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Vacation rental houses in Kissimmee

Book unique vacation rental houses, apartments, and more on Airbnb

Top-rated houses in Kissimmee

Guests agree: these stays are highly rated for location, cleanliness, and more.

Private Lake Front Villa w/ Pool, Near DisneyWorld
Entire house · 14 guests · 10 beds · 4.5 baths

Private Lake Front Villa w/ Pool, Near DisneyWorldThis gorgeous lake-front retreat is less than 10 miles away from Disney World and boasts 7 bedrooms + 4.5 baths to host you and your loved ones. Snuggled inside a 24-hour manned and gated community, your party can enjoy the game room, a private lanai and pool, a fully equipped kitchen, and more. Visit the nearby attractions such as Universal Studios and SeaWorld, and experience what this villa has to offer on your next family vacation! **Professionally cleaned & sanitized each time**

Complete Renovated 5Br Modern Terra Verde Resort
SUPERHOST
Entire house · 10 guests · 8 beds · 3 baths

Complete Renovated 5Br Modern Terra Verde ResortFully Renovated, Our 5 Bedroom Home 3 Bathrooms Locate Only 20 minutes from the Disney, Locate on Terra Verde Resort Gated community, Come and Enjoy your experience with your Family and Friends. Pool Heat is available for 20$/Day Jacuzzi/Spa is available for 20$/Day (must be for the whole stay) BBQ Grill is available for $40 for the whole Stay Attention We only supply Heat for Pool for the Days that you are staying, so if you are doing 3 nights you have to pay for 3 nights.

Large House | Near Disney | Private Pool | 6 beds
SUPERHOST
Entire house · 8 guests · 6 beds · 3.5 baths

Large House | Near Disney | Private Pool | 6 beds**Newly Updated**Modern, spacious and comfortable rooms welcome you as you walk into this gorgeous updated 4 bedroom, 2,800 sq. ft. house. Enjoy the open feel the corner lot offers. A perfect getaway for families and friends near Disney only 5 miles away! Relax in the sun, splash in the private pool, or chill in the game room. Located in the beautiful Veranda Palms gated community where you can enjoy the heated community pool and hot tub, water park, splash pad, and gym within a 3 minute walk!

Vacation rentals for every style

Get the amount of space that is right for you

  • Houses
  • Townhouses
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Popular house amenities in Kissimmee

  • Pool
  • Hot tub
  • Wifi
  • Air conditioning
  • Kitchen

Townhouses in Kissimmee

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QUIET AND CLEAN BEDROOM NEAR DISNEY AND PARKS!!
$31 per night
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Private 1 bed/1bath
$37 per night
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Disney World Vacation Home - The Mouse Townhouse #1
$130 per night
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  1. Private room
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Cozy Suite at Compass Bay Resort
$37 per night
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Great Bedroom close to Disney
$34 per night
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Two Bedroom Townhome near Animal Kingdom
$100 per night
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Free Waterpark! Fantasy World - Fun at BnB
$144 per night
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Cozy Bedroom with private bathroom close to Disney
$43 per night
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Fantasy World 2 BR, Luxury on Wet N Wild
$106 per night
PLUS
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Adventure Awaits—Gorgeous Townhouse Close to Disney Parks
$119 per night
PLUS
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Find a Little Magic in a Townhouse near Disney and Universal
$156 per night
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DISNEY - Private Home at Regal Oaks!
$91 per night

Pet-friendly houses

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Private 3BR Home,PrivatePool,WiFi,BBQ,GamesRm,HBO
$125 per night
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Special Prices2021-Lovely 4BR/3.5BA
$99 per night
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  2. Kissimmee
Cozy & Comfortable Home near Disney *PRIVATE POOL*
$200 per night
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Private4BRhome,PrvtPool,FencedYard,GameRM,WiFi,BBQ
$140 per night
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Entire House with Pool and jacuzzi near Disney!!!!
$199 per night
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AMAZING TOWNHOUSE close to The Theme Parks!
$102 per night
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Cool Summer at Lakeside Village 25 min from Disney
$143 per night
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NewHaven Palms and Resorts on Cumbrian Lakes
$175 per night
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Pleasure Vacation Rental
$170 per night
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Exquisite Destination Villas
$120 per night
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Compass Bay - Near Disney - 4bed
$100 per night
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Casa Feliz - Your 2nd Large Home
$173 per night

