Where to stay around Osceola County?

Our 2018 property listings offer a large selection of 21,938 vacation rentals near Osceola County. From 8,399 Houses to 6,303 Villas, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Osceola County for a holiday or a weekend are on HomeAway.

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 HomeAway travelers, the most popular destinations to visit are:

  • Kissimmee: 34,229 vacation rentals
  • Windsor Hills Resort: 1,549 vacation rentals
  • Reunion Resort: 1,422 vacation rentals
  • Emerald Island Resort: 924 vacation rentals
  • Celebration: 35,481 vacation rentals

And HomeAway 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: 34,229 rentals
  • Celebration: 35,481 rentals
  • Reunion: 33,398 rentals
  • Four Corners: 34,192 rentals
  • St Cloud: 3,678 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 Gateway Airport (ISM): 36,467 vacation rentals
  • Orlando International Airport (MCO): 11,833 vacation rentals
  • Lake Buena Vista Stolport (DWS): 36,432 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?

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

  • Kissimmee Lakefront Park: 36,436 rentals
  • Reunion Resort Golf Course: 36,341 rentals
  • Orange Lake Golf: 36,383 rentals
  • Celebration Golf Club: 36,430 rentals
  • Gaylord Palms Resort & Convention Center: 36,479 rentals

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

The Friendly City of Holopaw Awaits You

The lake and surrounding scenery provide a peaceful ambiance to your vacation home in Holopaw. This welcoming and relaxing city entices travelers with its cafés and boating. The area has so much to see including Harmony Golf Preserve, Lake Lizzie Nature Preserve and Alligator Lake. Why not consider a vacation rental for your family holiday, romantic stay or friends trip? Many rentals offer more space along with kitchens and Internet access.