Find Kissimmee Casino Hotels from S$167

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Top Casino Hotels in Kissimmee

Silver Lake Resort
3.5 star property
8.4 out of 10, Very good, (1342)
"The staff took time to respond but overall, good experience "
Silver Lake Resort
Hilton Vacation Club Mystic Dunes Orlando
9.0 out of 10, Wonderful, (3380)
"This property has a super friendly and helpful staff. The amenities include mini golf, pickle ball courts, tennis courts, basketball courts, shuffle board, walking paths, and multiple pools all included with the price. There is a professional golf course on site for an additional nominal fee. The resort is close to Disney with shuttle service provided"
The price is S$167
includes taxes & fees
22 Dec - 23 Dec
Hilton Vacation Club Mystic Dunes Orlando
Gaylord Palms Resort & Convention Center
4.0 star property
8.8 out of 10, Excellent, (1040)
"The property is excellent but the staffs are not heplful."
The price is S$576
includes taxes & fees
1 Dec - 2 Dec
Gaylord Palms Resort & Convention Center
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.
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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 such as Walt Disney World® Resort and Disney’s Animal Kingdom® Theme Park.
What's the best accommodation option for some casino gaming in Kissimmee?
Palazzo Lakeside Hotel is a hotel featuring free breakfast and free WiFi, and it’s a top choice near the casinos. Another good option to be near the gaming is Maingate Lakeside Resort.
How many hotels that are good for gaming can I expect to find in Kissimmee?
Win big at one of Expedia’s 32295 hotels in Kissimmee.
When should I take my casino trip to Kissimmee?
You might spend a lot of your holiday 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 temperature of 27°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Kissimmee are August, July, September and June, with each month seeing an average of 196 mm of rainfall.
What is there to do in Kissimmee?
You can head to Old Town, 192 Flea Market or Lanier’s Historic Downtown Marketplace to shop for the perfect souvenir. Kissimmee is known for its festivals and entertainment venues, and you can visit cultural spots such as Medieval Times, Capone’s Dinner Show 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 nearest airport, which is Kissimmee, FL (ISM-Kissimmee Gateway), 1.8 mi (2.9 km) from the city centre. Metro stations nearby include Tupperware Station and Poinciana Station. To see more of the larger area, hop on a train at Kissimmee Station.