Find Hotels with a Pool in Anna Maria, FL

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Anna Maria Hotels with a Pool

Tonight
30 Jan - 31 Jan
Tomorrow
31 Jan - 1 Feb
This weekend
31 Jan - 2 Feb
Next weekend
7 Feb - 9 Feb

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.
Don't see what you're looking for?
See all available properties in Anna Maria

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?
The Wee Cottage | House in Anna Maria: Provides sun loungers, an outdoor pool, and kitchens. Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-: Provides kitchens, an outdoor pool, and televisions. Private Home 1 Block to Beach with Pool and Hot Tub!: Features a water park, a pool, and complimentary wireless internet access. Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!: Provides a water park, a communal pool, and kitchens. Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!: Offers sun loungers, a pool, and complimentary wireless internet access.
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.