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.


Properties Available 209 properties available
Highlights • 1-minute walk to the beach • Private patio• Outdoor Shower• Washer and Dryer• Shared Pool Sand And Sea 113 A by Anna Maria Island Accommodations113 Magnolia Ave, Unit AAnna Maria, FL 34216VR16-000423Welcome to Sand and Sea 113 A! This ground-level condo has two bedrooms and one bathroom and is mere seconds from the nearest beach access
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Sand And Sea 113 A
Anna Maria
Bedrooms 2 BR
Bathrooms 1 BA
Guests 6 guests
Lavender Lagoon by Anna Maria Island Accommodations 123 Crescent Dr. Anna Maria, FL 34217 VR22-000006 Welcome to Lavender Lagoon! This three-bedroom and two-bath canal front home is a water lovers paradise and is great for families with kids! You’ll be within walking distance of the Gulf of Mexico beaches and are super close to the Island's famous
Hot HOT 43
Lavender Lagoon
Anna Maria
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
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
Hot HOT 45
Our Place By The Sea
Anna Maria
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Highlights • 1-minute walk to the beach • Private patio• Outdoor Shower• Washer and Dryer• Shared Pool Sand And Sea 109 B by Anna Maria Island Accommodations109 Magnolia Ave, Unit BAnna Maria, FL 34216VR16-000422Welcome to Sand and Sea 109 B! This ground-level condo has two bedrooms and one bathroom and is mere seconds from the nearest beach acces
Hot HOT 27
Sand And Sea 109 B
Anna Maria
Bedrooms 2 BR
Bathrooms 1 BA
Guests 6 guests
Stones Throw by Anna Maria Island Accommodations203 64th St Unit A Holmes Beach, FL 34217Welcome to Stones Throw, a fantastic two bedrooms and one bathroom vacation home in the heart of Holmes Beach featuring access to a community pool. Hop on the free island trolley and explore the nearby restaurants, shops, and take a quick walk from the Gulf o
Hot HOT 39
Stones Throw
Holmes Beach Pet Friendly
Bedrooms 2 BR
Bathrooms 1 BA
Guests 4 guests
Rating 4.5 (2)
Highlights• Canal front home with private dock• Private pool and hot tub• Pool table • 10-minute walk to the beach• Near restaurants and boutiquesOur Tern by Anna Maria Island Accommodations 111 Tern Dr Anna Maria, FL 34216 VR22-000023 Welcome to Our Tern, a stunning canal-front vacation home with a serene backyard with a private pool, hot tub, and
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Our Tern
Anna Maria
Bedrooms 3 BR
Bathrooms 3 BA
Guests 6 guests
Rating 4.5 (2)
Flip Flops and Fish Tales by Anna Maria Vacations426 Magnolia Ave Anna Maria, FloridaVR19-000035Welcome to Flip Flops and Fish Tales, an inviting vacation home with a private pool and multiple balconies with beautiful views half a mile from Palmetto Ave Beach! This rental has three bedrooms and two and a half bathrooms and is pet friendly!Highligh
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Flip Flops and Fish Tales
Anna Maria Pet Friendly
Bedrooms 3 BR
Bathrooms 2 BA
Guests 8 guests
Rating 5 (1)
Highlights• Canal front home• Less than a 15-minute walk to the beach• Private Pool• Ping Pong table• Outdoor living spaceHammock Dreams by Anna Maria Island Accommodations 131 Hammock Rd Anna Maria, FL 34216 VR16-000408 Welcome to Hammock Dreams! This three-bedroom, two-bathroom canal-front home offers a private dock where you can lounge and watc
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Hammock Dreams
Anna Maria
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Highlights • Less than a 5-minute walk to the beach • PoolAnna Maria Guest House 212 by Anna Maria Accommodations 212 Pine AveAnna Maria, FL 34216Welcome to Anna Marie Guest House 212, an inviting vacation rental one and a half blocks from the warm Gulf of Mexico waters and beach. This three-bedroom and two-bathroom getaway is above a small, local
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Anna Maria Guest House 212
Anna Maria
Bedrooms 3 BR
Bathrooms 2 BA
Guests 8 guests
Rating 4.6 (13)
Highlights • Beachfront with beach access • Private pool with in-ground spa • Private basketball court • Ping pong table • Corn hole Oceanfront Paradise by AMI Locals 2500 Gulf Dr. N Bradenton Beach, FloridaWelcome to Oceanfront Paradise, where dream vacations are made! This five bedrooms plus a den and seven bath beachfront home offers premier ame
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Oceanfront Paradise
Bradenton Beach Pet Friendly
Bedrooms 5 BR
Bathrooms 5 BA
Guests 16 guests
Rating 3 (1)
Sideways by Anna Maria Island Accommodations 113 8th St S Bradenton Beach, Florida Welcome to Sideways! This inviting two-bedroom, two-bath vacation retreat for families is just steps away from the stunning Gulf beaches and one house from the serene Sarasota Bay. With a ten-minute walk to the charming Bridge St., you can easily explore Anna Maria
Hot HOT 23
Sideways
Bradenton Beach Pet Friendly
Bedrooms 2 BR
Bathrooms 2 BA
Guests 6 guests
Rating 4.3 (3)
Highlights • 2-minute walk to the beach • Private pool with in-ground spa • Outdoor living space • BBQ grill Grande Haven by AMI Locals804 N Shore Drive Anna Maria, FloridaVR18-000049Welcome to Grande Haven, a sleek vacation home directly across the street from the public access to Anna Maria's iconic beaches! This sophisticated getaway flaunts sev
Hot HOT 18
Grande Haven
Anna Maria Pet Friendly
Bedrooms 7 BR
Bathrooms 3 BA
Guests 16 guests
Rating 5 (1)

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