Kissimmee Hotel Guide - Casino Hotels in Kissimmee, Orlando

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Kissimmee Casino Hotels

This weekend
Next weekend

Our top choices for Kissimmee hotels with a casino

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 reviews)
"We extremely enjoyed our stay! Nice, quite, and perfect for our small family"
United States
David
The price is €208
includes taxes & fees
30 Apr - 1 May
SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769

Spacious 2-Bedroom House 5 Star Near Disney Mill Creek Resort 2748

Spacious 2-Bedroom House 5 Star Near Disney Mill Creek Resort 2748
Kissimmee
9.6 out of 10, Exceptional, (18 reviews)
"The place was in a great community. We felt very safe and right at home. Very well maintained with so many things to do on property. Great communication from the property owner. You can’t go wrong booking a stay here! We will definitely be back!"
United States
Emily D.
The price is €200
includes taxes & fees
7 May - 8 May
Spacious 2-Bedroom House 5 Star Near Disney Mill Creek Resort 2748

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 €198
includes taxes & fees
3 May - 4 May
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!

SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2772 W

SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2772 W
Kissimmee
9.6 out of 10, Exceptional, (15 reviews)
"Great host and cottage thank you so much"
United States
Elizabeth M.
The price is €208
includes taxes & fees
2 May - 3 May
SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2772 W

Chic & Stylish Apt | Near Disney & Universal

Chic & Stylish Apt | Near Disney & Universal
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"The host was welcoming and responsive to our requests. It was a great little home for a week with very quick access to the parks and the bonus kitchen to prepare our own food. Clean, good beds, great shower. (If you are sensitive to noise- steps/movement from floor above, or interstate traffic, be aware that both are present.) Excellent value option given proximity to parks. "
Canada
Leigh W.
The price is €192
includes taxes & fees
30 May - 31 May
Chic & Stylish Apt | Near Disney & Universal

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
6.0 out of 10, (2 reviews)
"Al great."
United States
Mike
The price is €200
includes taxes & fees
30 Apr - 1 May
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 2752

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2752
Kissimmee
9.6 out of 10, Exceptional, (5 reviews)
"Good stsy"
Canada
Kim V.
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2752

2 Miles to Disney - 20 sec Walk to Clubhouse - Private Pool - Free Water Park

2 Miles to Disney - 20 sec Walk to Clubhouse - Private Pool - Free Water Park
Windsor Hills
9.6 out of 10, Exceptional, (217 reviews)
"The kids loved the pool and hot tub area. "
Canada
Denise B.
The price is €342
includes taxes & fees
4 May - 5 May
2 Miles to Disney - 20 sec Walk to Clubhouse - Private Pool - Free Water Park

New! Seven Eagles Hideaway at Reunion Resort

New! Seven Eagles Hideaway at Reunion Resort
Reunion
The price is €324
includes taxes & fees
17 May - 18 May
New! Seven Eagles Hideaway at Reunion Resort

4701 Lakeview Pool Home off Hwy 192

4701 Lakeview Pool Home off Hwy 192
Lake Berkley
The price is €410
includes taxes & fees
4 May - 5 May
4701 Lakeview Pool Home off Hwy 192
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.

Find out more about Kissimmee

Discover top Kissimmee attractions

Kissimmee, Florida, is a vibrant hub for those who enjoy the thrills of casinos alongside family-friendly activities. Just a short drive away, the bustling Orlando area hosts the famed Universal CityWalk, where you can experience a lively atmosphere filled with entertainment, dining, and nightlife—perfect for unwinding after a day of gaming. For those who seek a touch of luxury, the nearby resorts often have their own gaming lounges or host shuttle services to larger casinos, making it easy to indulge without straying far from your family. Explore the lush landscapes of Lake Tohopekaliga, where you can enjoy fishing or airboat rides, adding a touch of adventure to your stay. If you’re up for some retail therapy, the Orlando International Premium Outlets are nearby, offering great deals on designer brands, ensuring that your trip is both exciting and rewarding. For a truly immersive experience, consider staying in the Kissimmee area, where hotels offer convenient access to these attractions, often featuring lavish amenities like pools, spas, and attentive service that cater to your every need—perfect for families wanting to unwind after a day of exploration. With an array of dining options nearby, from casual eateries to fine dining, you’ll find that every moment spent in Kissimmee is one of luxury and enjoyment.

Top Kissimmee Hotel Reviews

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 27611 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, Osceola County Welcome Center and History Museum and Capone's Dinner Show. 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.

Explore a world of travel with Expedia