Osceola County vacation rentals

We found 33,561 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
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Select from 19271 houses, 2019 apartments, and other vacation rentals to find the perfect place for your stay in Osceola County. Whether you’re staying in a vacation home with your kids or with friends, you'll have the amenities you expect and more, such as air conditioning and a TV. Whatever you're looking for, you'll find a rental to meet everyone's needs, including accessible or non-smoking choices.

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Book a vacation rental for your Osceola County getaway

Experience the unique character of Osceola County with a stay in a vacation home rental. You'll find plenty to explore during your stay in the area. Walt Disney World® Resort and Old Town are just a couple of the must-sees. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Osceola County

Do you want to discover attractions to see while you're in town? Venture out of your vacation home and experience everything that makes Osceola County a fun place to get away. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Epcot® (10.2 mi / 16.4 km)
  • Disney's Hollywood Studios® (10.3 mi / 16.6 km)
  • Disney's Animal Kingdom® Theme Park (12.1 mi / 19.5 km)
  • Universal Orlando Resort (13 mi / 21 km)
  • Universal Studios Florida (13.4 mi / 21.6 km)
  • Walt Disney World® Resort (13.6 mi / 21.9 km)

Exploring the natural features in Osceola County

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Osceola County is a great place to spend some time outside. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Kissimmee Lakefront Park (0.2 mi / 0.3 km)
  • Osceola Heritage Park (2.4 mi / 3.9 km)
  • Lake Tohopekaliga (6.1 mi / 9.9 km)
  • Lake Bryan (7.5 mi / 12.1 km)
  • Austin-Tindall Regional Park (8.3 mi / 13.4 km)
  • Bill Frederick Park (15.1 mi / 24.3 km)

Transportation to and around Osceola County

Fly into Kissimmee, FL (ISM-Kissimmee Gateway), the closest airport, located 1.8 mi (2.9 km) from the city center.

If you'd rather travel by train, the main station serving the city is Kissimmee Station. Walk to nearby metro transportation at Tupperware Station or Poinciana Station and easily see more of the city.

Frequently asked questions

What is the best area to stay in Osceola County when booking a vacation rental?

Among the more in-demand neighborhoods to find an Osceola County vacation home is Poinciana. When you book your vacation rental with Vrbo, you'll have the entire place to yourselves. That means you won't have to share it with anyone apart from your people.

What is the most popular type of vacation rental accommodation in Osceola County?

The most in-demand types of vacation rentals in Osceola County are houses. Hoping for something different? Vrbo has many options to match our guests' needs, so you'll see vacation properties in all shapes and sizes. The ideal home away from home is waiting for you — discover yours today.

How much does it cost to rent a vacation rental in Osceola County?

The average price for a vacation home in Osceola County is determined by a number of factors, such as length of stay, season and property type. Whether you'd like a sprawling villa with lots of bedrooms or a cozy cottage for you and your other half, just add your dates of travel to discover stays with great value.

How much does it cost to rent a beach house in Osceola County?

The average price for a vacation home close to the beach in Osceola County will depend on when you're going and the style and size of property you're searching for. You can find prices quickly and easily on Vrbo by entering your destination and travel dates. Then use our filter tool to choose the number of bedrooms and amenities that you prefer, like WiFi, air conditioning and a hot tub.

What are popular rental amenities in Osceola County?

When it comes to rental amenities that people are searching for in Osceola County, a microwave oven, a fridge and off-street parking options rank highest. With Vrbo vacation homes, you'll find options to match your style and taste, whether you're vacationing with your partner, your family or even pets.

Are there large group vacation rentals in Osceola County?

Osceola County has 7,124 vacation properties that can fit 10 or more guests. These properties come with the privacy and space you need to enjoy good times with your nearest and dearest.

What are the top attractions for families in Osceola County?

Keep the kids entertained at these fantastic family-friendly attractions in Osceola County:

  • Alligator Lake
  • Royal St. Cloud Links
  • Lake Tohopekaliga

Can I find two-bedroom vacation rentals in Osceola County?

Choose from 1,357 two-bedroom properties in Osceola County. Put your little ones in the second room or maybe fill it with a couple of your besties. There's ample space for whoever's fortunate enough to be joining your journey.

Are there vacation rentals with WiFi in Osceola County?

Choose from 5,340 vacation rentals with WiFi in Osceola County. If you want to disconnect from daily life during your break, but still want to be connected to the internet, these properties are for you. Narrow your search by applying the WiFi filter on Vrbo.

How old do you have to be to rent a vacation rental in Osceola County?

It's advisable to check with the Osceola County vacation home you want on Vrbo as the age limit varies. However, it's normally 16, 18 or 21.

How long can I rent a vacation rental in Osceola County for?

The length of time you can book a vacation rental in Osceola County is down to the property. Just enter your preferred dates to look at a list of options offering extended stays. With tons of amenities such as laundries and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to find a perfect place to call your home away from home in Osceola County.

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