The Best Hotels with a Pool in Anna Maria Island, FL from ￥36,087 in 2025

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Top Anna Maria Island Hotels with a Pool

"Had a wonderful stay, Marty was so helpful with great places to eat and see"

"We had a great time at sea pirate 8. Everything we needed was there and the location couldn’t be any better. We really enjoyed our stay and will definitely return for future vacations. "

"Great location"

￥45,671 total

includes taxes & fees

Sep 1 - Sep 2

"Would recommend and stay again."

"Beautifully presented apartments right on the beach. Great location with parking and a nice pool. Limited kitchen facilities is the only limiting factor making it more suitable to ashortbreak than a full vacation stay."

"Great visit"

"Very private and quiet. We didn’t have a car and we were able to walk to the beach, dinner, shops."

Outdoor pool, pool umbrellas, sun loungers

"Rooms were very clean and nice. We enjoyed our stay and plan to go again."

￥46,344 total

includes taxes & fees

Sep 9 - Sep 10

Top Anna Maria Island Hotel Reviews

Bridgewalk A Landmark Resort

10/10 Excellent

"Very nice rooms and location "

Silver Surf Gulf Beach Resort

10/10 Excellent

"I want to highlight the excellent services provided, especially by Noah, who was fantastic. However, I did have a less-than-ideal experience with the staff member managing the umbrellas. She seemed a bit aggressive regarding the tiki area and asked us about our room checkout in a manner that felt rude, almost as if she thought we were taking advantage of our stay. It would be helpful if the communication could be more friendly and understanding in the future."