52704+ Vacation Rentals in Kissimmee |
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Kissimmee Vacation Rentals, Hotels, & Places to Stay

About Kissimmee Vacation Rentals

There are more than 52704 places to stay that are available in Kissimmee. 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 Kissimmee.

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 Kissimmee, 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 Kissimmee. Places to stay near Kissimmee are 1767.37 ft² on average, with prices averaging $376 a night.

Varoom helps you discover places to stay and suggests things to do to create great travel memories in Kissimmee. 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.

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Top Rental Accommodation Types in Kissimmee

Type Count
Vacation Homes 33044
Villas 9011
Holiday Apartments 4943
Cottages 607

Use these Quick Filters to Find a Vacation Rental in Kissimmee

★ 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 Kissimmee today.

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

Top Attractions Around Kissimmee, FL

Varoom offers a large selection of top attractions around Kissimmee . Research things to do on your vacation before you visit Kissimmee.


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

Other Places to Stay in Kissimmee, FL


Disney's Maingate West 28,071 Properties
Four Corners 26,678 Properties
West Kissimmee 23,768 Properties
Historic Downtown Kissimmee 12,001 Properties
Reunion 2,843 Properties
Windsor Hills 2,253 Properties
Disney's Maingate East 1,749 Properties
Windsor Palms 1,298 Properties
Bellavida 404 Properties
Lake Berkley 217 Properties
Buena Ventura Lakes 167 Properties
Cumbrian Lakes 161 Properties

Complexes around Kissimmee, FL


Kissimmee 317 Properties
Disney 44 Properties
Orlandos Sunshine Orlando 98 Properties
Corners 52 Properties
Emerald Island Resort 47 Properties
Paradise Townhome 20 Properties
Umco Clermont 32 Properties
Garden 34 Properties
Kissimmee 32 Properties
Solara Resort 22 Properties
Paradox Circle 20 Properties
Bella Vida Resort 10 Properties
Indian Creek 6 Properties
Villa Bbq Grill 16 Properties
Seasons 15 Properties
See More Complexes

Frequently Asked Questions About Kissimmee?

What are the top vacation rentals in Kissimmee?

We have scoured the web to find you options in Kissimmee. If you plan on staying near or in the Kissimmee 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 the Top Places to Stay in Kissimmee:

How many vacation rentals have private pools in Kissimmee?

We have found 23914 places to stay that feature a private swimming pool in or near Kissimmee. Some of the best places to stay that feature or have access to a swimming pool are:

Which vacation homes in Kissimmee are best for families?

If you are looking for a place to stay that is family-friendly in Kissimmee, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Kissimmee:

How many Varoom vacation rentals are available in Kissimmee?

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 2025 is over 52704 in the Kissimmee 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 Kissimmee. 

Nearby Neighborhood (16) 
Neighborhood Property Count
West Kissimmee Vacation Rentals in Orlando, Florida 23768
Historic Downtown Kissimmee Vacation Rentals in Orlando, Florida 12001
Windsor Hills Vacation Rentals in Orlando, Florida 2253
Bay Lake Vacation Rentals in Orlando, Florida 1430
Windsor Palms Vacation Rentals in Orlando, Florida 1298
Bellavida Vacation Rentals in Orlando, Florida 404
Lake Berkley Vacation Rentals in Orlando, Florida 217
Crescent Lakes Vacation Rentals in Orlando, Florida 136
Crystal Cove Vacation Rentals in Orlando, Florida 135
Orange Lake Vacation Rentals in Orlando, Florida 123
Trafalgar Village Vacation Rentals in Orlando, Florida 84
Indian Point Vacation Rentals in Orlando, Florida 82
Crestwynd Bay Vacation Rentals in Orlando, Florida 78
Calabria Vacation Rentals in Orlando, Florida 72
Windward Cay Vacation Rentals in Orlando, Florida 34
Country Creek Estates Vacation Rentals in Orlando, Florida 26

People Also Ask

There are 52704 Kissimmee, FL Vacation Rentals

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