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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

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Frequently asked questions

What can I expect from a resort holiday in Kissimmee?
Longing for a relaxing getaway? Indulge in the comforts and luxuries of a resort, where you can find everything you need for your trip—from convenient dining options to entertainment and shopping. Choose from 523 resorts in Kissimmee and discover the right one for you, whether you picture yourself sipping drinks by a sprawling pool or hitting the golf course for an afternoon round.
What's a top resort for my stay in Kissimmee?
Kompose Boutique Resort at Theme Parks - Features 2 hot tubs, a 24-hour fitness centre and a snack bar/deli. Holiday Inn Club Vacations at Orange Lake Resort by IHG - Family-friendly resort. Has 7 outdoor pools, 8 restaurants and 2 poolside bars. Highly rated for its pool. Margaritaville Resort Orlando with H2O Waterpark - Family-friendly resort. Highly rated for its pool. Enjoy the 3 outdoor pools, 3 restaurants and 3 bars. Westgate Town Center Resort - Family-friendly resort. Amenities include 14 outdoor pools, 2 restaurants and 3 bars. Embassy Suites By Hilton Orlando Sunset Walk - Access to a 24-hour fitness centre, free self-parking and free breakfast.
How many resorts will I find in Kissimmee?
Choose from Expedia's 523 resort hotels in Kissimmee, where you can enjoy fine dining, beautiful rooms and more.
What can I do in Kissimmee?
Travellers come to Kissimmee to experience its festivals, entertainment choices and other cultural offerings. Explore the interesting exhibits at Osceola County Welcome Center and History Museum and Kissimmee Air Museum, or catch the latest production at Medieval Times or Osceola Performing Arts Center. Other top attractions you can add to your list are Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park.
What's the seasonal weather like in Kissimmee?
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's the best way to get to and around Kissimmee?
Fly into Kissimmee, FL (ISM-Kissimmee Gateway), which is located 1.8 mi (2.9 km) away. Otherwise, you can search for flights to Orlando International Airport (MCO), which is 11.4 mi (18.3 km) away. Metro stations nearby include Tupperware Station and Poinciana Station. If you want to explore the larger area, hop on a train at Kissimmee Station.