Title: Book the Best Hotels with POOL in Anna Maria in 2025 | Expedia.ca [Hotels in Anna Maria](https://expedia.ca/Anna-Maria-Hotels.d74028.Travel-Guide-Hotels)[Vacation Rentals in Anna Maria](https://expedia.ca/Anna-Maria-Vacation-Rentals.d74028.Travel-Guide-VacationRentals)[Flights to Anna Maria](https://expedia.ca/Cheap-Flights-To-Anna-Maria.d74028.Travel-Guide-Flights)[Anna Maria Car Rentals](https://expedia.ca/Car-Rentals-In-Anna-Maria.d74028.Car-Rental-Guide)[Anna Maria Vacation Packages](https://expedia.ca/Anna-Maria.d74028.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/94187c4286550925d08a3b828fbef802.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Anna Maria, FL ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.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 Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![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 Hotels with a Pool Tonight [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-10-01&endDate=2025-10-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-10-02&endDate=2025-10-03&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Anna Maria Hotels with a Pool ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2960000/2956900/2956876/5b106158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Private Pool (Sunrise Garden #15) | Private kitchen](https://images.trvl-media.com/lodging/3000000/2960000/2956900/2956876/bdc5f06f.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) ![Beach nearby](https://images.trvl-media.com/lodging/3000000/2960000/2956900/2956876/b673f5f5.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.ca/Sarasota-Hotels-Sunrise-Garden-Resort-By-Vacasa.h2956876.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/19000000/18770000/18763400/18763339/1dd52b1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18763400/18763339/dfa2c681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18763400/18763339/c66eda70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18763400/18763339/b9276405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2-Night Stay Available June 3-5 w/ Private Pool & Dock! Anna Maria 9.6/10 Exceptional (32) "Our stay was perfect ! The house was beautifully decorated, clean and spacious. All your wants and needs were met . The host did not miss a thing . One of our best vacation with our family !! We would definitely go back and stay at the sunshine cottage. another " [](https://www.expedia.ca/Sarasota-Hotels-5-Star-Property-Fall-And-Christmas-Still-Available.h18763339.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.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17®ionId=74028&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Anna Maria Hotel Reviews ## Frequently asked questions ### What are some accommodations with pools in Anna Maria? > [Resort-Style Ground Floor Suite Heated Pool/Spa 🐢](https://www.expedia.ca/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.ca/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 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. ## Explore a world of travel with Expedia - Lodging - More ways to book - [Beach Hotel Hotels in Anna Maria Island](https://www.expedia.ca/Anna-Maria-Island-Hotels-Beach-Hotel.0-0-d553248622847118534-tBeachHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Anna Maria Island](https://www.expedia.ca/Anna-Maria-Island-Hotels-Casino-Hotel.0-0-d553248622847118534-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Anna Maria Island](https://www.expedia.ca/Anna-Maria-Island-Hotels-Cheap-Hotels.0-0-d553248622847118534-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Anna Maria Island](https://www.expedia.ca/Anna-Maria-Island-Hotels-Family-Hotel.0-0-d553248622847118534-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Anna Maria Island](https://www.expedia.ca/Anna-Maria-Island-Hotels-Golf-Hotel.0-0-d553248622847118534-tGolfHotel.Travel-Guide-Filter-Hotels) - 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