Top Rated Activities & Tours in Osceola County
Osceola County Vacation Rentals, Hotels, & Places to Stay
About Osceola County Vacation Rentals
There are more than 45634 places to stay that are available in Osceola County. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Osceola County.
Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Varoom's places in Osceola County, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Osceola County. Places to stay near Osceola County are 1732.04 ft² on average, with prices averaging US $394 a night.
Varoom helps you discover places to stay and suggests things to do to create great travel memories in Osceola County. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Top Rental Accommodation Types in Osceola County
| Type | Count |
|---|---|
| Vacation Homes | 28387 |
| Villas | 7201 |
| Holiday Apartments | 4029 |
| Cottages | 428 |
Use these Quick Filters to Find a Vacation Rental in Osceola County
★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Osceola County today.
Weather in Osceola County, FL
View the weather forecast for Osceola County before booking your Osceola County Vacation Rentals to confirm your best time to go.
Top Attractions Around Osceola County, FL
Varoom offers a large selection of top attractions around Osceola County . Research things to do on your vacation before you visit Osceola County.
Other Places to Stay in Osceola County, FL
Complexes around Osceola County, FL
Frequently Asked Questions About Osceola County?
What are the top vacation rentals in Osceola County?
We have scoured the web to find you options in Osceola County. If you plan on staying near or in the Osceola County area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the Top Places to Stay in Osceola County:
- Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
- 4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee off Us192
- Water View - Pool & Spa - 3.5 miles to Disney - BBQ
- Windsor Poolside Escape with Stunning Pool View-Perfect for Families!
- Amazing villa close to Disney with 5* Reviews
- Quiet, Clean, Disney-3.5 miles, Well kept home! Free Pool/spa Heat!
- Conservation View - Hot Tub - Free Pool Heat - Very Private
- Our DisneyDreamVilla - minutes to DisneyWorld!
- BEAUTIFUL LAKEVIEW TOWNHOME, 5 MILES TO DISNEY. FULLY EQUIPED
- Close to Disney! NO Extra Fees! Gated! Clean & Comfy! Family Friendly!
How many vacation rentals have private pools in Osceola County?
We have found 21561 places to stay that feature a private swimming pool in or near Osceola County. Some of the best places to stay that feature or have access to a swimming pool are:
- Upstay Family Resort Mansion- Pool, Games, Theater
- Brand New Charming Home 9 Miles to Disney
- Jasmine 4 Bedrooms
- Upstay: Resort-Style 12BR Villa—Bella Vida Resort
Which vacation homes in Osceola County are best for families?
If you are looking for a place to stay that is family-friendly in Osceola County, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Osceola County:
- Summer Bay Resort, 2 bdrm, sleeps 6, Minutes from Disney Kissimmee/Clermont
- Spring Break Awaits Disney Close Pool Slides Fun
- Lakeview Home w/Private Pool & Free Water Park!
How many Varoom vacation rentals are available in Osceola County?
Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2026 is over 45634 in the Osceola County area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Osceola County.
