Book Osceola County holiday rental accommodation: short-term rental properties & homes

Select from 17892 houses, 2001 apartments and other holiday rentals to find the perfect place for your stay in Osceola County. Whether you’re staying in a holiday home with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a pool. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

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FLASH SALE! Lovely Condo Just 1 Mile From Disney w/ Resort Pool, WiFi & More

Sleeps 6 · 2 bedrooms · 2 bathrooms

14Bed Mansion For 32. JumboTron Sports Bar! LED Dark Mini Golf! Luxury Decor!

Sleeps 32 · 14 bedrooms · 11 bathrooms

Spacious Bowling Villa, Lake Views, 14 Bdr/14bath, close to Disney, Sleeps 38

Sleeps 30 · 14 bedrooms · 14+ bathrooms

Book a holiday rental for your Osceola County getaway

Learn about the unique charm of Osceola County with a stay in a holiday home rental. This city has something for everyone. Walt Disney World® Resort and Old Town are just a couple of the must-see attractions. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday 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

Are you looking for attractions to see during your stay? Venture out of your cosy holiday rental and experience everything that makes Osceola County a fun place to get away to. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Epcot® (10.2 mi / 16.4 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)
Magic Kingdom® Park (13.7 mi / 22 km)

Exploring the natural features in Osceola County

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Osceola County is a great place to get outside. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

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)

Transport 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 centre.

If you'd rather travel by train, the main station serving the city is Kissimmee Station. Walk to nearby metro transport 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 holiday home?

Among the more in-demand neighbourhoods to find an Osceola County holiday home is Poinciana. When you book your holiday home with Stayz, 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 holiday home accommodation in Osceola County?

The most in-demand types of holiday homes in Osceola County are houses. Hoping for something different? Stayz has many options to match our guests’ needs, so you’ll see holiday 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 holiday home in Osceola County?

The average price for a holiday 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 cosy 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 holiday 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 Stayz 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 home amenities in Osceola County?

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

Are there large group holiday homes in Osceola County?

Osceola County has 7 ,124 holiday 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 holiday homes 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 holiday homes with WiFi in Osceola County?

Choose from 5 ,340 holiday homes 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 Stayz.

How old do you have to be to rent a holiday home in Osceola County?

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

How long can I rent a holiday home in Osceola County for?

The length of time you can book a holiday home 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.