Discover a selection of more than 10,000 vacation rentals in Osceola County, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $113 per night, and houses and condos are popular options for a stay in Osceola County. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Osceola County
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How many vacation rentals are available around Osceola County, US?

Our 2020 property listings offer a large selection of 26,605 vacation rentals around Osceola County. From 21,447 house rentals to 3,916 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

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

There are many lovely places to stay for a holiday trip or just for a weekend in Osceola County. From Vrbo travelers, the top most popular destinations to visit are:

  • Kissimmee: 25,141 vacation rentals
  • Historic Downtown Kissimmee: 265 vacation rentals
  • Lake Berkley: 896 vacation rentals
  • Cumbrian Lakes: 151 vacation rentals
  • Lindfields: 2,524 vacation rentals

And Vrbo offers you the chance to discover many other popular destinations in Osceola County! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Osceola County?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Osceola County:

  • Kissimmee: 25,141 rentals
  • Four Corners: 18,529 rentals
  • Celebration: 25,957 rentals
  • St. Cloud: 2,117 rentals
  • Poinciana: 24,329 rentals

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

Can I find easy-access vacation rentals when traveling by plane to Osceola County?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Osceola County are:

  • Kissimmee, FL (ISM-Kissimmee Gateway): 26,982 vacation rentals
  • Orlando, FL (MCO-Orlando Intl.): 9,898 vacation rentals
  • Titusville, FL (TIX-Space Coast Regional): 987 vacation rentals

For other airports, please use our search bar to access the selection of vacation rentals available.

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

Vrbo offers a large selection of rentals near lovely places in Osceola County. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Reunion Resort Golf Course: 26,795 rentals
  • Kissimmee Lakefront Park: 24,031 rentals
  • Remington Golf Club: 28 rentals
  • Old Town: 27,018 rentals
  • ESPN Wide World of Sports: 21,580 rentals

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

Explore destinations around Osceola County

Kissimmee
25,141 vacation rentals
Four Corners
18,529 vacation rentals
Celebration
25,957 vacation rentals
St. Cloud
2,117 vacation rentals
Poinciana
24,329 vacation rentals
Kenansville
45 vacation rentals
Orlando
26,324 vacation rentals
Reunion
7,194 vacation rentals
Cocoa Beach
1,202 vacation rentals
Davenport
25,404 vacation rentals
Vero Beach
891 vacation rentals
Lake Buena Vista
25,884 vacation rentals
Melbourne
1,175 vacation rentals
Lake Placid
101 vacation rentals
Cape Canaveral
985 vacation rentals
Sebring
159 vacation rentals
Satellite Beach
888 vacation rentals
Fort Pierce
1,353 vacation rentals
Clermont
19,599 vacation rentals
Lakeland
195 vacation rentals