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Anna Maria Island 3 Bedroom Vacation Rentals

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Anna Maria Island boasts beautiful beaches,fishing, great restaurants, and an abundance of things to do. It is the perfect family vacation spot, couples retreat, and romantic getaway. From the Tampa bays to the turquoise gulf waters, we are surrounded by abundant beauty. Swim out past the breakers and watch the world fade in the sunset.

On this page we have our 3 bedroom vacation rentals which are perfect for multiple couples on vacation or the average family. Since some of our rentals are dog friendly, the entire family, even four legged, can enjoy a beach vacation.

These rental homes can sleep up to 8 guests or more.

Anna Maria Island’s 3-bedroom vacation rentals can fit up to 8 people and is an excellent choice for 2 families looking to share a vacation rental. Anna Maria Island is the perfect place for a family vacation spot, couples retreat, and even a romantic getaway.
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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
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
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
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
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
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
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
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
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
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
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
Blue Pelicans Perch
From $1400 to $3675 per week
  • On our Professional Linen Service Program
  • Brand new elevated private duplex
  • Private heated pool with covered lanai and BBQ grill
  • Only a short 4-5 minute stroll to beach
  • 3 bedrooms + a loft and 3.5 bathroom-Sleeps 10 total
  • 3 Kings, 2 Twins and 1 Full
  • 6 flat screen TVs, 1 DVD player and Xbox gaming system
  • 4 beach chairs and 1 beach cart available for guest use
  • Professionally decorated
  • 1 car garage
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
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
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
Its My Dream
Price: Call for Rates
  • 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
Marina Sunrise
From $1288 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
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
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
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
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
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
Seabreeze Cottage
From $1050 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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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 total
  • 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
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
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 6
  • 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
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
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
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
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
Direct Beach Front
From $2100 to $5800 per week
  • Direct beachfront with spectacular ocean
  • 3 Bedrooms/2 Bathrooms- Sleeps 2 - 8 persons
  • Heated pool on the edge of the sugar-white sands
  • Easy walk to shops/restaurants/City Pier/post office
  • Undercover parking with elevator (2 reserved spaces)
  • Master suite has a King bed & walk-in closet
  • Queen size poster bed & walk-in closet
  • 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
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
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
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
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
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
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
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
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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
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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
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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
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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
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Lobster Key
From $1190 to $5141 per week
  • Newly renovated elevated home in Cortez Fishing Village
  • Upstairs deck-Bay views
  • 3 bedrooms and 2 bathrooms-Sleeps 9
  • Private heated pool with spa-Tiki area and lots of great amenities
  • 2 bikes, 1 beach cart and 4 beach chairs available for guest use
  • Pool Table, 4 TVs and 2 DVD players
  • Bring your motorhome or boat--storage available
  • Just a few houses away from the Starfish Company
  • Just down the street from a boat ramp--easy water access
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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
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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
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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
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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 6
  • 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
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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
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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
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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
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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
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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, beach cart and cooler available for guest use
  • TV in every bedroom, 1 child paddleboard, 1 child kayak, 1 adult kayak and a transportation cart
  • 2 King beds, 1 bunk bed, and 1 Twin with pull out trundle-Sleeps up to 8
  • New kitchen with all new appliances and beautiful granite counters
  • Professionally decorated throughout
  • Dining room seating for 12
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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 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, wireless internet and Xbox gaming system
  • 1 Car Garage with 2 adult bikes for guest use, beach umbrella, wagon and chairs
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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
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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
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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
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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
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LaPlage 5
From $1750 to $4900 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
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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
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Bay Bungalow
From $1100 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
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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
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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
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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 
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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
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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
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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
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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
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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 6
  • Beach chairs and towels
  • Dog friendly property for an extra fee
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Kiwi Cottage
From $1225 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 6
  • 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