Vacation Rentals with Private Pools on Anna Maria Island
Homes with Private Pools on Anna Maria Island...
The Beaches on Anna Maria Island are absolutely amazing. So is having a private heated pool right in the backyard of your vacation rental. Being able to cool off in a pool is one of the most requested items during an Anna Maria Island vacation rental search. It is definitely a must have item for your next vacation. Anna Maria Island Accommodations has a robust inventory of pool homes with a variety of distances to the beach and even some gulffront. Let us help you find your perfect pool home rental.
165 properties available
Sweet Caroline by Exclusive Vacations Vacation Rental License #VR23-000009 Welcome to Sweet Caroline, part of our Exclusive Collection. This luxury four bedroom, four and a half bath Anna Maria Island vacation home just one small block from the Gulf beaches. This coastal retreat blends refined design, resort-style amenities, and a relaxed island vi
Sea Turtle by Anna Maria Island Accommodations VRC16-000113Welcome to Sea Turtle, your perfect beach retreat on Anna Maria Island! This ground-level, three-bedroom, two-bath home offers a private pool, a brand-new putting green, and an inviting backyard perfect for outdoor fun and relaxation. Just three blocks from Holmes Beach, Sea Turtle combines
Deckadence by Exclusive Vacations Vacation Rental License #VR25-000002 Experience luxury at Deckadence, part of our Exclusive Collection! This brand-new four-bedroom, four-and-a-half-bathroom home offers the perfect retreat for families and groups seeking relaxation and scenic beauty on Anna Maria Island. Ideally located just across the street fro
Bayshores by Anna Maria Island Accommodations VRC18-000040 Welcome to Bayshores by Anna Maria Island Accommodations, a charming three-bedroom, three-bathroom canal front home in Holmes Beach that captures the nostalgic charm of Old Florida while offering all the comforts of modern coastal living. Perfectly situated along serene waterways and just a
Go with the Flow by AMI Locals VR24-000026Welcome to Go with the Flow, a stunning three-level luxury home offering five bedrooms and five and a half bathrooms, designed for beach lovers. Located just a five-minute walk to Anna Maria Beach, this brand new vacation retreat boasts a private pool, rooftop deck, and elegant designer interiors. Whether y
Bayfront Paradise by AMI Locals VRC18-000090 Welcome to Bayfront Paradise by AMI Locals, a spectacular 5-bedroom, 4.5-bathroom canal-front luxury home offering panoramic views of the Bay. Located in a quiet residential area of Holmes Beach, this coastal retreat combines elegance, relaxation, and adventure. With a private dock, heated pool and hot t
Sweet and Salty by Anna Maria Island Accommodations VRC20-000160Welcome to Sweet and Salty, a luxury vacation home in Holmes Beach featuring four bedrooms and four and a half bathrooms! This modern coastal retreat is perfect for families or groups looking for ultimate relaxation. Enjoy a dazzling private pool and spa, a spacious outdoor patio with
Simply Chic by Anna Maria Island Accommodations VRC16-000105 Discover Simply Chic, a stylish four-bedroom, three-bathroom ground-level vacation home located just a three-minute walk from Holmes Beach. Designed for relaxation and fun, this coastal retreat features a private pool, putting green, and outdoor games including ping pong and cornhole; per
The Sea Zoo by Anna Maria Island Accommodations DWE5105083 Welcome to The Sea Zoo, your ideal bayfront escape on Anna Maria Island! This beautifully designed three-bedroom, three and a half bath home offers a perfect mix of relaxation and family fun, just steps from Bridge Street’s charming shops and waterfront dining. The Gulf beach is within a sh
Serendipity by Anna Maria Island Accommodations VRC16-000107Welcome to Serendipity, a gorgeous villa just a four-minute walk from the pristine white sands of Holmes Beach! This home is all new, with a fully updated kitchen and new furnishings. This elegant single-level duplex features three bedrooms and two bathrooms, comfortably accommodating up t
Hammock Dreams by Anna Maria Island Accommodations VR16-000408 Welcome to Hammock Dreams! Escape to the peaceful island lifestyle at Hammock Dreams, a stunning canal-front home nestled in the heart of Anna Maria. With three bedrooms, two bathrooms, and a private pool, this tropical retreat is ideal for families or small groups seeking the perfect
Poseidons Palace by Anna Maria Island Accommodations VRC16-000122 Welcome to Poseidons Palace, an extraordinary eight bedroom, five and a half bath vacation retreat just a two-minute walk from the beach. Designed with families and groups in mind, this spacious home features a resort style backyard with a private pool and spa, a rooftop deck with st
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