Title: Book the Best Kissimmee CASINO Hotels & Resorts in 2025 | Expedia.ca [Kissimmee Travel Guide](https://expedia.ca/Kissimmee.dx7927)[Hotels in Kissimmee](https://expedia.ca/Kissimmee-Hotels.d7927.Travel-Guide-Hotels)[Vacation Rentals in Kissimmee](https://expedia.ca/Kissimmee-Vacation-Rentals.d7927.Travel-Guide-VacationRentals)[Flights to Kissimmee](https://expedia.ca/Cheap-Flights-To-Kissimmee.d7927.Travel-Guide-Flights)[Things to do in Kissimmee](https://expedia.ca/Things-To-Do-In-Kissimmee.d7927.Travel-Guide-Activities)[Kissimmee Car Rentals](https://expedia.ca/Car-Rentals-In-Kissimmee.d7927.Car-Rental-Guide)[Kissimmee Vacation Packages](https://expedia.ca/Kissimmee.d7927.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/553000/553963-kissimmee.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Casino Hotels in Kissimmee, FL from CA $284 ![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 Kissimmee Casino Hotels Tonight [Oct 8 - Oct 9](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-10-08&endDate=2025-10-09&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-10-09&endDate=2025-10-10&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kissimmee Casino Hotels ![Property grounds](https://images.trvl-media.com/lodging/101000000/100880000/100879100/100879081/ff451eaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100880000/100879100/100879081/74b2ab14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100880000/100879100/100879081/c0c31ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/101000000/100880000/100879100/100879081/2e15d032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2767 Kissimmee 9.4/10 Exceptional (27) "We only stayed two nights, and was quite busy, but the neighborhood was so adorable and the location was great! Love all the activities that were offered! Would definitely come back!" CA $112 CA $304 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-1-BEDROOM-WITH-LOFT-DISNEY-AREA-VACATION-RENTAL-AWARD-WINNING-MILL-CREEK-RESORT.h100879081.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/101000000/100470000/100463800/100463789/9f065b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100470000/100463800/100463789/3cdad547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100470000/100463800/100463789/428a2712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100470000/100463800/100463789/b6e53e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763 Kissimmee 9.8/10 Exceptional (6) "Cozy and perfect for what we needed. Great location." CA $112 CA $304 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-2-BEDROOM-DISNEY-AREA-VACATION-RENTAL-IN-AWARD-WINNING-MILL-CREEK-RESORT.h100463789.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/101000000/100890000/100880500/100880482/c1c5a336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sport court](https://images.trvl-media.com/lodging/101000000/100890000/100880500/100880482/c26fd60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100890000/100880500/100880482/78f5bdf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100890000/100880500/100880482/9dabe4f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377 Kissimmee CA $99 CA $284 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Orlando-Hotels-1-BEDROOM-DISNEY-AREA-VACATION-RENTAL-IN-AWARD-WINNING-MILL-CREEK-RESORT.h100880482.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/110000000/109920000/109917500/109917441/f9ab812e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109920000/109917500/109917441/891e0f52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109920000/109917500/109917441/cf74ec85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball](https://images.trvl-media.com/lodging/110000000/109920000/109917500/109917441/6866cf08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney Universal Family Villa Resort with Elevator, Pool and many amenities! Kissimmee CA $137 CA $327 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Orlando-Hotels-Disney-Universal-Family-Villa-Resort-With-Elevator.h109917441.Hotel-Information) ![Game room](https://images.trvl-media.com/lodging/100000000/99720000/99711400/99711337/c8830453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99720000/99711400/99711337/9691cbb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/100000000/99720000/99711400/99711337/cbcaf15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99720000/99711400/99711337/d5c0d8e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 2-Bedroom House 5 Star Near Disney Mill Creek Resort 2748 Kissimmee 9.8/10 Exceptional (13) "The place was clean and we even extended our stay one extra day because it was in a convenient location " CA $112 CA $304 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-DISNEY-AREA-RESORT-2-BEDROOM-VACATION-RENTAL-AWARD-WINNING-MILL-CREEK-RESORT.h99711337.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100470000/100462700/100462682/c55d3a6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100470000/100462700/100462682/4f3d4b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, table tennis](https://images.trvl-media.com/lodging/101000000/100470000/100462700/100462682/887878d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100470000/100462700/100462682/e880dbab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2764 Kissimmee 10/10 Exceptional (3) "Our stay was perfect! Clean unit and cozy. We were in town for a Volleyball tournament and just needed a place for me and my daughter. Would definitely stay here again if we have to come back next year." CA $112 CA $303 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Orlando-Hotels-1-BEDROOM-DISNEY-AREA-VACATION-RENTAL-IN-AWARD-WINNING-MILL-CREEK-RESORT.h100462682.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23550000/23546900/23546897/8a91fea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23550000/23546900/23546897/4445a435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/24000000/23550000/23546900/23546897/3a6df35c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23550000/23546900/23546897/7feb5dd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1061 Lake Berkley 4 Bed with Pool kissimmee 8.8/10 Excellent (3) "Lisa was excellent very professional, knowledgeable, Friendly and excellent has communication. I let her know it was a last minute rental because our previous rental was a last minute cancellation and we were desperate looking for a vacation home and Lisa came through for us she made sure the house was available and ready for our stay. The house had everything we needed kitchen equiped with everything pool very clean, clean towels very cozy big and comfy also you have everything close by for all... CA $195 CA $642 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Orlando-Hotels-1061-Lake-Berkley-4-Bed-With-PoolSpa.h23546897.