Title: TOP Hotels with Pools in Anna Maria, FL for 2025 - Anna Maria Hotels with a Pool | Expedia.co.uk [Anna Maria Travel Guide](https://expedia.co.uk/Anna-Maria.dx74028)[Hotels in Anna Maria](https://expedia.co.uk/Anna-Maria-Hotels.d74028.Travel-Guide-Hotels)[Holiday Rentals in Anna Maria](https://expedia.co.uk/Anna-Maria-Holiday-Rentals.d74028.Travel-Guide-HolidayRentals)[Flights to Anna Maria](https://expedia.co.uk/Cheap-Flights-To-Anna-Maria.d74028.Travel-Guide-Flights)[Anna Maria Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Anna-Maria.d74028.Car-Hire-Guide)[Anna Maria Holidays](https://expedia.co.uk/Anna-Maria.d74028.Holidays-City-Breaks) ![](https://mediaim.expedia.com/destination/1/94187c4286550925d08a3b828fbef802.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Pool in Anna Maria, 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 Hotels with Pool Tonight [10 Oct - 11 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=74028&startDate=2025-10-10&endDate=2025-10-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [11 Oct - 12 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=74028&startDate=2025-10-11&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [10 Oct - 12 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=74028&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=74028&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Anna Maria Hotels with Pool ![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/ed3fe6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/5be467fd.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) ![TV](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/57ca76e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Bungalow with Pool and Bay Views! - Barefoot by the Bay at Bayside Bun Anna Maria 9.8/10 Exceptional (36) "Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!" £289 includes taxes & fees 19 Oct - 20 Oct [](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) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/933a3ccd.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/ebba9faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun-loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/b018f64f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand! Anna Maria 10/10 Exceptional (35) "Perfect, cutest cottage within steps of the beach." £365 includes taxes & fees 12 Oct - 13 Oct [](https://www.expedia.co.uk/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/63000000/62990000/62982000/62981960/627f1c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/63000000/62990000/62982000/62981960/5c2376ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/63000000/62990000/62982000/62981960/740dc148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62990000/62982000/62981960/2f720287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly Anna Maria 9.2/10 Wonderful (56) "We absolutely enjoyed staying here and will be back. " £316 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Anna-Maria-Hotels-Convenient-Condo-Near-The-Beach-WShared-Pool.h62981960.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/fd760a5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/0bb008eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/3b6455bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/23712015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated bayside condo with heated pool - across the street from the beach Anna Maria 9.2/10 Wonderful (98) "Very comfortable and modern, great location across the street from bay side beach, a block to restaurant/coffee/ice cream" £212 includes taxes & fees 16 Oct - 17 Oct [](https://www.expedia.co.uk/Anna-Maria-Hotels-Updated-Bayside-Condo-With-Heated-Pool-Across-The-Street-From-The-Beach.h32736045.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/ca968fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun-loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/f4e43d59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/bc5a8235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/b44b7d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand! Anna Maria 9.6/10 Exceptional (31) "Great location, cool little property and cabin. Perfect for a long weekend getaway!" £379 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109G-Old-Florida-Beach-Cottage.h70579354.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/63000000/62990000/62981000/62980905/e0fecaab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/63000000/62990000/62981000/62980905/850c37da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/63000000/62990000/62981000/62980905/41159275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/63000000/62990000/62981000/62980905/b7beed72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly Anna Maria 8.6/10 Excellent (42) "Nice place for long weekend. Close to great restaurants and an easy walk to the beach." £251 includes taxes & fees 12 Oct - 13 Oct [](https://www.expedia.co.uk/Anna-Maria-Hotels-Budget-Friendly-Studio-WShared-Pool.h62980905.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/fa5106d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, offices](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/e210d958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/6e21bf07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun-loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/d13cc66c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 109A -Old-Florida beach cottage, steps to the beach! Anna Maria 9.6/10 Exceptional (21) "Mom and I just stayed for one night and had a lovely trip. " £395 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109a-Old-Florida-Beach-Cottage.h70579352.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/35eb4794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun-loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/40de95d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/eb486336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/a7597990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes Anna Maria 10/10 Exceptional (27) "Had all the essentials. Loved the location." £375 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Anna-Maria-Hotels-Anna-Maria-Updated-Studio-Moments-From-The-Sand-W-Pool.h70579349.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/efa75e87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/e2144f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/4b9de084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/380d9ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand! Anna Maria 9.6/10 Exceptional (19) "Convenient to the beach, nicely furnished inside." £386 includes taxes & fees 14 Oct - 15 Oct [](https://www.expedia.co.uk/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-107a-Old-Florida-Beach-Cottage.h70579348.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/f13cfd30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/19614960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/e257f6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/a444b7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Emerald Shores East! Walk to Beach! Anna Maria 9.6/10 Exceptional (4) "It was good " £319 includes taxes & fees 14 Oct - 15 Oct [](https://www.expedia.co.uk/Anna-Maria-Hotels-1-Min-To-Beach.h107121352.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=2025-10-24&endDate=2025-10-25®ionId=74028&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Anna Maria Hotel Reviews ## Frequently asked questions ### What are some accommodation options with pools in Anna Maria? > [Resort-Style Ground Floor Suite Heated Pool/Spa 🐢](https://www.expedia.co.uk/Sarasota-Hotels-New-Resort-Style-Ground-Floor-Lakefront-Unit-On-North-Shore-Of-Anna-Maria-Island.h65994030.Hotel-Information): Resort, 6-minute walk from Bean Point Beach. Features a water park, a communal pool and complimentary wireless Internet access. [Ground Floor Lakefront Resort, Private Dock, Heated Pool & Spa 🏖️🏖️🏖️🏖️🏖️](https://www.expedia.co.uk/Sarasota-Hotels-Luxurious-Ground-Level-Lakefront-Resort-With-Private-Dock-And-Heated-Pool-Spa.h65994036.Hotel-Information): Resort, 6-minute walk from Bean Point Beach. Offers a water park, a pool and complimentary wireless Internet access. ### What is there to see and do in Anna Maria? > Explore places such as 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'll be visiting Anna Maria in the driest months of February, March or November, when the average rainfall is 48 mm. Accommodation 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 181 mm. ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [4 Star Hotels in Anna Maria Island](https://www.expedia.co.uk/4Star-Anna-Maria-Island-Hotels.s40-0-d553248622847118534.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Anna Maria Island](https://www.expedia.co.uk/5Star-Anna-Maria-Island-Hotels.s50-0-d553248622847118534.Travel-Guide-Filter-Hotels) - [Apartments in Anna Maria Island](https://www.expedia.co.uk/Anna-Maria-Island-Apartments.d553248622847118534-aaApartments.Travel-Guide-Accommodation) - [Guest Houses in Anna Maria Island](https://www.expedia.co.uk/Anna-Maria-Island-Guest-Houses.d553248622847118534-aaGuestHouses.Travel-Guide-Accommodation) - [Resorts in Anna Maria Island](https://www.expedia.co.uk/Anna-Maria-Island-Hotel-Resorts.d553248622847118534-aaHotelResorts.Travel-Guide-Accommodation) - 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