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Anna Maria Island Dog Friendly Vacation Rentals

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View Rentals Below

Puppy Hospitality is What We Know and Love

Going on vacation can be a stressful event ironically since most people take a vacation to relax most of the time. Most of us will forego our vacation because we have animals, and don’t have someone to watch them. However, Anna Maria Island is one of the most dog-friendly places in all of Florida. Known for is hospitality nationwide, Anna Maria Island welcomes all of your family member (even the furry ones) with open arms. There are many dog-friendly vacation rentals available all year round making it easy for you to bring all of your family members along without having to worry about if they are being cared for or not. Who wouldn’t want to enjoy Anna Maria Island with their pups?

Anna Maria Island has dog-friendly vacation rentals that come in all shapes and sizes. Feel free to browse our website to find the perfect Anna Maria Island dog-friendly rental for you. Our tip is to book online, so you are guaranteed the specific travel days you requested in the dog-friendly rental you’ve been looking at. 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 dog-friendly vacation rental online? Give us a call and we will be happy to help you find that perfect vacation rental that suits your every need!

*Please advise that due to higher allergen possibilities, cats are not allowed in any of the rental homes.

Although dogs are not allowed on the beaches of Anna Maria Island, many of our vacation rentals allow them. We all know a vacation is not complete without your dog. Let them enjoy the salty air of Anna Maria Island with you in one of our dog-friendly vacation rentals.
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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
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
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
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
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
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
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
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
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
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
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
Summer House
From $2800 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
Beach Haven
From $2800 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
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
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
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
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
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
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
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
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
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
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
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
Lighthouse Lagoon
From $2100 to $8400 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
Summer Sun
From $2100 to $7000 per week
  • On our Professional Linen Service Program
  • New 5 bedroom and 5.5 bathrooms custom luxury home
  • Rooftop deck with Gulf and Bay water views- large views of the Bay from the home
  • Private heated pool with spa and BBQ grill, Foosball table
  • Just a short 2 minute walk to the beaches-6 bikes, 2 beach carts and 10 beach chairs provided
  • 4 Kings and 1 bunk bed: Sleeps 10 total
  • Fully stocked kitchen with stainless steel appliances
  • Walking distance to the historic Bridge Street, restaurants, shops, mini golf
  • Wireless Internet, 8 HD TV's, 2 X-Box systems
  • Dog friendly property for an extra fee
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
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
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
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
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
Surf View
From $2975 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
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
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
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
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
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
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
Book now
Seaside Escape
From $2800 to $8400 per week
  • On our Professional Linen Service Program
  • New 7 bedroom and office room, 6 full and 2 half bathrooms
  • 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
Tropical Oasis
From $2800 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
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
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
Bahama Breeze
From $2100 to $4550 per week
  • On our Professional Linen Service Program
  • Newly renovated elevated 4 bedroom and 3 bathroom home
  • Short 5 minute walk to the Gulf or Bay beaches-great location!
  • 3 King beds and 1 bunk bed: Sleeps 8 total
  • Brand new tropical private heated pool with spa
  • 8 beach chairs, 6 bikes and 2 beach carts provided for guest use
  • Xbox gaming system and 6 flat screen TVs
  • Pool table, Foosball table and Ping Pong table
  • Short walk to Pine Avenue: restaurants and shops
  • 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
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
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
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
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
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
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Mojito Splash
From $1800 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
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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
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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
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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
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Coastal Horizons
From $2450 to $7700 per week
  • On our Professional Linen Service Program
  • Brand new elevated luxury property with elevator
  • Less than a 1 minute walk to the Gulf beaches
  • 6 bedrooms and 4 bathrooms
  • Private heated pool with spa
  • Covered lanai with outdoor bar-shared boat dock
  • 5 King bed and 2 Twins-Sleeps 12 total
  • Close walk to The Historic Bridge Street, restaurants and shops
  • Close to the Bradenton Beach fishing pier
  • Dog friendly property for an extra fee
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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
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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
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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