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Anna Maria Island Waterfront Vacation Rentals

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Anna Maria Island is known as the jewel of Florida because of its oasis- like feel and proximity to the Gulf of Mexico in Florida. She has something for everyone, no matter if they’re a land or water lover. If you want the best view of Anna Maria Island during your vacation, consider staying in a waterfront vacation rental. Anna Maria Island has some great luxurious waterfront vacation rentals that are perfectly situated on the Gulf of Mexico. The waterfront vacation rentals overlook the Island’s seemingly endless view of crystal clear waters, and almost all of these rentals are a short walk to the beach. You will be satisfied no matter which waterfront vacation rental you choose.

The draw of Anna Maria Island will make you come back year after year. It’s such a perfect place which makes it hard to stay away from. You can find everything you need without leaving the Island, but if you decide to leave, you will want to come back to the sanctuary the Island offers rather quickly. The pleasant all year climate and breathtaking sunsets make the Island the premiere vacation spot for many visitors. Anna Maria Island offers the ideal backdrop for your family reunion or romantic getaway no matter where you decide to stay on the Island, especially if you choose a waterfront rental. It doesn’t get much better than waking up to the sound of the ocean and enjoying the majestic view while you sip your morning beverage. There is no better vacation rental choice than a waterfront rental to enjoy all that Anna Maria Island has to offer its guests.

Anna Maria Island has waterfront vacation rentals that come in all shapes and sizes. Feel free to browse our website to find the perfect Anna Maria Island waterfront vacation rental for you. You will save yourself some time if you decide to book online. This way you’re guaranteed the specific travel days you requested in the waterfront rental you’ve been dreaming about. If you need any special amenities before you arrive, please let us know beforehand and we will be happy to accommodate you. Not quite sure you found the right vacation rental online? Give us a call and we will help you find that perfect vacation rental that suits your every need!

Browse our Anna Maria Island waterfront vacation rentals and book your next rental right on our website. Please contact us if you have any questions.

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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
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
The Bayfront
From $2205 to $8400 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
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
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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
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Casa Laguna
From $2975 to $6300 per week
  • Deluxe Island style Bay front home on a secluded lagoon location-Great for fishing!
  • Prestigious North Longboat Key location, 5 minutes from Bridge Street
  • Full size heated, screened pool with spa and a huge balcony with incredible views
  • The finest furnishings and decor, travertine tiles and hardwood floors
  • Fully stocked gourmet kitchen with deluxe appliances, wine captain and ice maker
  • Summer kitchen on lanai, bar, TV, granite throughout
  • House sits on a double lot- lush tropical landscaping
  • 4 bedrooms, 4 full bathrooms-Sleeps 11 total
  • 2 King Master suites, 1 King guest bedroom, 1 twin over full bunk bed
  • HD TV's in every room, Ping-pong table, beach toys and towels
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
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
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
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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
Sailfish Beach Resort Unit 1
From $900 to $2541 per week
  • Direct Gulf front-ground level Island 4-Plex
  • On the white sandy beaches of the Gulf of Mexico
  • Shared lanai with tropical landscaping overlooking the beach and Gulf water--charcoal grill
  • 1 Bedroom and 1 bathroom-ground level
  • 1 King and 1 Sleeper sofa-Sleeps up to 4
  • Close to local shops and restaurants: Publix, Skinny's, Manatee Public Beach and more!
  • Wireless Internet and flat screen TV's
  • Enjoy sunsets from the privacy of your own home
  • Close to Trolley stop, short walking distance to local amenities
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
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
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
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Waters Edge Condo 110N
From $1400 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
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
Sailfish Beach Resort Unit 3
From $800 to $2441 per week
  • Garden view in a direct Gulf front-ground level Island 4-Plex
  • On the white sandy beaches of the Gulf of Mexico
  • Shared lanai with tropical landscaping overlooking the beach and Gulf water--charcoal grill
  • 1 Bedroom and 1 bathroom-ground level
  • 1 Queen and 1 Sleeper sofa-Sleeps up to 4
  • Close to local shops and restaurants: Publix, Skinny's, Manatee Public Beach and more!
  • Wireless Internet and flat screen TV's
  • Enjoy sunsets from the privacy of your own home
  • Close to Trolley stop, short walking distance to local amenities
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 10 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
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
Hunters Point
From $3500 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
Anna Maria Island Club 20
From $919 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
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
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
Sailfish Beach Resort Unit 4
From $800 to $2441 per week
  • Garden view unit in a direct Gulf front-ground level Island 4-Plex
  • On the white sandy beaches of the Gulf of Mexico
  • Shared lanai with tropical landscaping overlooking the beach and Gulf water--charcoal grill
  • 1 Bedroom and 1 bathroom-ground level
  • 1 King and 1 Sleeper sofa-Sleeps up to 4
  • Close to local shops and restaurants: Publix, Skinny's, Manatee Public Beach and more!
  • Wireless Internet and flat screen TV's
  • Enjoy sunsets from the privacy of your own home
  • Close to Trolley stop, short walking distance to local amenities
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
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
Waterside House
From $2100 to $7000 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
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
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
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
Sunset Bay
From $875 to $1925 per week
  • Ground level Bay front home
  • 2 bedrooms, 1 bathroom
  • 902 Sq Feet
  • 2 Queen beds
  • 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
Harbor Side
From $1750 to $7000 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
The Big Yellow House
From $3003 to $9800 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
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
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
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
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
Gulf Breeze Condo Unit D
From $900 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
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
Serenity Beach
From $4200 to $11200 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
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
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
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
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
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
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
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
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
  • 4 king beds and 1 with 2 sets of bunk beds, sleeps up to 14 comfortably
  • Dog friendly property for an extra fee
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
  • 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
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
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
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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
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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
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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**
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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
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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
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Paradise Beach
From $3500 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
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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
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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
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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
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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
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Sailfish Beach Resort Unit 2
From $900 to $2541 per week
  • Direct Gulf front-ground level Island 4-Plex
  • On the white sandy beaches of the Gulf of Mexico
  • Shared lanai with tropical landscaping overlooking the beach and Gulf water--charcoal grill
  • 1 Bedroom and 1 bathroom-ground level
  • 1 King and 1 Sleeper sofa-Sleeps up to 4
  • Close to local shops and restaurants: Publix, Skinny's, Manatee Public Beach and more!
  • Wireless Internet and flat screen TV's
  • Enjoy sunsets from the privacy of your own home
  • Close to Trolley stop, short walking distance to local amenities
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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
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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
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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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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
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