Find Hotels with a Pool in Anna Maria, FL

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Pick from 15 Anna Maria Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

July 5th - 11th Still Available!
Welcome to Sunshine Cottage located in Anna Maria City!
July 5th - 11th Still Available!
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."
July 5th - 11th Still Available!
Sunrise Garden Resort by Vacasa
Living room
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
Blue Heron Beach House by RedAwning
Front of property
Blue Heron Beach House by RedAwning
3.5 star property
Blue Heron Beach House by RedAwning
Heron Dolphi by RedAwning
Living area
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
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See all available properties in Anna Maria
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.

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.
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 Fort De Soto Park and Lido Beach while you’re in the area. Enjoy a stroll along the shore at Anna Maria Beach and Bradenton 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.