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Osceola Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Osceola vacation rentals

Private kitchen
Hickory Hollow Resort

Hickory Hollow Resort

Hickory Hollow Resort
2.0 star property
Clinton
8.4 out of 10, Very Good, (13)
"Our cabin was clean, comfortable and affordable. The check-in was effortless and we had no issues with the stay. I would recommend the place to friends and family traveling through the area."
United States
Terry
The price is P5,234
P6,158 total
includes taxes & fees
Jan 30 - Jan 31, 2026
Hickory Hollow Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Osceola Hotel Reviews

Westbridge Inn and Suites

Westbridge Inn and Suites

10/10 Excellent
"Everything, it was very nice place and very clean"
Gregory 1-night trip
Posted 8 days ago
Westbridge Inn and Suites

Find out more about Osceola

Search for holiday rentals in Osceola on Expedia! You can easily find your home rentals, villas, holiday apartments in Osceola using one of the methods below:

  • View our selection of featured holiday rentals in Osceola
  • Use the map to find apartments and other holiday homes in the Osceola neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Osceola while they last

Look no further and take a look at our great range of rental properties in Osceola!

Frequently asked questions

Can I find a vacation rental in Osceola?

Yes, we give you a choice of vacation rentals in Osceola close to Osceola Cheese, or you can choose a secluded option if you'd like a relaxing place to stay.

What can I see and do in Osceola?

Harry S Truman Reservoir and Lilleys Island are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Osceola Cheese. Crowes Crossing Public Use Area and Gallinipper Creek State Wildlife Area are other places to visit while you're in town.

What are vacation rentals like in Osceola?

Vacation rentals are privately owned properties you can reserve for several days or longer in Osceola. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for families.