Anna Maria Island Vacation Rentals With a Pool
109 properties available
Egrets Nest by Anna Maria Vacations Duplex in Holmes Beach, Florida VRC16-000610 Welcome to Egrets Nest, a beautiful coastal paradise just six minutes from the sparkling white sands of Holmes Beach! This four-bedroom, two and a half bath home features a lush backyard lined with Florida greenery, a private pool with an in-water sundeck, and a spac
Ama Maria by Anna Maria Vacations Home in Anna Maria, FL VR16-000113 Welcome to Ama Maria by Anna Maria Vacations, a charming three-bedroom, two-bath canal front home designed for relaxation and fun. Featuring a private dock, screened-in pool, and tropical outdoor living space, this retreat offers the perfect blend of island tranquility and coastal
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
Anna Maria Wave by Anna Maria Island Accommodations Welcome to Anna Maria Wave by Anna Maria Island Accommodations, a spectacular four-bedroom, four-bathroom beachfront home that captures the essence of coastal luxury on beautiful Anna Maria Island. Perfect for families and groups, this contemporary retreat combines modern design, breathtaking Gulf
Bayfront Paradise by AMI Locals Vacation Rental License #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 do
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,
Sail Away by AMI Locals Vacation Rental License #VR19-000048 Welcome to Sail Away, a spectacular six bedroom, six and a half bath canal-front luxury home in the heart of Anna Maria Island. With a private dock, a resort style pool with a swim up bar, and a rooftop deck showcasing stunning island views, this vacation rental is designed for unforgetta
Ocean Breeze by Anna Maria Vacations Duplex in Holmes Beach, Florida VPR16-000337 Discover Ocean Breeze, a perfect Gulf Coast escape in the heart of Anna Maria Island! Offering four spacious bedrooms and three bathrooms, with a spectacular backyard featuring a private pool, in-ground spa, and a covered patio with outdoor seating and a BBQ grill.
Mango Breeze by Anna Maria Vacations Home in Holmes Beach, Florida VRC17-000130 Welcome to Mango Breeze, a charming four-bedroom, three-and-a-half-bath waterfront home just moments from the crystal-clear Gulf waters of Anna Maria Island! This tropical retreat features a private heated pool, a lush backyard with a tiki bar, and vibrant island decor
Salty Margarita by AMI LocalsWelcome to Salty Margarita, a stunning three-level coastal retreat just two houses from the white-sand shores of Holmes Beach! This luxury Anna Maria Island vacation rental features four king suites, a private heated pool and spa, elevator access, and a rooftop deck with breathtaking Gulf and sunset views. With vibrant
Sea Swept by Exclusive Vacations TPL22-000035, DWE5105473 Welcome to Sea Swept, part of our Exclusive Collection. This beachfront luxury home boasts ten-bedrooms, eight-and-a-half-baths with breathtaking Gulf views, private beach access, and resort-style amenities. Located just steps from the pristine beaches, this home offers a private pool and ho
Tiki Sunshine by Anna Maria Vacations Home in Holmes Beach, Florida VRC16-000935Escape to Tiki Sunshine, a tropical duplex just seconds from the stunning Holmes Beach! This spacious retreat offers five bedrooms and four bathrooms across two separate units, making it ideal for large families or multiple groups traveling together. Enjoy the Florida s
