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.
175 properties available
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
Bamboo Bungalow by AMI Locals Vacation Rental License #VR19-000043 Welcome to Bamboo Bungalow by AMI Locals, a beautiful three-bedroom, two-bathroom canal-front home tucked away in the peaceful north end of Anna Maria Island. This stylish retreat is perfectly situated just two blocks from Pine Avenue’s shops and restaurants and less than a 15-minut
Welcome to Bayfront Retreat, a boater's paradise with a private dock on the bay, a sparkling pool and spa overlooking passing boats, and a stunning rooftop deck! This expansive five-bedroom, five-and-a-half-bath luxury beach home is perfect for water sports enthusiasts, fishers, and beach lovers seeking comfort, style, and spectacular views. Locate
Golden Glow by AMI LocalsVacation Rental License #DWE5105519, TPL26-000025Golden Glow is a brand new luxury five-bedroom, five-bath waterfront retreat located in the heart of Bradenton Beach on Anna Maria Island. Designed for elevated coastal living, this stunning new construction home offers breathtaking bay views, a private dock, and a rooftop de
The Pink Palm by AMI LocalsWelcome to The Pink Palm, a recently refreshed three-bedroom, three-bath Anna Maria Island vacation rental with a bonus daybed with trundle room, located just steps from Pine Avenue and a short walk to Anna Maria City Beach. This upscale coastal cottage blends classic island charm with a stunning private backyard oasis, c
Sea Grape Escape by AMI Locals VRC18-000063 Welcome to Sea Grape Escape by AMI Locals, a beautifully appointed two-bedroom, two-bathroom elevated home in the heart of Holmes Beach on Anna Maria Island. Perfect for small families or couples seeking a stylish and peaceful retreat, this coastal chic getaway combines modern comfort with relaxed island
Waves Edge by AMI LocalsWelcome to Waves Edge, a beautifully beachfront four bedroom Anna Maria Island vacation rental located in the heart of Anna Maria City, just moments from the Gulf beaches and the charming Pine Avenue shopping and dining district. This upscale coastal retreat blends classic island architecture with modern comforts, featuring
Set in Sand by AMI Locals TPL24-000009, DWE5105449Welcome to Set in Sand by AMI Locals, a spectacular seven bedroom, six and a half bath luxury home located just a four-minute walk from the pristine beaches of Anna Maria Island. This coastal masterpiece combines modern design, resort-style amenities, and spacious comfort, perfect for families and l
Fortunate Sol by AMI Locals Vacation Rental License #VR22-000005 Welcome to Fortunate Sol, a beautifully remodeled six-bedroom, four and a half bath home located just one block from the sugar-white sands of Anna Maria Island’s Gulf beaches. This peaceful retreat features a private heated pool with spa, generous outdoor living space, and a prime loc
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
A Pirate’s Dream by AMI Locals Welcome to A Pirate’s Dream by AMI Locals, a grand waterfront retreat that perfectly blends coastal elegance with island adventure on beautiful Anna Maria Island. This four bedroom, three and a half bath vacation home plus loft is designed for families and groups seeking both relaxation and excitement. Located just a
Gulf Pearl by AMI Locals VRC21-000130Welcome to Gulf Pearl, an exquisite four-bedroom, three and a half bath vacation home on Anna Maria Island! This coastal paradise boasts a sparkling pool, relaxing in-ground spa, and an inviting backyard oasis with a tiki umbrella, poolside bar, and outdoor TV, the perfect setting to unwind, entertain, and soak
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