Title: TOP Hotels with Pools in Anna Maria Island, FL for 2025 - Anna Maria Island Hotels with a Pool | Expedia.co.uk [Anna Maria Island Travel Guide](https://expedia.co.uk/Anna-Maria-Island.dx553248622847118534)[Hotels in Anna Maria Island](https://expedia.co.uk/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)[Holiday Rentals in Anna Maria Island](https://expedia.co.uk/Anna-Maria-Island-Holiday-Rentals.d553248622847118534.Travel-Guide-HolidayRentals)[Flights to Anna Maria Island](https://expedia.co.uk/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)[Things to do in Anna Maria Island](https://expedia.co.uk/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities)[Anna Maria Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Anna-Maria-Island.d553248622847118534.Car-Hire-Guide)[Anna Maria Island Holidays](https://expedia.co.uk/Anna-Maria-Island.d553248622847118534.Holidays-City-Breaks) ![](https://mediaim.expedia.com/destination/1/6e0a40c600747ff11aa2868df9ff0b93.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Pool in Anna Maria Island, FL ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Anna Maria Island Hotels with Pool Tonight [20 Sept - 21 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-09-20&endDate=2025-09-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [21 Sept - 22 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-09-21&endDate=2025-09-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Sept - 28 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-09-26&endDate=2025-09-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [3 Oct - 5 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Anna Maria Island Hotels with Pool ![Property grounds](https://images.trvl-media.com/lodging/12000000/11120000/11119100/11119051/9a97845d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun-loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/12000000/11120000/11119100/11119051/90cde3b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Club Bamboo Gulf Front Studio w/ Balcony | 2 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/12000000/11120000/11119100/11119051/d1b76dde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11120000/11119100/11119051/a87e1f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Island Dream Inn Bradenton Beach 8.2/10 Very good (1000) "Had a wonderful stay, Marty was so helpful with great places to eat and see" [](https://www.expedia.co.uk/Sarasota-Hotels-Anna-Maria-Island-Dream-Inn.h11119051.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/19000000/18970000/18967600/18967536/d3f9786e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18970000/18967600/18967536/117f9e86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18970000/18967600/18967536/fb6cbf81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/19000000/18970000/18967600/18967536/43f784c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room. Holmes Beach 10/10 Exceptional (245) "Hands down best place on AMI that we’ve stayed so far. Super clean, easy check in/check out process, excellent location, great host. Will stay again. " [](https://www.expedia.co.uk/Sarasota-Hotels-Sea-Pirate-8.h18967536.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/519687a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillow-top beds, free WiFi](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/32e3bf8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillow-top beds, free WiFi](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/da8fadd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/74884b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seabreeze at Anna Maria Island Inn Bradenton Beach 9.0/10 Wonderful (38) "Awesome place to stay " [](https://www.expedia.co.uk/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/19000000/18980000/18978800/18978797/a99816e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18978800/18978797/w797h513x3y44-0e1dd83b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18980000/18978800/18978797/67b0c3e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/19000000/18980000/18978800/18978797/9f3b0424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Weekly Discounts! Exceptional Rating-A Pearl of a Beach Home- private pool & spa Holmes Beach 10/10 Exceptional (149) "Would recommend and stay again." [](https://www.expedia.co.uk/Sarasota-Hotels-A-Pearl-Of-A-Beach-Home-Noww-Private-Saltwater-Heated-Pool-Hot-Tub.h18978797.Hotel-Information) ![Studio Suite, Ocean View | Balcony](https://images.trvl-media.com/lodging/1000000/50000/41600/41566/5ac3b3df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, Ocean View | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/50000/41600/41566/36f8dd61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/50000/41600/41566/a4f24c64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, Ocean View | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/50000/41600/41566/e2c9d9a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Bamboo South Bradenton Beach 8.4/10 Very good (92) "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." [](https://www.expedia.co.uk/Sarasota-Hotels-Club-Bamboo-South.h41566.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/4e709044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-golf](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/f8fc4fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/48a34c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/d3036c76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropic Isle at Anna Maria Island Inn Bradenton Beach 8.8/10 Excellent (592) "Great visit" £187 includes taxes & fees 1 Oct - 2 Oct [](https://www.expedia.co.uk/Sarasota-Hotels-Tropic-Isle-At-Anna-Maria-Island-Inn.h1602498.