Pool Rentals
139 properties available
Our Tern by Anna Maria Island Accommodations VR22-000023 Welcome to Our Tern, a gorgeous canal front vacation home on the north end of Anna Maria Island! This three bedroom, three and a half bath retreat offers a private dock, sparkling pool and hot tub, and multiple outdoor living spaces, making it the perfect spot for both adventure and relaxatio
Water Colors by Anna Maria Island Accommodations VR18-000060 Welcome to Water Colors, a stunning four-bedroom, four-bath Anna Maria Island accommodation just a one-minute walk from the powdery white sands of Anna Maria Beach. Perfect for family getaways or group vacations, this coastal retreat combines luxury amenities with a relaxed, welcoming vib
Salty Margarita by AMI LocalsWelcome to Salty Margarita, a stunning three-level coastal retreat just two houses from the white-sand shores of Holmes Beach! This luxury Anna Maria Island vacation rental features four king suites, a private heated pool and spa, elevator access, and a rooftop deck with breathtaking Gulf and sunset views. With vibrant
Gypsy Sol by Anna Maria Island Accommodations VR18-000034 Welcome to Gypsy Sol, your ultimate Anna Maria Island escape! This four bedroom, two bath canal front vacation home is packed with fun and relaxation, featuring a private pool, hot tub, and ping pong table for endless entertainment. Just a short stroll from Pine Avenue’s charming boutiques,
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 Cottage by Anna Maria Island Accommodations VRC16-000178 Welcome to Beach Cottage, a charming ground-level vacation home in Holmes Beach, just a 3-minute walk to the white sands of the Gulf beaches. With four bedrooms, three bathrooms, and a private pool and spa, this coastal retreat is ideal for family beach vacations and relaxing Florida Gu
Banyan Manor by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR20-000064 Welcome to Banyan Manor, a stunning canal front vacation home on the north end of Anna Maria Island. With four bedrooms, four bathrooms, a private 50-foot dock, and a resort style backyard, this luxury retreat is perfect for families and groups seeking both rela
Our Place By The Sea by Anna Maria Island Accommodations VR16-000359 Welcome to Our Place By The Sea, a charming three bedrooms, two and a half bath vacation home on the peaceful north end of Anna Maria Island. Just a four-minute walk to Bean Point Beach, this ground-level retreat features a private pool, outdoor shower, and inviting indoor and out
Buttonwood Cottage by AMI Locals Welcome to Buttonwood Cottage, a recently restored three bedroom, two bathrooms home full of Florida charm. Perfectly located on iconic Pine Avenue in Anna Maria and 10-minute walk to the Gulf. With a private heated pool, a pet-friendly policy, and easy access to island boutiques, restaurants, and attractions, this
Sand Dollar by Anna Maria Island Accommodations VR16-000117 Welcome to Sand Dollar, a stunning vacation home featuring a sparkling pool and hot tub, just a short walk from Holmes Beach’s sugar-white sands! This three-bedroom, two-bath retreat offers a lush outdoor space with multiple seating areas, a charming tiki bar, and a screened-in patio. Con
High Tide Haven by Anna Maria Island Accommodations Welcome to High Tide Haven, a newly renovated three-bedroom, two-bathroom vacation home in the heart of Anna Maria City. Just two blocks from the Gulf beaches and steps from the boutiques and restaurants of Pine Avenue, this elevated villa offers a private heated pool, multiple balconies, and brig
Boundless Waves by Exclusive Vacations Vacation Rental License #VR24-000005 Welcome to Boundless Waves, part of our Exclusive Collection. Offering a curated luxury experience with elevated amenities, personalized services, and refined island living. This six-bedroom, six-and-a-half-bath coastal retreat features a rooftop deck with panoramic island
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