47188+ Rental Villas and Private Getaways in Osceola County |
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Osceola County Villa Rentals

About Osceola County Vacation Rentals

There are more than 47188 incredible getaway rentals that are available in Osceola County. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Osceola County.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. 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 BedroomVillas in Osceola County, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Osceola County. Places to stay near Osceola County are 1770.68 ft² on average, with prices averaging GB £274 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Osceola County. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Osceola County

Type Count
Vacation Homes 29523
Villas 7973
Holiday Apartments 4273
Cottages 565
Others 26
B&B 9
Cabin Rentals 7
Unique Vacation Rentals 4
Hostels 3
Ski Chalet Rentals 3
Unique Vacation Rentals 2

Use these Quick Filters to Find a Vacation Rental in Osceola County

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Osceola County with BedroomVillas.

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.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Osceola County's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Osceola County's Research Top Attractions For Your Vacation


Old Town
ESPN Wide World of Sports
Osceola Heritage Park
Silver Spurs Arena
Kissimmee Lakefront Park
Mystic Dunes Golf Club
Medieval Times
ChampionsGate Golf Club
Fun Spot America
Reunion Resort Golf Course
Lake Tohopekaliga
Give Kids the World Village
192 Flea Market
Braves Spring Training
Osceola Performing Arts Center
Kissimmee Civic Center
Boggy Creek Airboat Rides
Capone's Dinner Show
Osceola Regional Medical Center
Austin-Tindall Regional Park
Skate Reflections
Falcon's Fire Golf Club
Celebration Golf Club
Kissimmee Go-Karts
Houston Astros Spring Training
Alligator Lake
Kissimmee Bay Country Club
Tupperware Center
Disney Wilderness Preserve
Congo River Golf

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Kissimmee 30,797 Properties
Disney's Maingate West 21,892 Properties
Four Corners 20,951 Properties
West Kissimmee 18,377 Properties
Historic Downtown Kissimmee 9,119 Properties
Reunion 2,447 Properties
Windsor Hills 1,777 Properties
Disney's Maingate East 1,277 Properties
Windsor Palms 1,044 Properties
Bellavida 292 Properties
Lake Berkley 158 Properties
Buena Ventura Lakes 129 Properties

Complexes around Osceola County, FL


Kissimmee 314 Properties
Disney 36 Properties
Orlandos Sunshine Orlando 98 Properties
Corners 48 Properties
Paradise Townhome 26 Properties
Emerald Island Resort 46 Properties
Umco Clermont 32 Properties
Garden 34 Properties
Kissimmee 32 Properties
Solara Resort 14 Properties
Bella Vida Resort 10 Properties
Indian Creek 5 Properties
Paradox Circle 14 Properties
Seasons 14 Properties
Villa Bbq Grill 13 Properties
See More Complexes

Frequently Asked Questions About Osceola County?

What are the top hotels or resorts in Osceola County?

We provide an array of great vacation destinations in Osceola County. If you are looking to stay in or around the Osceola County area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Osceola County:

How many vacation rentals have private pools in Osceola County?

We have 22216 luxury villas and vacation rentals featuriung a private pool in and near Osceola County. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Osceola County is best for families?

Searching for a family-friendly getaway in Osceola County? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Osceola County?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 47188 in the Osceola County area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Osceola County. 


People Also Ask

There are 188 hotels in Osceola County 657 resorts, and 41776 rentals

Recently Booked Hotels, Resorts, or Rentals in Osceola County