Vacation Rentals with Private Pools on Anna Maria Island
Homes with Private Pools on Anna Maria Island...
The Beaches on Anna Maria Island are absolutely amazing. So is having a private heated pool right in the backyard of your vacation rental. Being able to cool off in a pool is one of the most requested items during an Anna Maria Island vacation rental search. It is definitely a must have item for your next vacation. Anna Maria Island Accommodations has a robust inventory of pool homes with a variety of distances to the beach and even some gulffront. Let us help you find your perfect pool home rental.
197 properties available
Costa Bella by Anna Maria Island Accommodations 10107 Gulf Dr, Anna Maria, FL 34216 Welcome to Costa Bella, a four bedroom, four and a half bath luxury vacation home just steps from the beach and Pine Avenue. With chic coastal design, a private pool and spa, and ensuite bathrooms in every bedroom, this home is the perfect choice for families and gr
Highlights • Canal front • 5-minute walk to the beach • Rooftop deck • Private pool with in-ground spa • Outdoor living space Aqua Bay by Anna Maria Vacations 217 North Harbor Drive Holmes Beach, Florida Welcome to Aqua Bay! This luxurious canal-front home has four bedrooms and three bathrooms, providing guests with a relaxing and top-notch getaway
Blue Bay by Anna Maria Island Accommodations 205 S Bay Blvd, Anna Maria, FLVPR16-000138Experience the ultimate coastal retreat at Blue Bay, a luxurious and expansive vacation estate offering eight bedrooms and six bathrooms! Located just across the street from the pristine Tampa Bay, this home embodies beachside elegance with breathtaking water vie
Highlights • Canal front with private dock• Less than a 10-minute walk to the beach• Private pool with in-ground spa• Poolside bar• ElevatorBayshores by Anna Maria Island Accommodations228 S Harbor DrHolmes Beach, FL 34217VRC18-000040Step into a slice of Old Florida at Bayshores, a charming three-bedroom, three-bathroom canal front retreat nestled
Highlights• 5-minute walk to the beach• Private Pool• Outdoor showerOur Place By The Sea761 Jacaranda Rd Anna Maria, FL 34216VR16-000359Welcome to Our Place By The Sea, an inviting vacation home with a private pool on the quiet north end of Anna Maria Island just a five-minute walk from secluded Bean Point Beach! This ground-level home has three be
Highlights•2-minute walk to the Beach Access•Dog friendly with approval and additional fee•Resort Style 360 Infinity Edge Pool and Spa•Rooftop Deck and Panoramic Beach Views•Outdoor Grill and Dining Area•Fun Games such as Corn Hole and Ping Pong•Walking Distance to Downtown Holmes Beach Shopping and DiningExclusive Amenities: •6 Seat Club Car Cru G
Bay Vista at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #5, Anna Maria, FL 34216 VR18-000088 Welcome to Bay Vista at Bayside Bungalow, a three bedroom, two bath condo located in Anna Maria. With panoramic 180° water views, this coastal retreat offers front-row seats to dolphins, sailboats, and spectacular sunrises. Just steps from the Bays
Starfish Beach by Anna Maria Island Accommodations 212 Magnolia Ave Anna Maria, Florida VR16-000393 Come and stay at Starfish Beach! This charming old-Florida style elevated home is just 1 block from the pristine beaches of Anna Maria, making it the ideal family getaway. Perfectly situated for families seeking a relaxing retreat, you’ll find yours
Sea Turtle by Anna Maria Island Accommodations 5704 Holmes Blvd, Holmes Beach, FL 34217VRC16-000113Welcome to Sea Turtle, your perfect beach retreat on Anna Maria Island! This ground-level, three-bedroom, two-bath home offers a private pool, a brand-new putting green, and an inviting backyard perfect for outdoor fun and relaxation. Just three block
North End Chic by Anna Maria Island Accommodations 260 Gladiolus St Anna Maria, FL 34216 VR16-000361 Welcome to North End Chic! This ground-level vacation home with four bedrooms and three bathrooms is perfect for friends and family getaways. It has an incredible backyard with plenty of lounge chairs and a private pool featuring a gorgeous waterfal
Island Mojo by Anna Maria Island Accommodations 312 58th St, Holmes Beach, FL 34217 VRC16-000143 Welcome to Island Mojo, a charming three bedroom, two bathroom ground-level home just eleven minutes from the Gulf. Perfectly located near parks, restaurants, shops, and the island trolley, this cozy coastal retreat features a private heated pool, relax
The James by AMI Locals 608 Rose Street, Anna Maria, Florida Welcome to The James by AMI Locals, your ultimate North End beach getaway on Anna Maria Island. This brand-new four bedroom, four and a half bath luxury home is just a short six-minute walk from the island’s world-famous Gulf beaches and offers a rooftop deck with stunning Gulf views, a p
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