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.
176 properties available
Peachy Keen by AMI Locals VPR22-000026 Escape to Peachy Keen, a luxurious family vacation rental on Anna Maria Island! This spacious three-bedroom, plus loft, home is just 200 steps from the Gulf, offering stunning water views and easy access to the island’s best amenities. Wake up to breathtaking sunsets, splash in your private saltwater pool, or
Highlights• 5-minute walk to the beach • Spacious backyard with Pool and Spa• Pet Friendly• Tiki hut and bar area Island Life by AMI LocalsVRC#18-000083Welcome to Island Life, a fully renovated and updated vacation home with three bedrooms and two bathrooms. A private backyard tiki bar, a hot tub, and a heated pool await you at this ground-level An
Island Escape by AMI Locals VRC21-000012Welcome to Island Escape, a charming vacation home featuring a private pool just a four-minute walk from the Gulf! This ground-level two-bedroom, two-bath retreat comfortably accommodates up to four guests. Located in Holmes Beach with a short stroll to beaches, Pine Avenue shops, and waterfront dining. Isla
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
Fine and Sandy by AMI Locals Vacation Rental License #VR22-000094 Welcome to Fine and Sandy, a grand seven-bedroom, seven-bath luxury beach home perfectly located on the north end of Anna Maria Island. This newly constructed coastal retreat combines modern design, high-end finishes, and resort-style amenities for the ultimate island escape. 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
Best of Boat Worlds by AMI Locals Vacation Rental License #DWE5105909 Welcome to Best of Boat Worlds by AMI Locals, a captivating bayfront luxury home where tropical tranquility meets coastal sophistication. Just a 1-minute walk to Bradenton Beach, this three bedroom, three and a half bath retreat features a private dock, two kitchens, and panorami
Sail Away by AMI Locals Vacation Rental License #VR19-000048 Welcome to Sail Away, a spectacular six bedroom, six and a half bath canal-front luxury home in the heart of Anna Maria Island. With a private dock, a resort style pool with a swim up bar, and a rooftop deck showcasing stunning island views, this vacation rental is designed for unforgetta
Welcome to The Mystical Rose by AMI Locals, a stunning luxury beach home just a 2-minute walk to Bradenton Beach. This elegant retreat offers eight bedrooms and seven and a half bathrooms, creating the ideal setting for large family gatherings and group getaways. Enjoy breathtaking Bay and Gulf views from the rooftop deck, a private pool and spa, a
Anna Maria Wave by Anna Maria Island Accommodations Welcome to Anna Maria Wave by Anna Maria Island Accommodations, a spectacular four-bedroom, four-bathroom beachfront home that captures the essence of coastal luxury on beautiful Anna Maria Island. Perfect for families and groups, this contemporary retreat combines modern design, breathtaking Gulf
Totally Beachin’ by AMI Locals Vacation Rental License #VPL20-000155, DWE5105909 Welcome to Totally Beachin’, a luxury beach home just seconds from the Anna Maria Sound and a short walk to Bradenton Beach’s sparkling beaches! This three-bedroom, three-bath home offers a private resort-style pool, an inviting in ground putting green, and plenty of
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
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