Title: Book the Best Key West CASINO Hotels & Resorts in 2026 | Expedia.ca [Key West Travel Guide](https://expedia.ca/Key-West.dx1187)[Hotels in Key West](https://expedia.ca/Key-West-Hotels.d1187.Travel-Guide-Hotels)[Vacation Rentals in Key West](https://expedia.ca/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)[Flights to Key West](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)[Key West Car Rentals](https://expedia.ca/Car-Rentals-In-Key-West.d1187.Car-Rental-Guide)[Key West Vacation Packages](https://expedia.ca/Key-West.d1187.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/1187/a7c3fad3-5f12-4d91-8996-ed0e1b61b0a3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Casino Hotels in Key West, FL from CA $372 - ![](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 Key West Casino Hotels Tonight [Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-12-27&endDate=2025-12-28&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-12-28&endDate=2025-12-29&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Key West ![Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/3158543b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/c082f6dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/6abe86ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Ocean View (Spacious | King)](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/cba0d59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Laureate Key West [](https://www.expedia.ca/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information) New Town 9.0/10 Wonderful (1003) "Nice place to stay!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Baohua CA $354 CA $437 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information) ![4 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/28a1790c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/99dc8f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/b166f8e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parrot Key Hotel & Villas [](https://www.expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) Northside Resort 9.0/10 Wonderful (1217) "Great location - nice pools - excellent staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary CA $260 CA $372 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Basic Quadruple Room](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/070a211a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/eb10500d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/77f11bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![NYAH Private Balcony Room 6 Single Beds | Balcony view](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/a350e3cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NYAH Key West - Adults Only [](https://www.expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information) Key West Historic District 8.0/10 Very good (1001) "Property was a good value and convenient to area restaurants/bars" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lesley CA $291 CA $389 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/5674b96a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player, iPod dock](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/cd5c3e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/1b01f6b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Vacation Club at Beach House, Key West [](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) Key West 9.4/10 Exceptional (1002) "The room was clean and property was so nice and relaxing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen CA $557 CA $688 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) ![2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/dcdeb665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/4a54e511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/44728c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Flamingo Resort Key West [](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) New Town 8.0/10 Very good (1803) "the staff was so welcoming and nice, it was a perfect place to stay in Key West!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Alicia CA $319 CA $435 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![2 outdoor pools, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/1fec5fac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![49-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/4777ebf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/948eecb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Perry Hotel & Marina Key West [](https://www.expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) Stock Island 9.4/10 Exceptional (1174) "great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael CA $366 CA $495 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/07ffbf0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/285b9eac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Vacation Club at Windward Pointe, Key West [](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) Key West 9.6/10 Exceptional (1001) "Clean rooms, great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shalaka CA $568 CA $701 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/60000/57700/57655/70e7ac88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/60000/57700/57655/e134e561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Room (Not Pet Friendly)](https://images.trvl-media.com/lodging/1000000/60000/57700/57655/eec788b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/60000/57700/57655/3282ab83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Palms Hotel [](https://www.expedia.ca/Key-West-Hotels-The-Palms-Hotel.h57655.Hotel-Information) Old Town Key West 8.8/10 Excellent (1002) "Enjoy the stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin CA $340 CA $413 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Key-West-Hotels-The-Palms-Hotel.h57655.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/4075e8ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/33185fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Ocean View | Living area](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/25853873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Ocean View](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/380fd034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Key West FL [](https://www.expedia.ca/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information) Key West 9.0/10 Wonderful (1292) "Wonderful stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsey CA $429 CA $483 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information) ![Outdoor pool, open 7:00 AM to 10:00 PM, free cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/7b2c8a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/ea081b7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/1fd9af1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool views, serves lunch, dinner, and happy hour](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/de35f803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn and Suites by Marriott Key West [](https://www.expedia.ca/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.Hotel-Information) New Town 7.8/10 Good (1179) "Good rooms and nice breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arun CA $301 CA $377 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.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=2026-01-10&endDate=2026-01-11®ionId=1187&adults=2&amenities=CASINO&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Key West ### Discover top Key West attractions Key West may not boast the traditional casino scene found in larger cities, but it offers a vibrant atmosphere and unique experiences that can satisfy your gaming cravings. Begin your adventure with a visit to the historic Duval Street, where you can find lively bars and lounges that often feature poker nights and casual gaming events. Next, head to the Key West Poker Run, an exhilarating event where participants collect poker cards while cruising through the beautiful Florida Keys, blending excitement with stunning scenery. For a touch of luck, the nearby Big Pine Key offers a range of local establishments where you can try your hand at various games of chance. Explore the rich history of the island by visiting the Ernest Hemingway Home and Museum, an engaging experience that balances culture with your adventurous spirit. After a day of exploration, unwind at one of the elegant hotels along the waterfront, such as the Sunset Key Cottages, providing luxurious amenities and attentive service, making you feel pampered and well taken care of. This area not only offers breathtaking sunset views but also easy access to the nightlife that encapsulates the fun-loving essence of Key West. ## Top Key West Hotel Reviews ## Frequently asked questions ### Searching for casino hotels in Key West? ### How many hotels that are good for gaming will I find in Key West? ### When should I take my casino trip to Key West? ### What is there to do in Key West? ### What are my transportation options for my casino getaway to Key West? ## Explore a world of travel with Expedia - Lodging - Packages - More ways to book - [Cheap Hotels in Bahia Honda Key ](https://www.expedia.ca/Bahia-Honda-Key-Hotels-Cheap-Hotels.0-0-d553248635083902001-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bahia Honda Key ](https://www.expedia.ca/Bahia-Honda-Key-Hotels-Luxury-Hotel.0-0-d553248635083902001-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Downtown Key West ](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Adults-Only-Resorts.0-n553248635976470405-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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