Kissimmee vacation rentals

We found 35,091 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals near Kissimmee, FL (ISM-Kissimmee Gateway) that can be your home away from home. Whether you're traveling with a group or just with your pet, vacation homes have the best amenities for hanging out with the people that matter most, which might include WiFi and a washer and dryer, You'll be able to choose a rental for everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • 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, yards and more
  • More for less
    More space, more privacy, more amenities — more value

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