Title: TOP Hotels with Pools in Anna Maria Island, FL for 2026 - 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) ![Anna Maria Island, FL Pier ](https://images.trvl-media.com/place/553248622847118534/f6726703-de53-4942-875e-504e17e1a1f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Pool in Anna Maria Island, FL - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 [21 Dec - 22 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-12-21&endDate=2025-12-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [22 Dec - 23 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-12-22&endDate=2025-12-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Dec - 28 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Anna Maria Island hotels with a pool ![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/53c59f19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/2b81b23e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Room | Garden view](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/222a0692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 Bedroom King Suite | Premium bedding, pillow-top beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/e544b582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Haley's at The Anna Maria Island Inn [](https://www.expedia.co.uk/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information) Holmes Beach 8.6/10 Excellent (402) "Beautiful location. Walking distance to beach. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria £141 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/a85e311e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun-loungers, beach towels](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/5f1d6b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Bedroom | 1 bedroom, premium bedding, pillow-top beds, individually decorated](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/ad3b7789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Bedroom | Living area | 55-inch Smart TV with cable channels, TV](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/654e1de0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captain's Quarters at Anna Maria Island Inn [](https://www.expedia.co.uk/Sarasota-Hotels-Captains-Quarters-By-AMI-Locals.h59789467.Hotel-Information) Bradenton Beach 9.4/10 Exceptional (24) "Clean and convenient location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yanet £153 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Sarasota-Hotels-Captains-Quarters-By-AMI-Locals.h59789467.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/facf9397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Island Room | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/641604d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Room | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/ac1ab701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Room | Living area | 55-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/8aab0088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pelican Post at Anna Maria Island Inn [](https://www.expedia.co.uk/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) Bradenton Beach 9.2/10 Wonderful (333) "Fabulous stay! Super clean!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah £179 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/8e2ea5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/0d4c4896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/052fa09b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/459a56f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alamanda Villas [](https://www.expedia.co.uk/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information) Holmes Beach 10/10 Exceptional (3) "The location is wonderful for beach access,places to eat and grocery is block away. Small parking area if more than one couple stay. Had a great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Traci £326 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/519687a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillow-top beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/32e3bf8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury King Suite | Bathroom | Shower, free toiletries, towels](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/d1ed3392.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 [](https://www.expedia.co.uk/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) Bradenton Beach 9.0/10 Wonderful (59) "Very great stay will stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph £450 includes taxes & fees 28 Dec - 29 Dec [](https://www.expedia.co.uk/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/4adbfc3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/cc175788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/49159291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/50f9a3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand! [](https://www.expedia.co.uk/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information) Anna Maria 9.8/10 Exceptional (36) "Location was perfect" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael S. £351 includes taxes & fees 12 Jan - 13 Jan 2026 [](https://www.expedia.co.uk/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/1ce50260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | Living area | 55-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/747d2de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | Living area | 55-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/e64ffac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Suite | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/abcd5a45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Retreat at Anna Maria Island Inn [](https://www.expedia.co.uk/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.Hotel-Information) Bradenton Beach 9.2/10 Wonderful (37) "Beautiful room and right next to the beach within walking distance of a lot of local eateries! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kameron £176 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.Hotel-Information) ![Outdoor pool, open 8:00 AM to 8:00 PM, free pool cabanas, pool umbrellas](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/3dbc6848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool View 1 Bedroom King Suite | Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/37def3a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/a77d9f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/03108394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bali Hai Beachfront Resort and Spa [](https://www.expedia.co.uk/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information) Holmes Beach 8.6/10 Excellent (641) "Awesome views, friendly staff, clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley £278 includes taxes & fees 23 Dec - 24 Dec [](https://www.expedia.co.uk/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/23e5431b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/e8c660d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Condo, Garden View | Pillow-top beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/129b6c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Condo, Garden View | Private kitchen | Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/59d10900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palm Tree Villas [](https://www.expedia.co.uk/Sarasota-Hotels-Palm-Tree-Villas.h5411119.Hotel-Information) Holmes Beach 9.2/10 Wonderful (172) "We had a great stay! The property was located within a short walk to the beach. We will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.co.uk/Sarasota-Hotels-Palm-Tree-Villas.h5411119.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/94307be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/716bb273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/65c20287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/9c7447b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Bungalow with Pool and Bay Views! [](https://www.expedia.co.uk/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information) Anna Maria 9.8/10 Exceptional (37) "Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michel £518 includes taxes & fees 13 Jan - 14 Jan 2026 [](https://www.expedia.co.uk/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.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=2026-01-04&endDate=2026-01-05®ionId=553248622847118534&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Anna Maria Island Hotel Reviews ![Seabreeze at Anna Maria Island Inn](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126_y.jpg) ### Seabreeze at Anna Maria Island Inn 10/10 Excellent "Very easy and accommodating! Would definitely book again." [](https://expedia.co.uk/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) ![Silver Surf Gulf Beach Resort](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/12fa4f1f_y.jpg) ### Silver Surf Gulf Beach Resort 10/10 Excellent "Spotless room! I loved the extra pull down bed. I needed an elevator and they changed our room so my sister could use the elevator with her hurt foot. So convenient to walk across the street to the beach and enjoy it and the sunsets. The chairs are so comfy and convenient too. We loved everything about our stay but he warm friendly staff was the best. Especially Noah. WE really appreciate the welcome we recevied and even parking under a "carport" was amazing. Breakfast was great too. We want to come back soon! I would recommend to all of our friends. " [](https://expedia.co.uk/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.Hotel-Information) ![Haley's at The Anna Maria Island Inn](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/fc900ac2_y.jpg) ### Haley's at The Anna Maria Island Inn 10/10 Excellent "Had a wonderful stay at Hayley’s! The property was clean and modern looking. The staff was extremely kind. The location was great with a short 5 minute walk to the beach. Hope to be back!" [](https://expedia.co.uk/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information) ![Bridgewalk Resort](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/7186dbd7_y.jpg) ### Bridgewalk Resort 10/10 Excellent "The rooms are extremely nice and very clean. Every staff member that we encountered during our stay was super friendly. The location is perfect and within walking distance from just about anything you need. The beach is about 100 yards away from the location. We will definitely be back!!!" [](https://expedia.co.uk/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) ![Tortuga Inn Beach Resort](https://images.trvl-media.com/lodging/2000000/1060000/1054200/1054101/b1d10d73_y.jpg) ### Tortuga Inn Beach Resort 10/10 Excellent "The room was absolutely spotless. It was perfect for the 2 of us. This resort is smack dab in the middle of everything and the staff is top notch. We couldn't have asked for a better stay. We'll be coming back year after year! " [](https://expedia.co.uk/Sarasota-Hotels-Tortuga-Inn-Beach-Resort.h1054101.Hotel-Information) ![Waterline Villas & Marina, Autograph Collection](https://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) ## 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) - 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