Kissimmee Hotel Guide - Casino Hotels in Kissimmee, Orlando

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Check availability on Kissimmee Casino Hotels

Our top choices for Kissimmee hotels with a casino

SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2767

SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2767
Kissimmee
9.4 out of 10, Exceptional, (32 reviews)
"Loved the house! Good location "
United States
Walt H.
The price is €211
includes taxes & fees
15 Jun - 16 Jun
SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2767

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 €195
includes taxes & fees
15 Jun - 16 Jun
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377

New! Seven Eagles Hideaway at Reunion Resort

New! Seven Eagles Hideaway at Reunion Resort
Reunion
The price is €342
includes taxes & fees
15 Jun - 16 Jun
New! Seven Eagles Hideaway at Reunion Resort

PerfectVacationHome5/4 Sleep12close to DisneyWorld, great forfamily gathering

PerfectVacationHome5/4 Sleep12close to DisneyWorld, great forfamily gathering
Calabria
9.8 out of 10, Exceptional, (56 reviews)
"We had a great stay. The property was very clean and beautifully decorated. The host was very nice and easy to communicate with."
United States
Pam B.
The price is €680
includes taxes & fees
21 Jun - 22 Jun
PerfectVacationHome5/4 Sleep12close to DisneyWorld, great forfamily gathering

4701 Lakeview Pool Home off Hwy 192

4701 Lakeview Pool Home off Hwy 192
Lake Berkley
The price is €421
includes taxes & fees
16 Jun - 17 Jun
4701 Lakeview Pool Home off Hwy 192

Magical Residence Resort, 5 min Disney

Magical Residence Resort, 5 min Disney
Kissimmee
10.0 out of 10, Exceptional, (37 reviews)
"House was nice. Very conveniently located close to Disney and close to a Walmart for groceries. Area was quiet. We would stay here again. "
United States
Bryce C.
The price is €394
includes taxes & fees
15 Jun - 16 Jun
Magical Residence Resort, 5 min Disney

7491 Bright & Modern Vacation Home -Private Pool

7491 Bright & Modern Vacation Home -Private Pool
Kissimmee
The price is €537
includes taxes & fees
7 Jul - 8 Jul
7491 Bright & Modern Vacation Home -Private 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 €212
includes taxes & fees
29 Jun - 30 Jun
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!

Luxury Windsor Hills Villa 5BR/5BA 5 Min to Disney Free Resort Amenities

Luxury Windsor Hills Villa 5BR/5BA 5 Min to Disney Free Resort Amenities
Windsor Hills
9.4 out of 10, Exceptional, (99 reviews)
"Recommend very good place "
United States
Furkat R.
The price is €534
includes taxes & fees
16 Jun - 17 Jun
Luxury Windsor Hills Villa 5BR/5BA 5 Min to Disney Free Resort Amenities

Resort Villa with Private Pool & Spa

Resort Villa with Private Pool & Spa
Trafalgar Village
9.0 out of 10, Wonderful, (2 reviews)
"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.
The price is €368
includes taxes & fees
15 Jun - 16 Jun
Resort Villa with Private Pool & Spa
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 26968 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 192 Flea Market, Old Town 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, Capone's Dinner Show 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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