Houses with pools

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Upscale Contemporary Waterfront 3/2 Heated Pool
$199 per night
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Disney beautiful Villa private pool/tub/game room
$181 per night
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Disney Dream Vacation, Lake views Sleeps 8, Pool
$125 per night
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Charming Villa with Pool!! Just past the 7 dwarfs
$142 per night
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  2. Kissimmee
Quiet clean beautiful Disney Vacation Home Rental
$110 per night
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Beautiful, entire house 3beds close to theme parks
$120 per night
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Storey Lake 2 BR, CLOSE TO DISNEY. NO RESORT FEES!
$156 per night
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Exclusive 3Bed house - Near Disney
$80 per night
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Zen Home
$180 per night
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Spacious Home minutes from Walt Disney World!
$97 per night
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N-Magical 8 Bedroom-5Miles to Disney-Pool-Spa-Lake
$579 per night
  1. Entire house
  2. Kissimmee
4B New Home/Pool/Wifi/10Min Disney
$139 per night

All About Kissimmee

Located in the middle of central Florida, Kissimmee is perfectly positioned to give you access to the best of the region, including the world-famous theme parks and waterparks in nearby Orlando; vast, mirrored tracts of swampland; thousands of deep green lakes and springs; or some of Florida’s famous citrus groves. You can even get to popular coastal spots like Cocoa Beach and Daytona from Kissimmee in under two hours. The town exudes welcoming, small-town charm. There are no skyscrapers here, and almost 200 buildings in the downtown area are on the National Register of Historic Places. There’s plenty of outdoor recreation inside the city limits too, at Shingle Creek Regional Park, where visitors can hike and kayak.

How do I get around Kissimmee?

Orlando International Airport (MCO) is just 16 miles northeast of Kissimmee and is served by most major airlines, making it the easiest way to get here. Even closer, Kissimmee Gateway Airport (ISM) is only two miles away but doesn’t offer scheduled flights — if you’re flying in on a private or chartered jet, this is likely where you’ll land. For road-trippers from other Florida cities, Kissimmee is an easy drive: it’s four hours from Tallahassee, about three hours from both Miami and Jacksonville, and under two hours from Tampa. Visitors from Georgia, South Carolina, Alabama, and even North Carolina may also opt to make the day’s drive rather than flying in.

Rideshare options and public transportation are plentiful here, but many visitors prefer to rent a car to visit nearby theme parks or to more easily drive out into the Osceola County countryside. Find rental locations at Orlando Airport and in downtown Kissimmee.

When is the best time to book a Kissimmee vacation rental?

The weather in central Florida is nice year-round — there’s a reason it’s called the Sunshine State. Winters in Kissimmee tend to be sunny, warm, and dry, so around the holidays, Florida tends to be a popular escape for those who live in colder climates. Though temperatures hover around 70 degrees Fahrenheit from December through February, you’ll still want to pack a jacket. In the busy summer months, you can expect temperatures around 90 degrees and the kind of humidity that makes air conditioning a necessity. Keep in mind that summer and early autumn also bring hurricanes to Florida. Spring and fall can be considered the best of both worlds, with lovely weather and fewer crowds.

What are the top things to do in Kissimmee?

Old Town

Crowned with a candy-colored Ferris wheel, Kissimmee’s Old Town outdoor shopping and entertainment complex is a re-creation of a turn-of-the-century Florida town. The brickwork pedestrian streets are lined with boutiques, restaurants, amusement rides, and arcades with new and classic games, including laser tag. Be sure to catch weekly events such as the classic car parades and the outdoor Family Movie Night.

Fan Boat Swamp Tour

Shingle Creek, which runs right through the city of Kissimmee, is widely considered the headwaters of Florida’s famous Everglades. While Everglades National Park is a few hours away in South Florida, you can head to one of the lakes around Kissimmee on a fan boat tour to experience the same wetland environment, where you’ll spot water birds, deer, wild pigs, and alligators.

Hot Air Balloon Ride

Get a whole new perspective on Central Florida’s best-known attractions on a sunrise hot air balloon ride. You could float above a theme park, still quiet before it opens to the public; dip down over one of the region’s many freshwater lakes and springs; or catch whiffs of the orange trees’ perfume when they’re in bloom.

Nearby destinations