The best rentals from the top sites, all in one place

We believe finding a vacation rental in Osceola County should be easy and not take hours of searching and scrolling. We’ve designed VacationRenter from the ground up to help travelers find the perfect rental faster and easier.

Where to stay in Osceola County

Vacation rentals in Osceola County

There are 49,806 vacation rentals near Osceola County for all manner or mood of travel, availability of time off, and size of budget. So, if you are hoping for an affordable Osceola County vacation, you can find 10% rentals under $95/night. Or if you are willing to splurge on a luxury vacation in Osceola County, there are 4,981 between $379 and $10,000/night. Whether you are sleeping by yourself or with a significant other, or are travelling with a group of 247 there are short term home and apartment rentals in Osceola County to fit your Florida vacation needs. The most popular types of short-term rental homes in Osceola County are houses, villas and apartments. Osceola County has been a frequently searched travel destination this year and continues to grow in popularity. VacationRenter offers a wide selection of vacation rental availability from leading travel sites like VRBO (Vacation Rentals By Owner), Homeaway,, and many more. Search your travel dates to find available Osceola County vacation homes for your trip.

Home-types in Osceola County

Osceola County has a variety of property types for you to consider when booking a trip. Here are the most popular property types in Osceola County:
- Beach49,806 vacation rentals
- House23,819 vacation rentals
- Villa13,157 vacation rentals
- Condo4,237 vacation rentals
- Apartment4,237 vacation rentals
- Private Room1,050 vacation rentals
- Hotel306 vacation rentals
- Resort292 vacation rentals

Points of interests in Osceola County

Osceola County has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in Osceola County:
- Machine Gun America: 54,068 vacation rentals
- Medieval Times Dinner & Tournament: 54,068 vacation rentals
- Twin Oaks Conservation Area: 54,068 vacation rentals
- Cherokee Point Conservation Area: 49,806 vacation rentals
- Osceola County: 36,610 vacation rentals
- Fun Spot America Kissimmee: 12,707 vacation rentals
- Museum of Military History: 9,164 vacation rentals
- Shingle Creek Regional Park: 9,164 vacation rentals