Kissimmee houses

We found 23,776 houses — enter your dates for availability

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

Frequently asked questions

Are there any vacation home rentals in Kissimmee?
Choose one of our 23,776 vacation home rentals in Kissimmee and you’ll have the perfect base for your next great adventure. Historic Downtown Kissimmee, Mill Run and Magic Landings are some of the city’s most sought-after areas.
How much does it cost to stay in a vacation rental house in Kissimmee?
Whether you’re seeking an affordable getaway or a luxurious retreat, we offer a variety of vacation home rentals in Kissimmee to choose from. Use our filters to compare prices and find the best place for you and your crew.
When is the best time to rent a vacation house in Kissimmee?
The ideal time is whenever you can slip away from your everyday routine and enjoy the weather you like most. For many Vrbo guests searching for a vacation home rental in Kissimmee, Orlando, that’s March. Average temperatures during this month range from 15ºC (59ºF) to 25ºC (77ºF).
Where can I rent a Kissimmee vacation house with great views?
Whether it’s the sea, a river or the bright lights of the city, a vacation home rental is always better with a view. No matter where you want to base yourself in Kissimmee, we’ll help you find a house with picture-perfect outlooks. Simply click on the “Popular” button at the top of the page, then select the filters that’ll refine your search.
Does Kissimmee have any weekend house rentals?
You’ll discover some terrific houses that are available for weekend rental. Simply key in your travel dates and get ready for a fun-packed few days away. If you can’t find the perfect vacation home rental in Kissimmee straight away, just alter your dates and search again.
Are there any pet-friendly house rentals in Kissimmee?
With 220 pet-friendly vacation home rentals in Kissimmee, you can enjoy your next big trip with your furry friend by your side. On top of comfy beds for everyone, lots of houses also come with features like doggie bowls and free treats. See what’s available by selecting the “Pets allowed” filter.
What are the top things to do in Kissimmee?
Get your Kissimmee getaway off to a terrific start by visiting top-rated sights like Disney’s Animal Kingdom® Theme Park, Orange County Convention Center and Epcot®. Stay in a Vrbo vacation home rental with the family and then explore this destination’s wonders together.
Why should I book my vacation rental house with Vrbo?
When you opt for a Vrbo vacation home rental, the only people you’ll share your space with are whoever you bring with you. It will only be you, the family and the whole place to yourselves. Our flexible cancellation policies also mean you can book your rental house with peace of mind should your plans change.