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

Our top choices for Kissimmee hotels with a casino

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

Chic & Stylish Apt | Near Disney & Universal

Kissimmee
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 SAR 368
SAR 874 total
includes taxes & fees
18 Dec - 19 Dec
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Private kitchen
Poolside Retreat at Reunion Resort Steps from the Water & Minutes to Disney

Poolside Retreat at Reunion Resort Steps from the Water & Minutes to Disney

2.0 star property
Reunion
Poolside Retreat at Reunion Resort Steps from the Water & Minutes to Disney
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 SAR 267
SAR 757 total
includes taxes & fees
10 Dec - 11 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 SAR 372
SAR 816 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 SAR 267
SAR 761 total
includes taxes & fees
14 Dec - 15 Dec
SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763
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 SAR 301
SAR 807 total
includes taxes & fees
10 Dec - 11 Dec
SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769
Fridge, microwave, oven, stovetop
Spacious 4BR Family Home w/ Pool, BBQ & Outdoor Lounge – Great Location!

Spacious 4BR Family Home w/ Pool, BBQ & Outdoor Lounge – Great Location!

2.0 star property
Crescent Lakes
Spacious 4BR Family Home w/ Pool, BBQ & Outdoor Lounge – Great Location!
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 SAR 355
SAR 1,173 total
includes taxes & fees
11 Dec - 12 Dec
Affordable Family House Minutes from the Parks!
A heated pool
7601/03 Side-by-Side Villas 15BR 14BA Pools+Games

7601/03 Side-by-Side Villas 15BR 14BA Pools+Games

Kissimmee
7601/03 Side-by-Side Villas 15BR 14BA Pools+Games
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

Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

10/10 Excellent
"lo maximo 100% recomendado"
nellys 3-night trip
Posted 3 days ago
Gaylord Palms Resort & Convention Center
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Great!"
Kassi 3-night trip
Posted 7 days ago
Hilton Vacation Club Mystic Dunes Orlando

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.