Kissimmee resorts

We found 1,455 resorts — enter your dates for availability
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

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 32 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.
How many resorts will I find in Kissimmee?
Choose from Expedia's 32 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 Kissimmee Air Museum and Osceola County Welcome Center and History Museum, or catch the latest production at Medieval Times or Osceola Center for the Arts. 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.

More holiday ideas