Where to stay around Osceola County, US?

Our 2018 property listings offer a large selection of 23,305 vacation rentals near Osceola County. From 8,763 Houses to 6,539 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 VRBO.

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:

  • Windsor Hills Resort: 1,614 vacation rentals
  • Tupperware Center: 40,262 vacation rentals
  • Osceola Square Mall: 40,756 vacation rentals
  • Osceola County Welcome Center and History Museum: 40,843 vacation rentals
  • Kissimmee: 37,733 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: 37,733 rentals
  • Saint Cloud: 24,277 rentals
  • Four Corners: 30,106 rentals
  • Celebration: 39,386 rentals
  • Buena Ventura Lakes: 26,729 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): 40,921 vacation rentals
  • Seaplane Base (F57): 18,124 vacation rentals
  • Orlando International Airport (MCO): 14,672 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:

  • Tupperware Center: 40,262 rentals
  • Osceola Square Mall: 40,756 rentals
  • Osceola County Welcome Center and History Museum: 40,843 rentals
  • Gaylord Palms Resort & Convention Center: 24,502 rentals
  • Reunion Resort Golf Course: 40,559 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.

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.