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104010000/104002800/104002730/a23e422a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104010000/104002800/104002730/a13c4638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/105000000/104010000/104002800/104002730/de124124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/105000000/104010000/104002800/104002730/30278c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2772 W Kissimmee 9.6/10 Exceptional (15) "This is a cute little home. We truly enjoyed our stay. The recreation room and pool were a fun extra. " CA $112 CA $304 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-2-BEDROOM-DISNEY-AREA-VACATION-RENTAL-IN-AWARD-WINNING-MILL-CREEK-RESORT.h104002730.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90910000/90908500/90908481/18fa1a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/91000000/90910000/90908500/90908481/d8192368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/91000000/90910000/90908500/90908481/d1e938f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90910000/90908500/90908481/09f189c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise Found: Luxurious 5-Bedroom / 3 Bath Retreat with Pool in Emerald Island Kissimmee 9.0/10 Wonderful (7) "We stayed a month and absolutely loved Emerald island resort! Our home was just right and the pool and hot tub were the best! The owner was outstanding with his excellent prompt responses and communication! Everything you could want is nearby, shopping, groceries and dining, and of course Disney! We would definitely stay again!" CA $226 CA $644 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Orlando-Hotels-Amazing-5-BD-HOUSE-With-POOL.h90908481.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/96000000/95710000/95706300/95706273/w1280h848x0y56-1d0fe10a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95710000/95706300/95706273/w1280h853x0y54-3f446e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/96000000/95710000/95706300/95706273/d63669ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95710000/95706300/95706273/w1280h848x0y56-ad9a370e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney\*9BR Resort, w/ Pool\*Cinema\*Game room\*Fun! Kissimmee 8.0/10 Very good (5) "Great property. Communication was superior. Would recommend. Cost/value was spot on. " CA $247 CA $1,054 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Orlando-Hotels-Disney-Lux-Villa-PoolGame-RoomCinemaresorts.h95706273.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=2025-10-22&endDate=2025-10-23®ionId=7927&adults=2&amenities=CASINO&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Kissimmee ### Discover top Kissimmee attractions Kissimmee, Florida, offers a vibrant mix of attractions and experiences that will entice casino enthusiasts seeking an exciting getaway. Start your adventure at the nearby Orlando area, where you can explore the renowned Universal CityWalk, featuring lively nightlife and themed dining options, perfect for unwinding after a day of gaming. For those looking to indulge in a bit of luck, head over to the Seminole Hard Rock Hotel & Casino in nearby Tampa, just a short drive away, where you can try your hand at a variety of table games and slot machines in a luxurious setting. While in Kissimmee, make sure to visit the Old Town entertainment district, which hosts weekly car shows and offers unique boutiques, ensuring a fun-filled experience for the whole family. Spend some time at the Kissimmee Lakefront Park, where you can enjoy stunning views and perhaps catch a live music event, blending relaxation with entertainment. For accommodation, consider staying at hotels in the Lake Buena Vista area, where you can find properties that cater specifically to families, providing convenient access to both the attractions of Kissimmee and the vibrant casino scene in Tampa. These hotels often feature family-friendly amenities, ensuring that both kids and adults are pampered during your stay. ## Top Kissimmee Hotel Reviews ![Hilton Vacation Club Mystic Dunes Orlando](//images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "Family friendly " [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Gaylord Palms Resort & Convention Center](//images.trvl-media.com/lodging/1000000/810000/807800/807800/25f2d8a1_y.jpg) ### Gaylord Palms Resort & Convention Center 10/10 Excellent "Nice weekend getaway with the family. Enjoyed the day at the pool and walked around the resort. Only complaint was that the surfing attraction and kiddie playground were under renovation during the time of our visit. Definitely recommend to couples wanting a weekend getaway with or without the kids!" [](https://expedia.ca/Orlando-Hotels-Gaylord-Palms-Resort-Convention-Center.h807800.Hotel-Information) ## Frequently asked questions ### Searching for casino hotels in Kissimmee? > Tourists speak highly of the lively festivals, fun-filled theme parks, and local cuisine. You might want to visit top attractions like Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park. ### How many hotels that are good for gaming can I expect to find in Kissimmee? > Win big at one of Expedia's 27558 accommodations near casino gaming in Kissimmee. ### When should I take my casino trip to Kissimmee? > You might spend a lot of your vacation inside, but if you want to see more of the area, looking at local weather trends is a good idea. The hottest months are usually July and August with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Kissimmee are August, July, September, and June, with each month seeing an average of 8 inches of rainfall. ### What is there to do in Kissimmee? > You can head to Old Town, 192 Flea Market, or Osceola Square Mall to shop for the perfect souvenir. Kissimmee is known for its festivals and entertainment venues, and you can check out cultural spots such as Medieval Times, Osceola County Welcome Center and History Museum, and Osceola Performing Arts Center. For more to see and do, you can plan to visit Disney's Animal Kingdom® Theme Park and Walt Disney World® Resort. ### What are my transportation options for my casino getaway to Kissimmee? > Here are some transportation options in Kissimmee: You can fly into the closest airport, which is Kissimmee, FL (ISM-Kissimmee Gateway), 1.8 mi (2.9 km) from the city center. Local metro stations include Tupperware Station and Poinciana Station. To see more of the larger area, hop on a train at Kissimmee Station. ## Explore a world of travel with Expedia - Lodging - More ways to book - [Adults Only Resorts & in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Adults-Only-Resorts.0-0-d6048177-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Beach-Hotel.0-0-d6048177-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Boutique-Hotel.0-0-d6048177-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Business-Hotel.0-0-d6048177-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Casino-Hotel.0-0-d6048177-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Cheap-Hotels.0-0-d6048177-tCheapHotels.Travel-Guide-Filter-Hotels) - 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