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.
172 properties available
Beach Escape by AMI Locals Vacation Rental License #VR18-000090 Welcome to Beach Escape, a stunning five-bedroom, four-bath luxury home just one street from the powdery white sands of Anna Maria Island. Ideally located on the peaceful north end near Bean Point Beach, this coastal retreat combines upscale comfort with endless outdoor fun. Spend your
Tahiti Bay by AMI Locals Vacation Rental License #VR16-000466Welcome to Tahiti Bay, a luxury beach vacation home just a short walk from Anna Maria Island’s dazzling beach! This five-bedroom, four-bath retreat offers multiple outdoor decks, a rooftop balcony, a private pool, hot tub, putting green, games, and amenities, all designed for fun, relaxat
Sweet Melissa’s Beach House by AMI Locals Vacation Rental License #VR19-000057 Welcome to Sweet Melissa’s Beach House, a cheerful and welcoming three-bedroom, three-bath retreat ideally located just across the street from the bay. With a private pool, vibrant coastal interiors, and a separate guest suite, this island gem is perfect for families or
Take Me Away by AMI Locals VRC20-000170 Welcome to Take Me Away by AMI Locals, a freshly renovated 4-bedroom, 4-bath luxury beach home just a 3-minute walk from the soft sands of Holmes Beach. Designed for families and friends seeking both comfort and style, this coastal retreat offers a private pool, a covered patio with seating and grill, and bri
Take Me Away by AMI Locals VRC20-000170 Welcome to Take Me Away by AMI Locals, a freshly renovated 4-bedroom, 4-bath luxury beach home just a 3-minute walk from the soft sands of Holmes Beach. Designed for families and friends seeking both comfort and style, this coastal retreat offers a private pool, a covered patio with seating and grill, and bri
Villa Rayo Del Sol by AMI Locals TPL23-000074, DWE5105909Welcome to Villa Rayo Del Sol by AMI Locals, a five bedroom, five and a half bath luxury coastal retreat located right across the street from the beach in beautiful Bradenton Beach on Anna Maria Island. This three-level getaway blends sleek, modern design with relaxed island charm, featuring
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
Blissful Paradise by AMI Locals VRC22-000194 Welcome to Blissful Paradise, a newly built four bedroom, four and a half bath luxury vacation home in Holmes Beach! Just a short walk from Anna Maria Island’s white sand Gulf beaches, this modern retreat features vaulted ceilings, a gourmet kitchen, game tables, and a private heated pool with spa. With
Highlights• Beachfront • Outdoor kitchen area• Pool and hot tub• Private beach access• ElevatorTarpon Lookout by Anna Maria Island AccommodationsTPL18-000468, DWE5105266The ultimate beachfront vacation awaits you at Tarpon Lookout, a luxury five-bedroom and five-and-a-half bathroom getaway with private beach access, a gulf-side pool, hot tub, and b
Blue Marlin by AMI Locals Vacation Rental License #VR18-000106 Welcome to Blue Marlin by AMI Locals, a stunning four bedroom, four and a half bath Anna Maria Island vacation home featuring a private pool, hot tub, and putting green. This luxury beach retreat is perfectly located just a 10-minute walk to the Gulf beaches and two blocks from Pine Ave
Coveside Cottage by AMI Locals VRC19-000006 Welcome to Coveside Cottage, a serene coastal haven just a three-minute walk from Holmes Beach! This three-bedroom, two-bath home is the perfect escape for families seeking relaxation and fun in a quiet beach community. Located within easy walking distance of shopping and waterfront dining. Coveside Cot
Beach Breeze by AMI Locals Vacation Rental License #VR16-000510 Welcome to Beach Breeze by AMI Locals, a vibrant four bedroom, three bath coastal retreat perfectly situated in the heart of Anna Maria Island. Just a two-minute walk to the beach and two minutes from Pine Avenue’s charming shops and restaurants, this home combines island style with mo
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
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