Pool Rentals
141 properties available
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
Welcome to Bay View Beauty, part of our Exclusive Collection. This luxurious seven-bedroom, seven and a half bath waterfront home with unobstructed bay views. Ideally located along Anna Maria’s North Shore Drive, this luxury retreat places you steps from the white-sand Bay beaches, minutes from the Gulf beaches and Bean Point, and within walking di
Beachfront Paradise by Exclusive Vacations TPL19-000058, DWE5105473 Escape to Beachfront Paradise, part of our Exclusive Collection. Offering an exquisite eight bedroom, six-and-a-half bath waterfront estate with spectacular ocean views and private beach access! This boutique luxury home boasts a heated pool and spa, perfect for large family gather
Coconut Cottage by Anna Maria Island Accommodations VRC16-000159Welcome to Coconut Cottage, a stunning coastal retreat just a quick stroll from the turquoise ocean of Holmes Beach! Perfect for families and groups seeking fun and relaxation. This three-bedroom, two and a half bath home offers a private heated pool, a game room, and beach touches thr
Ocean's 77 by Anna Maria Island Accommodations VRC19-000012Welcome to Ocean's 77, a charming beach cottage just five houses from the stunning white sandy beaches of Anna Maria Island’s Holmes Beach! This two-bedroom, two-bath home offers a tropical backyard oasis with a private sparkling pool, a game room with ping pong and foosball, and an outdoor
Coconut Lagoon by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR16-000285Welcome to Coconut Lagoon, a vibrant four-bedroom, three-bathroom coastal retreat on the north end of Anna Maria Island. This home had a complete makeover, with an all-new kitchen, bathrooms, and furnishings. Just a five-minute walk to the beach, this inviting
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
Just Breathe by Exclusive Vacations Vacation Rental License #VR23-000046 Welcome to Just Breathe, part of our Exclusive Collection. This luxury four bedroom, four and a half bath vacation home perfectly positioned on the Bayfront across from Tampa Bay and just a short walk to the Gulf beaches. This home pairs modern sophistication with a relaxed is
Escape to Gulf Breeze Villa B, a cozy one-bedroom, one-bathroom retreat just one block from the sparkling sands of Holmes Beach. Perfect for couples or small families, this charming ground-level villa features a private pool, relaxing outdoor spaces, and dog-friendly accommodations so everyone in your group can join the fun. Enjoy peaceful island l
Coming in Hot by AMI Locals VRC22-000171 Live the island dream at Coming in Hot, a stunning newly built four-bedroom, four and a half bath retreat located in Holmes Beach, just one minute from the sugar-white sands of Anna Maria Island! With a rooftop deck offering panoramic Gulf views, a resort-style pool and spa, multiple balconies, and a ping po
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
Beach Retreat by Anna Maria Island Accommodations Vacation Rental License #VRC16-000857 Welcome to Beach Retreat, a bright and spacious four-bedroom, three-bathroom vacation home just a short two-minute walk from Holmes Beach. This three-level coastal escape features an elevator, a private heated pool, and multiple balconies for enjoying the island
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