Find Casinos in Kissimmee, FL

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Kissimmee Casinos

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Kissimmee Casinos

Fridge, microwave, stovetop, dishwasher
Chic & Stylish Apt | Near Disney & Universal

Chic & Stylish Apt | Near Disney & Universal

Kissimmee
The price is AED 261
AED 640 total
includes taxes & fees
11 Dec - 12 Dec
Chic & Stylish Apt | Near Disney & Universal
Outdoor pool, a heated pool
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!

Disney Universal Family Villa Resort with Elevator, Pool and many amenities!

Kissimmee
The price is AED 360
AED 848 total
includes taxes & fees
9 Dec - 10 Dec
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Outdoor pool, a heated pool
Affordable Family House Minutes from the Parks!

Affordable Family House Minutes from the Parks!

Kissimmee
10.0 out of 10, Exceptional, (4)
"My husband and I stayed at this comfortable condo for six nights. It was clean, quiet and everything we could ask for. The owner is very easy to reach and answers you right back. I would definitely stay here again."
United States
Marcia W.
The price is AED 175
AED 916 total
includes taxes & fees
7 Dec - 8 Dec
Affordable Family House Minutes from the Parks!
Dining
SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769

SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769

Kissimmee
10.0 out of 10, Exceptional, (15)
"We extremely enjoyed our stay! Nice, quite, and perfect for our small family"
United States
David
The price is AED 294
AED 786 total
includes taxes & fees
7 Dec - 8 Dec
SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769
Fridge, microwave, oven, stovetop
Luxury 4BR Villa Near Disney – Private Pool, Themed Rooms, BBQ & a Large Patio!

Luxury 4BR Villa Near Disney – Private Pool, Themed Rooms, BBQ & a Large Patio!

2.0 star property
Crescent Lakes
Luxury 4BR Villa Near Disney – Private Pool, Themed Rooms, BBQ & a Large Patio!
Outdoor pool, a heated pool
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377

Kissimmee
The price is AED 261
AED 741 total
includes taxes & fees
6 Dec - 7 Dec
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377
Fridge, microwave, oven, stovetop
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2774

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2774

Kissimmee
The price is AED 364
AED 799 total
includes taxes & fees
31 Dec - 1 January 2026
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2774
Outdoor pool, a heated pool
SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763

SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763

Kissimmee
9.6 out of 10, Exceptional, (8)
"Great location, very good property! Cleaning the floors could use a bit more attention to detail but overall we had a nice stay."
United States
Mark S.
The price is AED 261
AED 745 total
includes taxes & fees
14 Dec - 15 Dec
SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763
A heated pool
Luxury Villa w/ Hot Tub-Grill-Private Heated Pool

Luxury Villa w/ Hot Tub-Grill-Private Heated Pool

Trafalgar Village
9.0 out of 10, Wonderful, (2)
"Overall the villa was lovely, beautifully clean inside with nice touches like mini toiletries, large tub of ground coffee, sugar, creamer, plenty of toilet rolls salt and pepper, olive oil, coffee filters oh and a kettle bonus for us Brits.The Lounge, dining and bedrooms were beautifully furnished and had everything we needed. Plenty of bath towels, although could have done with a few more pool towels so we didn’t have to put them in the dryer after each use, but a minor detail.Frank was an...
United States
Sarah B.
Luxury Villa w/ Hot Tub-Grill-Private Heated Pool
Fridge, microwave, oven, stovetop
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2764

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2764

Kissimmee
10.0 out of 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."
United States
Jonathan S.
The price is AED 261
AED 741 total
includes taxes & fees
7 Dec - 8 Dec
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2764
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

Top Kissimmee Hotel Reviews

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Great!"
Kassi 3-night trip
Posted 2 days ago
Hilton Vacation Club Mystic Dunes Orlando
Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

10/10 Excellent
"Everything was good, we enjoyed our stay. "
Cassandra 1-night trip
Posted 3 days ago
Gaylord Palms Resort & Convention Center

Explore a world of travel with Expedia

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 27844 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, 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 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.