1. USA
  2. Missouri
  3. Osceola
  4. Holiday Homes

50+ Osceola Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Osceola

Discover more than 50 holiday rentals in Osceola. Casai holiday homes have everything you need to find a place to stay near Osceola, MO.

Whether you are looking for luxury villas in Osceola, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartments for family holidays, or stylish accommodations for a business trip, we can help you find the perfect place. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Osceola with a whole family or group, Casai holiday accommodations will make your trip memorable. We have plenty of places to stay in Osceola for families, large parties, or private owner accommodations for long or short trips. Osceola Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Osceola with Casai. Casai makes it easy to compare and book holiday rentals today.

Show more
Show less

Frequently Asked Questions About Osceola Holiday Rentals

There are a lot of options in Osceola. If you plan on staying in the Osceola area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Osceola:

There are many holiday rentals available in Osceola; however, here are a few of the most popular holiday homes listed in Osceola on our website:
At Casai.co.za most of our places to stay are perfect for families. Check out the complete list of holiday homes in Osceola to find one that works for you.
Yes, there are 50 self-catering family homes and holiday rentals in Osceola.
There are more than 50 luxury holiday homes in or near Osceola, according to 2025 data from Casai.co.za. Consider these homes for your next holiday:
Yes, there are 50 pet friendly rentals that are available in Osceola.