Anna Maria Island Vacation Rentals With a Pool
119 properties available
Peachy Keen by AMI Locals 206 66th St, Unit B, Holmes Beach, FL 34217 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 sunset
Luna Sea by AMI Locals 2109 Avenue C, Bradenton Beach, Florida TPL24-000005Welcome to Luna Sea, a stunning brand new luxury vacation home just steps from the soft sands of Cortez Beach on Anna Maria Island! With seven bedrooms, seven and a half bathrooms, and high end finishes throughout, this spectacular retreat was designed for families and group
Bayfront Paradise by AMI Locals 238 S Harbor Dr, Holmes Beach, FL 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 p
Blue Tide (Formerly Island Sol) by Anna Maria Vacations 2116 Avenue A, Bradenton Beach, FL 34217 TPL20-000004 RBT20-000002Welcome to Blue Tide by Anna Maria Vacations, a luxury five-bedroom, four-bathroom custom home designed for the ultimate Anna Maria Island vacation. Perfectly located in Bradenton Beach, just two blocks from the Gulf beaches, th
A Coastal Paradise by AMI Locals 5820 3rd Ave W, Bradenton, FL 34209 Welcome to A Coastal Paradise by AMI Locals, a beautifully remodeled three-bedroom, two-bath luxury vacation rental located in the peaceful West Bradenton neighborhood. Just 5.8 miles from the beaches of Anna Maria Island. Combining modern comfort with coastal sophistication, this
Seabreeze Cottage by Anna Maria Island Accommodations 5009 2nd Ave, Holmes Beach, FL 34217VRC16-000366Enjoy the perfect blend of island luxury and tranquil seaside living at Seabreeze Cottage, a beautifully upgraded three-story home just one block from beautiful Holmes Beach sand! This spacious three-bedroom, three-bath vacation retreat comfortably
Breezy Beach by Anna Maria Vacations 311 58th Street, Unit A, Holmes Beach, FL 34217VPR16-000336Escape to Breezy Beach, a beautiful four-bedroom, four-bath vacation home nestled just minutes from Holmes Beach’s pristine Gulf sands! This tropical oasis features a private pool, in-ground spa, and a game room perfect for all ages. Just a short walk fr
Big Nauti by Exclusive Vacations 203 Bay Dr N, Bradenton Beach, Florida TPL22-000071 Welcome to Big Nauti, an extraordinary eight bedroom, eight and a half bath luxury waterfront home that redefines Anna Maria Island living. Located directly on the Bay in Bradenton Beach, this stunning retreat pairs breathtaking panoramic views with resort amenitie
Big Nauti by Exclusive Vacations 203 Bay Dr N, Bradenton Beach, Florida TPL22-000071 Welcome to Big Nauti, an extraordinary eight bedroom, eight and a half bath luxury waterfront home that redefines Anna Maria Island living. Located directly on the Bay in Bradenton Beach, this stunning retreat pairs breathtaking panoramic views with resort amenitie
Sweet Caroline by Exclusive Vacations 9306 Gulf Drive, Anna Maria, FL 34216 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 rel
View of the Gulf by Anna Maria Vacations 7201 Gulf Dr, Holmes Beach, FL 34217 VRC16-000749 Experience coastal luxury at View of the Gulf, a magnificent villa with ocean views, just steps from Holmes Beach’s white sandy beaches! This seven-bedroom, four and a half bath home boasts a stunning rooftop deck, private pool with built-in seating, hot tu
Pineapple Key by Anna Maria Vacations 4505 Gulf Dr, Holmes Beach, FL 34217VRC16-000364Welcome to Pineapple Key, a charming beach house just minutes from the sugar-white sands of the Manatee Beach! This beautifully landscaped four-bedroom, two-bath home features a private pool, in-ground spa, and tropical outdoor living spaces, making it ideal for
Hawaiian Tide by Anna Maria Vacations 206 81st Street Unit B, Holmes Beach, FL 34217 VRC17-000059 Escape to Hawaiian Tide, a bright and breezy three bedroom, two bathroom vacation home just a short stroll from the beach on Anna Maria Island. With a private pool, lush backyard, and prime location near the island trolley and top local dining, this ch
Tell us what you're looking for and someone will contact you with available options.