Anna Maria Island Vacation Rentals With a Pool
Looking for a refreshing vacation? Explore these fantastic Anna Maria Island rentals with pools! After a day at the beach, a relaxing swim in your pool is the perfect way to unwind.
A vacation rental with a pool adds significant value to your getaway. A private pool offers a relaxing escape from crowded beaches, providing a convenient way to cool off with a refreshing swim whenever desired. It also creates a safe and enjoyable space for family fun, especially for children. It grants you a personal area to unwind and soak up the Florida sunshine in complete privacy.
168 properties available
A Coastal Paradise by AMI Locals Welcome to A Coastal Paradise by AMI Locals, a beautifully remodeled three-bedroom, two-bath luxury vacation rental located in the peaceful West Bradenton neighborhood. Just 5.8 miles from the beaches of Anna Maria Island. Combining modern comfort with coastal sophistication, this spacious retreat offers a private h
Pelican’s Nest by AMI Locals Vacation Rental License #VR20-000006 Welcome to Pelican’s Nest, a breathtaking three bedroom, three bath canal-front luxury home perfectly situated in the heart of Anna Maria Island. Offering panoramic canal views, a private pool, and stylish modern interiors, this home provides the ideal blend of relaxation and adventu
Tahiti Bay by AMI Locals Vacation Rental License #VR16-000466Welcome to Tahiti Bay, a luxury beach vacation home just a short walk from Anna Maria Island’s dazzling beach! This five-bedroom, four-bath retreat offers multiple outdoor decks, a rooftop balcony, a private pool, hot tub, putting green, games, and amenities, all designed for fun, relaxat
Ocean Breeze by AMI Locals Vacation Rental License #TPL21-000100, DWE5105473 Experience the ultimate vacation at Ocean Breeze, a stunning seven-bedroom, seven-bath luxury home located just four houses from the sand in Bradenton Beach! This luxury beach estate features a resort-style backyard with a sparkling pool, waterslide, and spa, plus a rooft
The Black Pearl by Exclusive Vacations Vacation Rental License #VRC23-000114 Experience luxury and coastal elegance at The Black Pearl, part of our Exclusive Collection. This stunning black and white designed beach home offers a private black-bottom infinity edge pool and panoramic Gulf views. Located within walking distance of the pristine beaches
Villa Rayo Del Sol by AMI Locals TPL23-000074, DWE5105909Welcome to Villa Rayo Del Sol by AMI Locals, a five bedroom, five and a half bath luxury coastal retreat located right across the street from the beach in beautiful Bradenton Beach on Anna Maria Island. This three-level getaway blends sleek, modern design with relaxed island charm, featuring
The James by AMI Locals Welcome to The James by AMI Locals, your ultimate North End beach getaway on Anna Maria Island. This brand-new four bedroom, four and a half bath luxury home is just a short six-minute walk from the island’s world-famous Gulf beaches and offers a rooftop deck with stunning Gulf views, a private pool with spa, and resort-styl
Calypso Current by Exclusive VacationsVacation Rental License #VR25-000049Welcome to Calypso Current by Exclusive Vacations, a newly constructed luxury beach-block home in the heart of Anna Maria Island. This four-bedroom, four-and-a-half-bath retreat features a resort-style lazy river pool, rooftop deck with fire pit and Gulf views, private puttin
Coastal Escape at Hunter's Point by AMI LocalsWelcome to Coastal Escape at Hunter’s Point! This brand-new three bedroom, two and a half bath vacation home is part of an exciting new eco-conscious community where luxury meets sustainable living. With a private pool, dock, Tesla EV charger, and furnished balconies overlooking the canal, this zero-ene
Gulf Shore Cottage by Anna Maria Island AccommodationsVR16-000101 Your dream beach vacation begins at Gulf Shore Cottage, a newly renovated four-bedroom, two-bathroom coastal retreat located just six houses from the pristine sands of the Gulf. With a private pool, foosball table, and pet-friendly policy, this charming cottage blends Old Florida cha
Beach to Bay by AMI Locals Vacation Rental License #VPL22-000064, DWE5105473 Get ready to indulge in the ultimate luxury vacation at Beach to Bay, a stunning three-level waterfront home in Bradenton Beach! This spacious bayfront estate features a private dock, a brand-new infinity pool with an in-ground spa and waterslide, and a sunny rooftop deck
Casa Bella by AMI Locals VRC22-000114 Experience the ultimate island retreat at Casa Bella, a luxurious corner lot vacation home located just three blocks from the pristine Gulf in Holmes Beach. This stunning four-bedroom, three-bath home offers modern coastal elegance, a private pool, and easy access to parks, beaches, and local attractions. Perf
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