Kissimmee houses

Choose one of our 24,654 holiday 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.

Whether you’re seeking an affordable getaway or a luxurious retreat, we offer a variety of holiday home rentals in Kissimmee to choose from. Use our filters to compare prices and find the best place for you and your crew.

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 holiday home rental in Kissimmee, Orlando, that’s March. Average temperatures during this month range from 15ºC (59ºF) to 25ºC (77ºF).

Whether it’s the sea, a river or the bright lights of the city, a holiday 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.

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 holiday home rental in Kissimmee straight away, just alter your dates and search again.

With 220 pet-friendly holiday 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.

Get your Kissimmee getaway off to a terrific start by visiting top-rated sights like Disney’s Animal Kingdom® Theme Park, Orange County Convention Centre and Epcot®. Stay in a Vrbo holiday home rental with the family and then explore this destination’s wonders together.

Excellent customer support from the moment you book until after your trip is among several reasons to choose us for your holiday home rental. We also offer properties that go beyond the traditional hotel room — think houses in spectacular locations, whether that’s by the beach or high in the mountains. Plus, with our One Key™ rewards programme, you’ll be able to collect and use OneKeyCash™* on eligible bookings with Vrbo. And with flexible cancellation policies and benefits like cancellation protection, we offer peace of mind. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.