0+ Beds for 1+ Guests
Price  $10 - $1000+

Kissimmee Vacation Rentals and Short Term Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews. Compare Kissimmee vacation homes and short term rentals from 14 rental sites including HomeAway, FlipKey, TripAdvisor and more, ranging from $27 to $1,120 a night. 
Showing 3,481 personalized results
    $143 / night
    Vacation rentals
    Vacation rentals
    2 bed / 2 bath
    Kissimmee, FL
    $120 / night
    Vero Beach Villa in Terra Verde Resort
    Vero Beach Villa in Terra Verde Resort
    4 bed / 3 bath
    Kissimmee, FL
    $150 / night
    Grand Opening! Charming Villa - 6 Miles to Disney
    Grand Opening! Charming Villa - 6 Miles to Disney
    4 bed / 3 bath
    Kissimmee, FL
    $105 / night
    SPECIAL- Budget 3bd  $ 105 Off Season & $ 110 Peak
    SPECIAL- Budget 3bd $ 105 Off Season & $ 110 Peak
    3 bed / 2 bath
    Campbell, FL
    $120 / night
    Minutes from Disney 3BD/2BA home with Pool- WB20
    Minutes from Disney 3BD/2BA home with Pool- WB20
    3 bed / 2 bath
    Kissimmee, FL
    $95 / night
    SPECIAL -  Budget 3bd  $95.00 a night all yr round
    SPECIAL - Budget 3bd $95.00 a night all yr round
    3 bed / 1 bath
    Campbell, FL

    Information about Kissimmee

    About Kissimmee

    Kissimmee is Central Florida's all access point. Just south of Orlando, Kissimmee is within reach of all the great Florida amusement parks like Disney World, Universal Studios and its Harry Potter park. It even holds many fun attractions of its own, so be sure not to just drive away to your park destination without checking it out first.

    Things to Do in Kissimmee

    Of course, Disney World, Universal Studios and the Wizarding World of Harry Potter are the hot places to be around Kissimmee, but did you know that Old Town in Kissimmee has fun of its own? Old Town hosts a car show on the weekend and has plenty carnival rides including a Ferris wheel. And that's besides the shopping and restaurant opportunities. Silver Spurs Arena holds exciting concerts and rodeos. Sick of the amusement park scene? Lake Tohopekaliga, called Lake Toho, has great bass fishing. For more adventure, go zip lining, fly in a hot air balloon or take a ride in an airboat to see alligators. See? Kissimmee has all sorts of activities up its sleeve.

    Kissimmee Accomodations

    Tripping's Kissimmee vacation rentals are all over the map; find a house on Lake Toho or downtown. From any Kissimmee rental you have access to all the great Florida attraction parks you want to visit. An Orlando rental might put you in the heart of the action, but for crowding's sake, you are better off staying in charming Kissimmee.

    Vacation Rentals In Kissimmee

    Looking for a vacation rental in Kissimmee? Tripping.com has 3,313 rental homes available in Kissimmee. Potential renters will find 78 studios, 73 1-bedroom, 179 2-bedroom and 2,983 rentals with 3 or more bedrooms ranging from $27 a night to $1,120 a night. Many of these properties are instantly bookable.

    The average price of a nightly rental in Kissimmee is $108 while the average price of a weekly rental is $632. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Kissimmee home is $1,111.

    Search properties from 14 rental sites in Kissimmee where the top providers in that area are HomeAway, FlipKey, and TripAdvisor. There are 1,436 HomeAway rentals, 486 FlipKey short term rentals and 380 TripAdvisor vacation rentals.

    Wondering if you can bring your favorite dog or cat with you? We have 308 pet friendly vacation rentals available for you. In addition to accommodating pets, Kissimmee rentals offer a variety of amenities. In particular, 2,481 rentals have internet and wifi, 2,690 have TV and/or cable and 2,559 have a pool or hot tub.