A pathway through a park with Spanish moss hanging from trees and a body of water in the background.

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Check availability on Kissimmee Casino Hotels

Tonight
8 Sep - 9 Sep
Tomorrow
9 Sep - 10 Sep
This weekend
11 Sep - 13 Sep
Next weekend
18 Sep - 20 Sep

Top Kissimmee Hotel Reviews

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Love everything about the property"
Wanda 7-night trip
Posted 4 hours ago
Hilton Vacation Club Mystic Dunes Orlando
Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

10/10 Excellent
"Excellente"
Jorge 2-night trip
Posted 9 hours ago
Gaylord Palms Resort & Convention Center

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.
How many hotels that are good for gaming can I expect to find in Kissimmee?
Win big at one of Expedia's 27669 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 Osceola Square Mall 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, Kissimmee Air Museum and Osceola County Welcome Center and History Museum. 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.

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