43359+ Rental Villas and Private Getaways in Kissimmee |
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Kissimmee Villa Rentals

About Kissimmee Vacation Rentals

There are more than 43359 incredible getaway rentals that are available in Kissimmee. 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 Kissimmee.

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 Kissimmee, 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 Kissimmee. Places to stay near Kissimmee are 1738.68 ft² on average, with prices averaging US $382 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Kissimmee. 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 Kissimmee

Type Count
Vacation Homes 27479
Villas 6628
Holiday Apartments 3905
Cottages 389
Others 25
Ski Chalet Rentals 22
B&B 12
Cabin Rentals 8
Unique Vacation Rentals 5
Unique Vacation Rentals 2

Use these Quick Filters to Find a Vacation Rental in Kissimmee

★ 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 Kissimmee with BedroomVillas.

Weather in Kissimmee, FL

View the weather forecast for Kissimmee before booking your Kissimmee Vacation Rentals to confirm your best time to go.

December - February
High 79°F       Low 53°F
March - May
High 91°F       Low 57°F
June - August
High 92°F       Low 71°F
September - November
High 90°F       Low 60°F

Stay Near Kissimmee's Top Attractions

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


Old Town
Osceola Heritage Park
Silver Spurs Arena
Kissimmee Lakefront Park
Mystic Dunes Golf Club
Medieval Times
Fun Spot America
Reunion Resort Golf Course
Lake Tohopekaliga
Give Kids the World Village
192 Flea Market
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
Kissimmee Go-Karts

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


Disney's Maingate West 24,117 Properties
Four Corners 23,025 Properties
West Kissimmee 20,432 Properties
Historic Downtown Kissimmee 10,264 Properties
Reunion 2,537 Properties
Windsor Hills 1,928 Properties
Disney's Maingate East 1,477 Properties
Windsor Palms 1,127 Properties
Bellavida 319 Properties
Lake Berkley 182 Properties
Buena Ventura Lakes 153 Properties
Cumbrian Lakes 141 Properties

Complexes around Kissimmee, FL


Kissimmee 314 Properties
Disney 36 Properties
Orlandos Sunshine Orlando 95 Properties
Corners 48 Properties
Paradise Townhome 26 Properties
Emerald Island Resort 46 Properties
Umco Clermont 30 Properties
Garden 34 Properties
Kissimmee 32 Properties
Solara Resort 14 Properties
Bella Vida Resort 9 Properties
Villa Bbq Grill 15 Properties
Paradox Circle 14 Properties
Indian Creek 5 Properties
Seasons 13 Properties
See More Complexes

Frequently Asked Questions About Kissimmee?

What are the top hotels or resorts in Kissimmee?

We provide an array of great vacation destinations in Kissimmee. If you are looking to stay in or around the Kissimmee 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 Kissimmee:

How many vacation rentals have private pools in Kissimmee?

We have 20524 luxury villas and vacation rentals featuriung a private pool in and near Kissimmee. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Kissimmee is best for families?

Searching for a family-friendly getaway in Kissimmee? 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 Kissimmee?

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 43359 in the Kissimmee 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 Kissimmee. 

Nearby Neighborhood (16) 
Neighborhood Property Count
West Kissimmee Rental Villas and Private Getaways in Orlando, Florida 20432
Historic Downtown Kissimmee Rental Villas and Private Getaways in Orlando, Florida 10264
Windsor Hills Rental Villas and Private Getaways in Orlando, Florida 1928
Bay Lake Rental Villas and Private Getaways in Orlando, Florida 1224
Windsor Palms Rental Villas and Private Getaways in Orlando, Florida 1127
Bellavida Rental Villas and Private Getaways in Orlando, Florida 319
Lake Berkley Rental Villas and Private Getaways in Orlando, Florida 182
Orange Lake Rental Villas and Private Getaways in Orlando, Florida 129
Crescent Lakes Rental Villas and Private Getaways in Orlando, Florida 112
Crystal Cove Rental Villas and Private Getaways in Orlando, Florida 102
Crestwynd Bay Rental Villas and Private Getaways in Orlando, Florida 74
Indian Point Rental Villas and Private Getaways in Orlando, Florida 68
Trafalgar Village Rental Villas and Private Getaways in Orlando, Florida 67
Calabria Rental Villas and Private Getaways in Orlando, Florida 62
Mill Run Rental Villas and Private Getaways in Orlando, Florida 26
Windward Cay Rental Villas and Private Getaways in Orlando, Florida 24

People Also Ask

There are 418 hotels in Kissimmee 664 resorts, and 38020 rentals

Recently Booked Hotels, Resorts, or Rentals in Kissimmee