Pool Retreats
352 properties available
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 above a local business in the heart of Anna Maria, this home combines community charm with
Walking on Sunshine by AMI Locals VRC19-000232 Welcome to Walking on Sunshine by AMI Locals, a stylish three-bedroom, three-bath coastal getaway located just one block from the pristine sands of Holmes Beach. Perfect for families and pet owners, this Anna Maria Island vacation rental features a private pool, a fenced-in tropical backyard, and invit
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
Stay Calm by Anna Maria Vacations Home in Holmes Beach, Florida VPR16-000304 Welcome to Stay Calm, a beautiful ground-level vacation rental nestled just five minutes from Anna Maria Island’s white sandy beaches! This spacious three-bedroom, two-bath home offers a private sparkling pool, a screened-in lanai, and a covered patio perfect for family
Villa Florence by Anna Maria Vacations Home in Holmes Beach, Florida VRC16-000355Welcome to Villa Florence, a magnificent Mediterranean-inspired home just five minutes from Manatee Beach! This beautifully renovated three-bedroom, three-bath villa boasts a private pool, lush landscaping, and ample outdoor space for relaxing and entertaining. Located
Crab Shack Anna Maria VacationsTownhome in Holmes Beach, Florida Welcome to Crab Shack, a charming two bedroom, two and a half bathroom Holmes Beach retreat just two blocks from the white sand shores of Manatee Beach. This cozy, modest island home offers a private heated pool, beach essentials, and easy walkability to the Holmes Beach Towne Center,
Sea Place by Anna Maria Vacations Home in Holmes Beach, Florida VRC16-000265 Welcome to Sea Place, a beautiful island bungalow with a private heated pool, tropical style, and all the comforts of home. Just a short 3-minute walk from the beach, this three-bedroom, two-bathroom ground level retreat is perfect for families or small groups seeking a
Blue Pineapple by AMI Locals CAA20-000023 Welcome to Blue Pineapple by AMI Locals, a stylish 4-bedroom, 2.5-bathroom island retreat just a 3-minute walk from the Gulf beaches of Holmes Beach. This beautiful three-level home combines tropical charm and modern comfort with a private pool, covered patio, and multiple balconies perfect for catching the
Ariel’s Island by AMI Locals Vacation Rental License #VRC18-000078 / VRC18-000079 Welcome to Ariel’s Island, a one-of-a-kind duplex vacation rental in Holmes Beach, just a 3-minute walk to the turquoise shores of Anna Maria Island! This spacious property combines two vibrant units, Ariel’s by the Sea and My Island Paradise, ideal for large familie
Pineapple Palms by Anna Maria Island Accommodations VRC17-000041Welcome to Pineapple Palms, the ultimate ocean-loving getaway just two-and-a-half blocks from the stunning beaches of Holmes Beach! Perfect for a small family or friends, this charming two-bedroom, two-bathroom home offers a private heated pool, lush, landscaped backyard, and a breezy
Beachcombers by AMI Locals Home in Anna Maria, FloridaVR16-000284 Welcome to Beachcombers by AMI Locals, a three-bedroom, two-bathroom Anna Maria Island vacation rental with a private pool and a prime location just a 6-minute walk from the soft white sands of Anna Maria Beach. Nestled on Spring Avenue, you’ll be within easy reach of Pine Avenue’s b
Serenity at Bay Palms by AMI Locals Discover the charm of Anna Maria Island at Serenity at Bay Palms, a newly updated coastal retreat just a short walk from the stunning Gulf beaches on Anna Maria Island! This four-bedroom, four-ensuite bath home offers modern luxury, a private heated pool with in-ground spa, and easy access to local dining, shopp
