Anna Maria Island Pet Friendly Vacation Rentals
Don't leave your beloved furry friend behind, giving you those heart-melting "puppy dog eyes" as you embark on your beach vacation. Our luxurious pet-friendly rental properties, listed below, welcome a maximum of 2 dogs with a combined total weight limit of 50 lbs. An additional pet fee will apply. For complete details, don't hesitate to contact our Reservations team.
Although dogs are not permitted on local Anna Maria Island beaches, you can take your furry companion to the nearby Palma Sola Causeway on Manatee Avenue for some fun in the sand and water! Additionally, the island boasts numerous dog-friendly restaurants and miles of quaint roads where you can happily walk your leashed dog. Make your Anna Maria Island vacation the best with a pet-friendly vacation rental.
117 properties available
Sol y Mar by AMI Locals VRC21-000118Welcome to Sol y Mar, a bright and newly refreshed three-bedroom beach house oasis in the heart of Holmes Beach! Combining modern decor with touches of mid-century inspired furnishings and original terrazzo floors, this home creates a sunny, Palm Springs style retreat. Guests will love the private fenced backyard
Endless Summer by AMI LocalsVacation Rental License #VR19-000059 Welcome to Endless Summer, a stunning five-bedroom, six-and-a-half-bath vacation home ideally situated in the heart of Anna Maria. Just one street over from the vibrant Pine Avenue, you’ll be moments from favorite island spots like The Donut Experiment, Ginny’s & Jane E’s, and Pop
Beach Time AMI by AMI Locals Vacation Rental License #VRC19-000030 Welcome to Beach Time AMI, a five bedroom, three bath vacation home in Holmes Beach with a private heated pool and hot tub. Just a short walk from the Gulf beaches, this multi-level retreat is perfect for families and groups looking for space, comfort, and a prime location near shop
Castaway Cove by AMI Locals Vacation Rental License #VR16-000471 Experience the ultimate island escape at Castaway Cove, a stunning canal front beach home with a private dock, a sparkling pool, and an expansive game room. Located just steps from Anna Maria Island’s white sandy beaches, this five-bedroom, three and a half-bath home offers access t
Bay Dreaming by AMI LocalsVacation Rental License DWE5105519Welcome to Bay Dreaming, a brand new six-bedroom, six and a half bath luxury vacation rental in Bradenton Beach, just steps from the sugar white sands of Anna Maria Island. Completed in October 2025, this coastal boho retreat is thoughtfully designed for large families and group getaways,
Feelin' Beachy by AMI Locals VRC20-000140Prepare for endless enjoyment at Feelin’ Beachy, a luxurious four-bedroom, four and a half bath home just around the corner from the soft sands and warm waters of Holmes Beach! This thoughtfully designed coastal retreat features a lavish backyard oasis with a private pool, in-ground spa, and multiple outdoo
Gulf Breeze Getaway by AMI Locals Welcome to Gulf Breeze Getaway, a historic three bedroom, three bath waterfront home on Longboat Key’s peaceful north end, just a 3-minute walk to the beach! Originally built by Homer Greer in 1966, this beautifully updated retreat combines old Florida charm with modern comfort. This retreat features a main house
Slo M’Ocean by AMI Locals Vacation Rental License #VR21-000011 Welcome to Slo M’Ocean, a recently refreshed 2-bedroom, 1-bath beach-style cottage on the north end of Anna Maria Island. Blending modern updates with Old Florida charm, this cozy retreat is an easy stroll to Pine Avenue shopping and cafes, City Pier Park, and Bayfront Park. It is a rel
Tropic Like It’s Hot by AMI Locals TPL24-000100, DWE5105449Welcome to Tropic Like It’s Hot by AMI Locals, a six bedroom, six full and two half bath bayfront retreat offering the perfect combination of waterfront serenity and island adventure. With a private dock that accommodates boats up to 35 feet, a rooftop deck with Gulf views, and a 1-minute w
Blue Pineapple by AMI Locals CAA20-000023 Welcome to Blue Pineapple by AMI Locals, a stylish 4-bedroom, 2.5-bathroom island retreat just a 3-minute walk from the Gulf beaches of Holmes Beach. This beautiful three-level home combines tropical charm and modern comfort with a private pool, covered patio, and multiple balconies perfect for catching the
Bay Breezes at Bayside Bungalow by AMI Locals Vacation Rental License #VR18-000088Welcome to Bay Breezes at Bayside Bungalow, a charming Anna Maria Island vacation rental offering two bedrooms, one bathroom, and a resort-style experience just steps from the beautiful bay and minutes to Anna Maria beaches! This delightful coastal retreat features a
Casa Flamingo by AMI Locals Escape to Casa Flamingo, a beautifully refreshed luxury beach home in Bradenton, Florida! This inviting three-bedroom, three and a half-bath home offers a private saltwater pool, ample outdoor space, and stunning water views, perfect for creating lifelong memories. Located just 6.5 miles from the white sandy beaches of A
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