Title: Book the Best Hotels with INDOOR POOL in Anna Maria Island in 2026 | Expedia.ca [Anna Maria Island Travel Guide](https://expedia.ca/Anna-Maria-Island.dx553248622847118534)[Hotels in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)[Vacation Rentals in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Vacation-Rentals.d553248622847118534.Travel-Guide-VacationRentals)[Flights to Anna Maria Island](https://expedia.ca/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)[Things to do in Anna Maria Island](https://expedia.ca/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities)[Anna Maria Island Car Rentals](https://expedia.ca/Car-Rentals-In-Anna-Maria-Island.d553248622847118534.Car-Rental-Guide)[Anna Maria Island Vacation Packages](https://expedia.ca/Anna-Maria-Island.d553248622847118534.Destination-Travel-Guides) ![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 an Indoor Pool in Anna Maria Island, FL from CA $556 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 an Indoor Pool Tonight [Dec 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-12-29&endDate=2025-12-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 30 - Dec 31](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-12-30&endDate=2025-12-31&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Anna Maria Island hotels with an indoor pool ![Aerial view](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/0ce71205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Island | View from room](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/e4cee807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/e64ffac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/b209e6c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Retreat at Anna Maria Island Inn [](https://www.expedia.ca/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 CA $439 CA $556 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.Hotel-Information) ![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/def997fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/33da3e6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Villa, 2 Bedrooms, Non Smoking, Garden View | Private kitchen](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/91866373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/23e5431b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palm Tree Villas [](https://www.expedia.ca/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.ca/Sarasota-Hotels-Palm-Tree-Villas.h5411119.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/107000000/106950000/106949700/106949691/7b12e622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106950000/106949700/106949691/36ec279a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106950000/106949700/106949691/fc451858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106950000/106949700/106949691/15b32022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset View Pet Friendly w/Pool Beach Home [](https://www.expedia.ca/Bradenton-Beach-Hotels-Sunset-View-32-Pet-Friendly.h106949691.Hotel-Information) Bradenton Beach 10/10 Exceptional (28) "Great property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff W. CA $234 CA $977 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Sunset-View-32-Pet-Friendly.h106949691.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/989c9b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/w1177h708x23y0-92c774e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/w2998h1788x0y1-e076d41e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/f3f38c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Feelin' Salty-Pool Modern Beach House w/Pool/Spa [](https://www.expedia.ca/Anna-Maria-Hotels-Feelin-Salty-Pool-Beach-House.h114530175.Hotel-Information) Anna Maria 10/10 Exceptional (4) "Great pool and short walk to bay and beach!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric S. CA $219 CA $969 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Anna-Maria-Hotels-Feelin-Salty-Pool-Beach-House.h114530175.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/fd0b5dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/406e8f84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/53fdb072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/ffc0d99e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Cottage with Covered Balconies and Private Pool [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-With-Covered-Balconies-And-Private-Pool.h73527715.Hotel-Information) Anna Maria 9.6/10 Exceptional (41) "Amazing cottage with plenty of amenities and a fantastic location. Just a few minutes walk to the beach, shopping and restaurants. Check-in and check-out were a breeze. The only hiccup was issues with parking. Often the single reserved space below was taken by restaurant clients." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) C. S. CA $331 CA $1,229 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-With-Covered-Balconies-And-Private-Pool.h73527715.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/106000000/105180000/105177400/105177342/37713c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105180000/105177400/105177342/8bfd572a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105180000/105177400/105177342/b0330ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105180000/105177400/105177342/f31cca49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Breeze! Direct walk to beach access! [](https://www.expedia.ca/Bradenton-Beach-Hotels-Island-Breeze-Direct-To-Beach-Access.h105177342.Hotel-Information) Bradenton Beach 10/10 Exceptional (2) "Such a beautiful place. I would definitely recommend staying here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle s. CA $248 CA $913 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Island-Breeze-Direct-To-Beach-Access.h105177342.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527755/c109b70e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527755/f8e3bce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis, offices](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527755/81f978c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis, offices](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527755/96e74f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Home with Private Pool, Oversized Front Porch, and Poolside Dining! [](https://www.expedia.ca/Anna-Maria-Hotels-Island-Home-With-Private-Pool.h73527755.Hotel-Information) Anna Maria 9.8/10 Exceptional (62) "Everything is just perfect,I love all about this house, ♥️♥️♥️" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine CA $376 CA $1,275 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Anna-Maria-Hotels-Island-Home-With-Private-Pool.h73527755.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/97000000/96710000/96704900/96704873/206929ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96710000/96704900/96704873/f60ed74f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96710000/96704900/96704873/f49c3727.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96710000/96704900/96704873/aea7eaed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Bliss! Walk to beach! short stays [](https://www.expedia.ca/Bradenton-Beach-Hotels-Beach-Bliss-Walk-To-Beach.h96704873.Hotel-Information) Bradenton Beach 9.8/10 Exceptional (6) "We had a wonderful stay! The home was clean, comfortable, and exactly as described. Great location and well-stocked with everything we needed. Communication with the host was easy and responsive. Would definitely stay here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kareen L. CA $376 CA $1,431 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Beach-Bliss-Walk-To-Beach.h96704873.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/115000000/114590000/114581400/114581370/4e24b282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114590000/114581400/114581370/db775c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114590000/114581400/114581370/a45a006e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114590000/114581400/114581370/ee2f55cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shore Thing Beach House w/Pool, Spa & Games [](https://www.expedia.ca/Bradenton-Beach-Hotels-Beach-House-WPool.h114581370.Hotel-Information) Bradenton Beach 9.4/10 Exceptional (9) "Great property for entire family! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Helen R. CA $312 CA $1,292 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Beach-House-WPool.h114581370.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/97000000/96970000/96960200/96960105/c46793fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96970000/96960200/96960105/f89fe7da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96970000/96960200/96960105/2d33baaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/97000000/96970000/96960200/96960105/fe9d6c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canal front with Dock and Pool -Honeywood House [](https://www.expedia.ca/Anna-Maria-Hotels-Canal-Front-With-Dock-And-Pool-Honeywood-House.h96960105.Hotel-Information) Anna Maria 8.6/10 Excellent (16) "We enjoyed this house for a family vacation. I liked having all king beds, except for the trundle bed which the grandkids loved sleeping in. Kitchen had everything we needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Piper M. CA $391 CA $1,401 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Anna-Maria-Hotels-Canal-Front-With-Dock-And-Pool-Honeywood-House.h96960105.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=2026-01-12&endDate=2026-01-13®ionId=553248622847118534&adults=2&property_amenities_group_explore=indoor_pool&sort=RECOMMENDED&openPlayBack=true) ## Top Anna Maria Island Hotel Reviews ## Explore a world of travel with Expedia - Lodging - More ways to book - [Adults Only Resorts & in Anna Maria ](https://www.expedia.ca/Anna-Maria-Hotels-Adults-Only-Resorts.0-0-d74028-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Anna Maria ](https://www.expedia.ca/Anna-Maria-Hotels-All-Inclusive-Hotel.0-0-d74028-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Anna Maria ](https://www.expedia.ca/Anna-Maria-Hotels-Beach-Hotel.0-0-d74028-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Anna Maria ](https://www.expedia.ca/Anna-Maria-Hotels-Boutique-Hotel.0-0-d74028-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Anna Maria ](https://www.expedia.ca/Anna-Maria-Hotels-Cheap-Hotels.0-0-d74028-tCheapHotels.Travel-Guide-Filter-Hotels) - 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