Title: Book the Best Anna Maria Island CASINO Hotels & Resorts 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 Casino Hotels in Anna Maria Island, FL from CA $913 - ![](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 Casino Hotels Tonight [Dec 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-12-29&endDate=2025-12-30&adults=2&amenities=CASINO&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=CASINO&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=CASINO&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=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Anna Maria Island hotels with a casino ![Beach nearby](https://images.trvl-media.com/lodging/106000000/105180000/105177400/105177342/37713c6a.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) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105180000/105177400/105177342/0923d7b3.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) ### 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) ![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) ![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) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96710000/96704900/96704873/f60ed74f.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95060000/95050500/95050438/6901b9df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95060000/95050500/95050438/d9c74c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/96000000/95060000/95050500/95050438/684d9426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95060000/95050500/95050438/d06efe2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salty Starfish! Seasonal Specials! New Pool & spa! [](https://www.expedia.ca/Bradenton-Beach-Hotels-Last-Minute-Summer-Getaway-2-Blocks-To-Beach.h95050438.Hotel-Information) Bradenton Beach 9.6/10 Exceptional (11) "It was great, very spacious and great location to to the water" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marc B. CA $376 CA $1,297 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Last-Minute-Summer-Getaway-2-Blocks-To-Beach.h95050438.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/629c9237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/70569935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/b7f558bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/fb1cd245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DEC., JAN. SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog [](https://www.expedia.ca/Anna-Maria-Hotels-DEC.h33500504.Hotel-Information) Anna Maria 9.6/10 Exceptional (192) "Beautiful beachfront home with view of the Skyway Bridge; perfect location and space! Sandy beach, family-friendly. We loved our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maggie V. CA $422 CA $1,046 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Anna-Maria-Hotels-DEC.h33500504.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84540000/84530300/84530258/c450cd56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84540000/84530300/84530258/5a0053f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84540000/84530300/84530258/0d53bbe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/85000000/84540000/84530300/84530258/5a81dd53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hawaiian Punch -3 Blocks to Beach, Pool, Dock on Canal, Dog Friendly by Anna Maria Life [](https://www.expedia.ca/Anna-Maria-Hotels-Hawaiian-Punch-3-Blocks-To-Beach.h84530258.Hotel-Information) Anna Maria 9.8/10 Exceptional (45) "Really great location! Love the fenced in backyard with little ones running around. Only suggestion would be to provide guests with a few more of the necessities such as garbage bags and toilet paper." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole A. CA $2,049 CA $3,693 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Anna-Maria-Hotels-Hawaiian-Punch-3-Blocks-To-Beach.h84530258.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/23000000/22130000/22129200/22129198/f5e5a99f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22130000/22129200/22129198/6f374e9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/23000000/22130000/22129200/22129198/1bc978ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/23000000/22130000/22129200/22129198/0f9eec4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2nd House from the Beach with No Roads to Cross [](https://www.expedia.ca/Anna-Maria-Hotels-2nd-House-From-The-Beach-With-No-Roads-To-Cross.h22129198.Hotel-Information) Anna Maria 10/10 Exceptional (171) "Great location - perfect beach getaway!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet B. CA $630 CA $1,122 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Anna-Maria-Hotels-2nd-House-From-The-Beach-With-No-Roads-To-Cross.h22129198.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115020000/115014000/115013985/3c53aaf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/116000000/115020000/115014000/115013985/d7d60d33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/116000000/115020000/115014000/115013985/4ef375eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/116000000/115020000/115014000/115013985/b64a28f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castaway Cove - Short stays! AMI gem! [](https://www.expedia.ca/Anna-Maria-Hotels-Castaway-Cove-New-To-Rental-Market-AMI-Gem.h115013985.Hotel-Information) Anna Maria CA $338 CA $1,262 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Anna-Maria-Hotels-Castaway-Cove-New-To-Rental-Market-AMI-Gem.h115013985.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/22000000/21710000/21709700/21709690/fc5c24d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/22000000/21710000/21709700/21709690/89c47d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21710000/21709700/21709690/7a09bc4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21710000/21709700/21709690/4b7dc0d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Do you love the beach? [](https://www.expedia.ca/Anna-Maria-Hotels-Memories-Are-Made-In-Flip-Flops.h21709690.Hotel-Information) Anna Maria 10/10 Exceptional (151) "Nice place. Clean. Accessible. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) J R. CA $673 CA $1,187 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Anna-Maria-Hotels-Memories-Are-Made-In-Flip-Flops.h21709690.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100890000/100886800/100886783/8c7acbac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/101000000/100890000/100886800/100886783/w1348h900x2y0-5403bb55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100890000/100886800/100886783/c463ef45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/101000000/100890000/100886800/100886783/f30e39a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### View from the top! Walk to the beach! Short stays [](https://www.expedia.ca/Bradenton-Beach-Hotels-Short-Stays-Available-View-From-The-Top.h100886783.Hotel-Information) Bradenton Beach 10/10 Exceptional (11) "The property is beautiful and the location is great. We had a great time. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barry R. CA $827 CA $2,445 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Short-Stays-Available-View-From-The-Top.h100886783.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/120000000/119300000/119299800/119299718/fcff8003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119300000/119299800/119299718/a6692ffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/120000000/119300000/119299800/119299718/157b84b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119300000/119299800/119299718/d678717a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### January Special: Golf cart included when arriving between Jan 5th-31st 2026 [](https://www.expedia.ca/Anna-Maria-Hotels-COMING-SOON-159-Crescent-Dr.h119299718.Hotel-Information) Anna Maria CA $1,078 CA $2,560 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Anna-Maria-Hotels-COMING-SOON-159-Crescent-Dr.h119299718.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&amenities=CASINO&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Anna Maria Island ### Discover top Anna Maria Island attractions While Anna Maria Island is renowned for its stunning beaches and quaint charm, it does not feature any casinos directly on the island. However, for travellers with an affinity for gaming, nearby areas such as Sarasota offer a variety of casino experiences. The Sarasota area is home to the popular Sarasota Kennel Club, where you can enjoy live greyhound racing alongside exciting poker games. Additionally, the Seminole Casino in Tampa is just a short drive away, a vast array of slot machines and table games. For a more relaxed gaming atmosphere, consider visiting local bars that host bingo nights or trivia games, making for a fun evening with family. After your gaming adventures, retreat to the serene beaches of Anna Maria Island, where you can stay in luxury beachfront hotels like the Waterline Marina Resort & Beach Club, which offers upscale amenities and stunning sunset views. Here, you can unwind in style, ensuring that your travel experience is both exhilarating and rejuvenating. ## 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) - [Family Hotels in Anna Maria ](https://www.expedia.ca/Anna-Maria-Hotels-Family-Hotel.0-0-d74028-tFamilyHotel.Travel-Guide-Filter-Hotels) - 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