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.
160 properties available
Turtle Crawl by Anna Maria Island Accommodations VR16-000350Welcome to Turtle Trax, a cozy ground-level duplex tucked away in the peaceful north end of Anna Maria Island. Just a five-minute walk to the beach, this two-bedroom, two-bath vacation rental offers a shared backyard pool surrounded by lush landscaping, outdoor seating, and a grill, perfec
Sand and Sea 113 B by Anna Maria Island Accommodations VR16-000423 Welcome to Sand and Sea 113 B, a cozy two-bedroom, one-bath ground-level condo just a one-minute walk from Anna Maria Beach and two blocks from Pine Avenue. Perfect for couples or small families, this Anna Maria Island accommodation offers a private patio, shared pool, and all the c
Anna Maria Guest House 317 by Anna Maria Island Accommodations Cottage in Anna Maria, FloridaWelcome to Anna Maria Guest House 317, a charming three-bedroom, two-bath beach cottage located right on Pine Avenue, just two and a half short blocks from the soft white sands of the Gulf beaches. With multiple balconies, cozy living spaces, and a prime lo
Stormalong Bay by Anna Maria Island Accommodations Welcome to Stormalong Bay by Anna Maria Island Accommodations, a vibrant two bedroom, two and a half bath vacation home with a bonus room, just a five-minute walk from the pristine sands of Holmes Beach. Perfect for families and groups, this island retreat offers endless fun and comfort with a priv
Little Pink Houses by Anna Maria Island Accommodations VR18-000136 Welcome to Little Pink Houses, a charming Anna Maria Island vacation home located just a short stroll from Bean Point Beach, one of the island’s most secluded and picturesque stretches of shoreline. Featuring three bedrooms and three bathrooms, including a private guest suite above
Coral Palms by Anna Maria Island Accommodations VRC16-000157Welcome to Coral Palms, a beautiful ground level cottage split floorplan vacation home featuring three bedrooms and two bathrooms, perfect for families or groups seeking a relaxing escape on Anna Maria Island. Just a four-minute walk to the sparkling Gulf beach, this charming retreat boast
North End Chic by Anna Maria Island Accommodations VR16-000361 Welcome to North End Chic, a stylish ground level vacation home with four bedrooms and three bathrooms in the north end of Anna Maria Island. Featuring a private pool with a waterfall, a putting green, and family friendly games, this home is perfect for friends and families looking for
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
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
Anna Maria Guest House 212 by Anna Maria Accommodations Cottage in Anna Maria, Florida Experience the relaxed charm of Anna Maria Island at Anna Maria Guest House 212. Located just one and a half blocks from the warm Gulf waters and beaches, this cozy and inviting three-bedroom, two-bath vacation home offers the perfect island escape. Situated abov
Pelican Paradise by Anna Maria Island Accommodations VR19-000001 Welcome to Pelican Paradise, your dream getaway just one block from the white sands of Anna Maria beach and steps from the boutique shops and dining along Pine Avenue. These four bedrooms, four and a half-bathroom luxury retreat offers a private pool and spa, elevator, a putting green
Blue Lagoon 1 by Anna Maria Island Accommodations VRC16-000166Welcome to Blue Lagoon 1, a charming vacation condo just a 4-minute walk from the white sands of Holmes Beach! Perfect for couples, friends, or small families, this condo offers one bedroom and one and a half bathrooms. Relax in the tropical community setting with access to a large, heat
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