Discover a selection of more than 10,000 holiday home rentals in Osceola County, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and internet/WiFi. Prices start at AU$ 188 per night, and holiday houses and flats & apartments are popular options for a stay in Osceola County. Either way, you'll find holiday accommodation for everyone's needs.
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Top rated rentals — Osceola County
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How many holiday accommodation are available around Osceola County?

Our 2022 accommodation listings offer a large selection of 27,820 holiday rentals around Osceola County. From 19,922 holiday houses to 5,585 flats & apartments, find unique holiday homes for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

What are the most popular destinations to visit in Osceola County?

There are many lovely places to stay for a long holiday or just a weekend break in Osceola County. From Stayz travellers, the popular destinations to visit are:

  • Four Corners: 16,357 holiday rentals
  • Kissimmee: 23,873 holiday rentals
  • Windsor Hills: 2,395 holiday rentals
  • Historic Downtown Kissimmee: 232 holiday rentals
  • Venetian Bay Villages: 265 holiday rentals

Stayz offers you the possibility to discover many other popular destinations in Osceola County! Please use our search bar to access the selection of holiday rentals available in other popular destinations.

What are the main cities to discover in Osceola County?

Whether you are travelling solo or with family and friends, here are the cities in Osceola County with the largest selection of holiday rentals for a perfect city break:

  • Kissimmee: 23,873 holiday homes
  • Celebration: 25,366 holiday homes
  • St. Cloud: 2,200 holiday homes
  • Poinciana: 23,929 holiday homes
  • Kenansville: 92 holiday homes

For other cities, please use our search bar to access the selection of holiday homes available.

Near which points of interest can I spend my holidays in Osceola County?

Stayz offers a large selection of holiday homes near great places to visit in Osceola County. From Stayz travellers, the more popular points of interest to stay for a holiday trip or just for a weekend are:

  • ESPN Wide World of Sports: 20,191 holiday rentals
  • Boggy Creek Airboat Rides: 13,809 holiday rentals
  • Lakefront Park: 11,237 holiday rentals
  • Kissimmee Station: 26,670 holiday rentals
  • Kissimmee Oaks Golf Course: 26,217 holiday rentals

But there are many other points of interest around Osceola County listed on Stayz where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection of holiday homes.

Explore destinations around Osceola County

Kissimmee
23,873 holiday rentals
Celebration
25,366 holiday rentals
St. Cloud
2,200 holiday rentals
Poinciana
23,929 holiday rentals
Kenansville
92 holiday rentals