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.
153 properties available
Blue Coral Beach House by AMI Locals VRC23-000024 Welcome to Blue Coral Beach House, a vibrant four-bedroom, three-bath coastal casita located in a quiet neighborhood of Holmes Beach! Just a 7-minute walk from the white sand beaches and sparkling ocean waters, this beautifully styled home features lush landscaping, a private heated pool, and a je
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
Deckadence by Exclusive Vacations Bayfront Luxury | Rooftop Spa, Resort Pool + Golf Cart VR25-000002 Welcome to Deckadence by Exclusive Vacations, a luxury coastal retreat ideally located across the street from the bay and just a short walk to the Gulf beaches on Anna Maria Island. This four-bedroom, four-and-a-half-bath home features a rooftop dec
Gulf Breeze by AMI Locals VRC21-000001Welcome to Gulf Breeze, a charming three bedroom, two bath home just a short five-minute walk from Holmes Beach! This tropical oasis offers a private pool, lush, landscaped backyard, and easy access to local parks, shops, and restaurants, all within walking or biking distance. Perfect for families or groups se
Salty Seagull at Hunter’s Point by AMI Locals Enjoy an unforgettable island escape at Salty Seagull at Hunter’s Point, a brand new canal front vacation home just one mile from Anna Maria Island’s iconic beaches. This three bedroom, two and a half bath residence is located in an exclusive new sustainable community and offers a private pool, dock, ba
Gone Gulfin’ by AMI Locals Welcome to Gone Gulfin’, a brand new, five-bedroom, four and a half bath luxury beach home just one block from the Gulf beaches. Perfect for families and friends seeking a modern island retreat, this stunning home features a private pool and spa, rooftop deck, and fun outdoor games like ping pong and putting green. Desig
No Bad Daze by AMI Locals Welcome to No Bad Daze, a four-bedroom, three-bath ground-level vacation home designed for families and groups seeking a fun getaway near the Gulf beaches. Located in beautiful Bradenton, Florida, this inviting retreat features a private heated pool, game room, and fenced backyard, plus easy access to outdoor adventures at
Coral Shores by AMI Locals Welcome to Coral Shores! This beautifully updated three bedroom, two and a half bath canal-front home in Bradenton combines modern luxury with coastal charm. With a large private pool, hot tub, a putting green, and private dock, this vacation rental is perfect for families and friends seeking a Florida Gulf Coast getaway
Bean Point Bungalow by AMI Locals Vacation Rental License #VR17-000061 Welcome to Bean Point Bungalow, a charming three bedroom, two bath home on the coveted north end of Anna Maria Island. With a private pool, lush tropical landscaping, and less than a 5-minute walk to the quiet white sands of Bean Point Beach, this pet-friendly retreat is the per
Sol y Mar by AMI Locals VRC21-000118Welcome to Sol y Mar, a bright and newly refreshed three-bedroom beach house oasis in the heart of Holmes Beach! Combining modern decor with touches of mid-century inspired furnishings and original terrazzo floors, this home creates a sunny, Palm Springs style retreat. Guests will love the private fenced backyard
Seahorse Cottage by AMI Locals VRC16-000110 Welcome to Seahorse Cottage, a beautifully designed three-bedroom, three and a half bath vacation home just a six-minute walk from the white sands of Holmes Beach! Perfectly situated across the street from the free Anna Maria Island Trolley stop, this coastal retreat offers a private heated pool, relaxing
Mojito Splash by AMI Locals VRC18-000068 Welcome to Mojito Splash, a stunning five-bedroom, three and a half bath waterfront retreat located just a short stroll from Holmes Beach’s white sandy beaches on Anna Maria Island! This beautifully designed home boasts a sparkling pool, dual waterfalls, a stone-edged spa, and a large, covered lanai with a
