking
  • Shared swimming pool (not heated and no Grill provided)
  • 2 TVs, 1 DVD Player, Cable TV, Free local calls, Wireless Internet
  • Patio Furniture for meals outside
  • Fully equipped kitchen
Book now
Island Retreat
From $1400 to $6048 per week
  • On our Professional Linen Service Program
  • Luxury Island style home
  • Two minute stroll to the beach
  • Tropical heated pool/Tiki Bar
  • West-facing, view of the gulf
  • Two king-sized, Master en-suites with a jacuzzi tub in Master bed #1
  • Flat-screen TVs, DVD, Internet, Game room with Ping-Pong table and bonus kids area with TV and Wii
  • Large, fully-equipped kitchen-Luxury furniture throughout
  • Double garage
  • Sleeps 8 in beds, 10 total
Book now
Tropic Dream
From $1001 to $3850 per week
  • On our Professional Linen Service Program
  • 3 bedroom, 2 bath
  • Ground level home
  • Private heated pool
  • 2-3 minute stroll to beach
  • Granite, custom furnishings
  • King, Queen, 2 twins and pull out day bed in Master
  • High speed Internet- flat screen HDTV's
  • Dog friendly property for an extra fee
Book now
Malibu Beach
From $3500 to $13202 per week
  • On our Professional Linen Service Program
  • New Construction Luxury Home
  • 8 bedrooms and 7.5 bathrooms
  • 7 King beds, 2 sets of bunk beds, 1 sleeper sofa-Sleeps up to 20
  • Just a short 3 minute stroll to the Gulf beach- short walk to restaurants and shopping
  • Tropical backyard with a deluxe private heated pool with a waterslide, spa and a swim-up Tiki table
  • Rooftop deck with incredible Gulf and Bay water views
  • Fully stocked kitchen with brand new stainless steel appliances
  • Wireless Internet, Flat Screen TV's throughout, Xbox gaming system
  • Foosball table, pool side covered lanai, gas BBQ grill and tropical landscaping
Book now
Island Beach Club 1
From $1300 to $2550 per week
  • On our Professional Linen Service Program
  • Ground Level Gulf Front Condominium (984 sq. ft)-Totally updated throughout
  • 2 bedrooms, 2 bathrooms-1 King and 2 Twins
  • Screened lanai
  • Angled Gulf views from lanai
  • Corner condominium
  • Shared solar heated pool
  • Washer and Dryer on site
  • Fully equipped kitchen
  • 3 TV's, 2 DVS Players, Cable TV, Unlimited local calls, Wireless internet
Book now
Riki Tiki
From $1750 to $5390 per week
  • On our Professional Linen Service Program
  • Only 3 houses from the beach- 30 second walk
  • 4 bedrooms and 4 bathrooms-Sleeps up to 8
  • Bamboo floors, high end furnishings and appliances throughout
  • 2 King-sized Master suites with en-suite bathrooms and private balconies with Gulf views
  • 2 Kings, 1 Queen and 2 Twins
  • Private heated pool with tropical landscaping
  • Fully stocked gourmet kitchen
  • 5 LG Smart TV's, 40 Megabit Internet, X-Box gaming system and outdoor Bose speakers around the pool
Book now
Palm Isle Bungalow
From $798 to $2100 per week
  • On our Professional Linen Service Program
  • Palm Isle Village-1 bed and 1 bath
  • Located across the street from the beach
  • Comfortably sleeps up to 4-1 King bed and 1 Queen sleeper sofa
  • Shared rooftop deck with views of the grounds, pool and Island
  • Private outdoor shower
  • Only a 5 minute stroll to Publix and other local shops and restaurants
  • Fully stocked kitchen
  • Ground level unit
Book now
Sunset Condo Unit 1
From $770 to $2366 per week
  • Gulf front condo-Great views
  • Multiple balconies-Gulf and Bay facing
  • Across the street from a beach access point
  • Less than a 1 minute walk to the Bay waters
  • Tommy Bahama themed furniture
  • Wireless internet, 3 TV's and more
  • Short walking distance to the historic Bridge street
  • Two-story condo
  • Dog friendly property for an extra fee
Book now
Shell Haven
From $900 to $2541 per week
  • On our Professional Linen Service Program
  • Newly renovated ground level Gulf front condo
  • 1 Bedroom and 1 Bathroom
  • Fully stocked kitchen
  • West facing porch overlooking the beach
  • Centrally located on the Island
  • 1 Queen-sized bed and 1 Full-sized sleeper sofa
  • Professionally decorated by the Pink Pineapple
  • Charcoal BBQ Grill
Book now
Pelican Villa
From $1466 to $5390 per week
  • On our Professional Linen Service Program
  • Single family home
  • 4 bedrooms, 3 bathrooms-Accommodates up to 8
  • 2400 Sq Feet
  • Private heated pool
  • Large covered patio pool area
  • Crown molding throughout
  • Gourmet kitchen with large pantry
  • Granite counter tops and custom cabinets
  • Formal dining room
Book now
Mandalay Bay
From $5250 to $15842 per week
  • On our Professional Linen Service Program
  • Luxury furnishings and professional decor
  • 7 Beds + office, 6 full baths, 2 half baths, elevator
  • 6 Kings, 2 sets of bunks and 1 Queen sleeper sofa
  • Rooftop deck with sweeping views from all areas
  • Private heated pool with waterfall and large hot tub
  • 2 Full gourmet kitchens- one up and one down
  • Additional outdoor summer kitchen on the porch
  • X-Box 360 system, Foosball table and old style arcade game with over 200 different games, Cornhole boards
  • Private dock- boating and fishing, has green Snook lights
Book now
Summer House
From $3500 to $13202 per week
  • On our Professional Linen Service Program
  • New 8 bedroom and 6 bathroom luxury private home- 3,400 sq ft.
  • Rooftop deck with hot tub and amazing Gulf and Bay water views
  • Just a short 2 minute walk to the beach
  • 6 Kings, 4 Twins (bunk beds) and 1 twin over full bunk bed-sleeps 19 in beds
  • Fully stocked kitchen with new stainless steel appliances-2 sets of washers and dryers
  • Walking distance to Island shops and restaurants
  • Wireless Internet, Flat Screen TV's, X-Box gaming system, Pac Man/Galaga video game
  • Private heated pool with water slide, spa and a swim-up Tiki table, pool-side lanai with bar, TV, Ping-Pong, Foosball and a Pool table
  • Dog friendly property for an extra fee
Book now
Azure Beach House
From $1155 to $2800 per week
  • Brand new private duplex
  • 3 bedrooms and 2 bathrooms
  • Private heated pool with deck and tropical landscaping-pool toys available for guest use
  • 2 kings and 2 bunk beds-Sleeps 8
  • Fully stocked gourmet kitchen with brand new appliances
  • Professionally decorated
  • Only a 4 minute stroll to the Gulf beaches
  • Close to local shops and restaurants
  • Flatscreen TVs, wireless internet and Xbox gaming system
  • 1 Car Garage with 2 adult bikes for guest use, beach umbrella, wagon and chairs
Book now
South Seas
From $2450 to $9352 per week
  • On our Professional Linen Service Program
  • New 6 bedroom Island home
  • Short 3 minute walk to beach
  • Deluxe pool with spa
  • Huge water-slide
  • Large covered back porch lanai
  • 3rd level water views and 3 balconies
  • Ping Pong/TV
  • X-Box and Wii game stations-Ipod radios in bedrooms
  • Dog friendly property for an extra fee