Osceola Vacation Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Osceola

Secluded St Charles Cabin w/ Gas Grill + Fire Pit!

2.0 star property
Secluded St Charles Cabin w/ Gas Grill + Fire Pit!

Charming Winterset Vacation Rental w/ Yard & Patio

3.0 star property
10.0 out of 10, Exceptional, (1)
"We stayed here on a trip for the Knoxville Nationals. Went to the John Wayne Museum, seen the bridges. The house is a nice house, met many locals at the pharmacy-resturaunt in the square downtown, very friendly, ate at several other local spots, all good service and food. The area is quiet and the house in great shape, clean, had plenty of towels and comfortable beds. Would definitely recommend if you need a place in this area. "
Charming Winterset Vacation Rental w/ Yard & Patio
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.
Don't see what you're looking for?
See all available properties in Osceola
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Osceola you may be interested in

Lakeside Hotel Casino

3.0 star property
7.8 out of 10, Good, (1007)
"It was very convenient. My kids, and grandkids, and great grandkids and we all had our Christmas together. We had a wonderful time. It was convenient and all came and celebratedcame for our Christmas. Had a wonderfultime andit worked really well."
The price is P4,049
P5,353 total
includes taxes & fees
Jan 22 - Jan 23, 2025
Lakeside Hotel Casino

AmericInn by Wyndham Osceola

2.5 star property
8.8 out of 10, Excellent, (501)
"Pleasantly surprised with the cleanliness and convenience. "
The price is P6,399
P7,166 total
includes taxes & fees
Jan 10 - Jan 11, 2025
AmericInn by Wyndham Osceola

Super 8 by Wyndham Osceola IA

2.0 star property
7.6 out of 10, Good, (208)
"It was a place to stay for work. Comfortable bed. "
The price is P4,411
P4,940 total
includes taxes & fees
Dec 24 - Dec 25
Super 8 by Wyndham Osceola IA
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.

Frequently asked questions

Can I find vacation rentals in Osceola?

Yes, there are vacation rentals near popular attractions in Osceola, or you can select a more remote option if you're looking for a relaxing stay. Visitors to Osceola speak positively about the lakeside and restaurants in this destination. Make sure you have time to check out the casinos and golf courses during your trip.

What’s there to see and do in Osceola?

While you're exploring the area, East Lake County Park and Little River Recreation Area are a couple of picturesque spots to get outside and enjoy nature. While here, Lakeside Casino and Osceola Country Club are other places worth a visit.

What are vacation rentals like in Osceola?

Vacation rentals are privately owned accommodations you can book for a few days or a quick weekend in Osceola. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.