Find Hotels with a Pool in Anna Maria, FL

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Compare Anna Maria Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Sunrise Garden Resort by Vacasa
Pool

Sunrise Garden Resort by Vacasa

3.0 star property
9.0 out of 10, Wonderful, (270)
"Very private and quiet. We didn’t have a car and we were able to walk to the beach, dinner, shops."
Sunrise Garden Resort by Vacasa
New Construction and Discounted Jan & Feb Stays w/ Private Pool & Dock!
Spend your holidays or winter at the best place in Anna Maria City!

New Construction and Discounted Jan & Feb Stays w/ Private Pool & Dock!

9.4 out of 10, Exceptional, (30)
"The cottage was beautifully decorated and very clean. It had all amenities and requirements. Beautiful pool area and close to the trolley stop to access Pine Avenue and Gulf Drive. Would definitely go back."
New Construction and Discounted Jan & Feb Stays w/ Private Pool & Dock!
Blue Heron Beach House by RedAwning
Outdoor pool

Blue Heron Beach House by RedAwning

3.5 star property
Blue Heron Beach House by RedAwning
Heron Dolphi by RedAwning
Outdoor pool

Heron Dolphi by RedAwning

3.5 star property
Heron Dolphi by RedAwning
LaRaya 801 Jacaranda by RedAwning
Outdoor pool

LaRaya 801 Jacaranda by RedAwning

4.0 star property
LaRaya 801 Jacaranda by RedAwning
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

What's it like visiting Anna Maria?
If lounging by a pool is your idea of the perfect getaway, you may want to check out Anna Maria, which offers 5 places to stay with pools. While you’re here, you can explore sights such as Lido Beach and Anna Maria Beach, and then take it easy poolside at one of the accommodations in Anna Maria that guests like for their pools.
What are some accommodations with pools in Anna Maria?
Dog-friendly home with amazing backyard, pool, spa, putting green & game room: Provides kitchens, an outdoor pool, and televisions. Canalfront Anna Maria Cottage w/ Pool & Hot Tub!: Features kitchens, a pool, and televisions. 180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow: Features a water park, a communal pool, and kitchens. Fun in the Sun 😎 | Gulf front, steps to the sand, 4-bed with spectacular views!: Offers a water park, a communal pool, and sun loungers. Canal-front home with private dock, covered lanai with heated pool and grill: Offers sun loungers, an outdoor pool, and kitchens.
How many hotels with pools should I expect to find in Anna Maria?
Expedia has 5 hotels in Anna Maria for your poolside break.
What is there to see and do in Anna Maria?
Explore places like Lido Beach and Tampa Bay while you’re in the area. Enjoy a stroll along the shore at Anna Maria Beach and Bean Point Beach. Take in the natural beauty of the island views, beaches, and sunrises in Anna Maria.
When is the best time to book a hotel with a pool in Anna Maria?
You may want to consider a place to stay that offers an outdoor swimming pool if you plan to visit Anna Maria in the driest months of February, March, or November when the average rainfall is 2 inches. Lodging with an indoor pool may be the way to go if you come to town during the rainiest months of August, September, and July when the average rainfall is 7 inches.