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2960000/2956900/2956876/5b106158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/3000000/2960000/2956900/2956876/b673f5f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Private Pool (Sunrise Garden #9) | Property grounds](https://images.trvl-media.com/lodging/3000000/2960000/2956900/2956876/db2ec8b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Private Pool (Sunrise Garden #9) | Private kitchen | Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/3000000/2960000/2956900/2956876/04d3fda2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunrise Garden Resort by Vacasa Anna Maria 9.0/10 Wonderful (270) "Very private and quiet. We didn’t have a car and we were able to walk to the beach, dinner, shops." [](https://www.expedia.co.uk/Sarasota-Hotels-Sunrise-Garden-Resort-By-Vacasa.h2956876.Hotel-Information) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/7208e9b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast ](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/baaaf91f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, blackout curtains, soundproofing, free WiFi](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/f46806b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, beach umbrellas, beach towels, beach massages](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/825644b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Surf Gulf Beach Resort Bradenton Beach 9.4/10 Exceptional (1002) "Rene welcomed us and was so helpful with food recommendations, beach activities and really took her time to make sure we had information to help us for our stay. This resort is convenient, clean, cute and easy for a quick beach getaway!" £223 includes taxes & fees 24 Sept - 25 Sept [](https://www.expedia.co.uk/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1820000/1819400/1819325/1ec69165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1820000/1819400/1819325/ab5c4be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/2000000/1820000/1819400/1819325/0fbf828c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1820000/1819400/1819325/e1056ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Beach Club at Anna Maria by RVA Bradenton Beach 9.0/10 Wonderful (488) "We liked the elevated deck with comfortable chairs. It was nice sitting up there in the evening. The pool looked unkept so we didn't go in. The bed in our studio was not comfortable, it would be better to just put in a queen bed. The grounds keepers were friendly and polite. When we arrived in our room, the handle on the refrigerator was so loose, it was ready to fall off. We had to borrow a screwdriver from the office to fix it. That is something the cleaning person should have taken care of.... [](https://www.expedia.co.uk/Sarasota-Hotels-The-Beach-Club-At-Anna-Maria-By-RVA.h1819325.Hotel-Information) ![Outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/5e4ca6e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tradewinds #23 | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/b52c7315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/7eae547b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/6dd9a7bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tradewinds Beach Resort Bradenton Beach 9.2/10 Wonderful (383) "Very cute place and easy to walk to beach " [](https://www.expedia.co.uk/Sarasota-Hotels-Tradewinds-Beach-Resort.h1146353.Hotel-Information) 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](https://expedia.co.uk/Hotel-Search?startDate=2025-10-04&endDate=2025-10-05®ionId=553248622847118534&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Anna Maria Island Hotel Reviews ![Silver Surf Gulf Beach Resort](//images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/12fa4f1f_y.jpg) ### Silver Surf Gulf Beach Resort 10/10 Excellent "Lovely hotel with its own beach access. Clean and spacious rooms. Lovely staff." [](https://expedia.co.uk/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.Hotel-Information) ![Bridgewalk Resort](//images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/7186dbd7_y.jpg) ### Bridgewalk Resort 10/10 Excellent "Have been several times and love it. Great location. Clean a beautifully updated rooms. " [](https://expedia.co.uk/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) ![Waterline Villas & Marina, Autograph Collection](//images.trvl-media.com/lodging/16000000/15740000/15739500/15739491/c50d8ef8_y.jpg) ### Waterline Villas & Marina, Autograph Collection 10/10 Excellent "Exceptional " [](https://expedia.co.uk/Sarasota-Hotels-Waterline-Marina-Resort-Beach-Club.h15739491.Hotel-Information) ![Seabreeze at Anna Maria Island Inn](//images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126_y.jpg) ### Seabreeze at Anna Maria Island Inn 10/10 Excellent "Great location. Room rate was a bargain even for first week of local offseason. No hassle walk from room to a nice beach in 5-10 steps. Great island for a long weekend unwind. Room was newly renovated and clean. Excellent find. " [](https://expedia.co.uk/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) ![Tortuga Inn Beach Resort](//images.trvl-media.com/lodging/2000000/1060000/1054200/1054101/b1d10d73_y.jpg) ### Tortuga Inn Beach Resort 10/10 Excellent "Nice area great beach " [](https://expedia.co.uk/Sarasota-Hotels-Tortuga-Inn-Beach-Resort.h1054101.Hotel-Information) ![Tradewinds Beach Resort](//images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/6dd9a7bc_y.jpg) ### Tradewinds Beach Resort 10/10 Excellent "Very cute place and easy to walk to beach " [](https://expedia.co.uk/Sarasota-Hotels-Tradewinds-Beach-Resort.h1146353.Hotel-Information) ![Tropic Isle at Anna Maria Island Inn](//images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/d3036c76_y.jpg) ### Tropic Isle at Anna Maria Island Inn 10/10 Excellent "Property is in disrepair. Good enough for the price " [](https://expedia.co.uk/Sarasota-Hotels-Tropic-Isle-At-Anna-Maria-Island-Inn.h1602498.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - More ways to book - [5 Star Hotels in Anna Maria](https://www.expedia.co.uk/5Star-Anna-Maria-Hotels.s50-0-d74028.Travel-Guide-Filter-Hotels) - [Beach Resorts & in Anna Maria](https://www.expedia.co.uk/Anna-Maria-Hotels-Beach-Hotels.0-0-d74028-tBeachHotels.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Anna Maria](https://www.expedia.co.uk/Anna-Maria-Hotels-Gay-Friendly-Hotel.0-0-d74028-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Anna Maria Hotels](https://www.expedia.co.uk/Anna-Maria-Hotels.d74028.Travel-Guide-Hotels) - [Holiday Homes in Anna Maria](https://www.expedia.co.uk/Anna-Maria-Private-Holiday-Homes.d74028-aaPrivateHolidayHomes.Travel-Guide-Accommodation) - [Villas in Anna Maria](https://www.expedia.co.uk/Anna-Maria-Villas.d74028-aaVillas.Travel-Guide-Accommodation) - 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