Find Hotels with a Pool in Anna Maria, FL

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Anna Maria Hotels with a Pool

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
Next weekend
Oct 10 - Oct 12
In two weeks
Oct 17 - Oct 19

Top Anna Maria Hotels with a Pool

Crystal Bay Historic Hotel
Outdoor pool

Crystal Bay Historic Hotel

3.0 star property
9.6 out of 10, Exceptional, (1392)
"Classic "old Florida" hotel. Full breakfast every morning, exceptional staff, short drive to the beach "
The price is NT$3,666
NT$4,143 total
includes taxes & fees
Oct 6 - Oct 7
Crystal Bay Historic Hotel
Golden Host Resort - Sarasota
Outdoor pool, pool umbrellas

Golden Host Resort - Sarasota

3.0 star property
8.4 out of 10, Very Good, (2120)
"Great staff and the best tiki bar"
Golden Host Resort - Sarasota
Kompose Boutique Hotel
Outdoor pool, a heated pool

Kompose Boutique Hotel

3.0 star property
9.0 out of 10, Wonderful, (4404)
"Great stay"
Kompose Boutique Hotel
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.
View all properties

Top Anna Maria Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

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.