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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.

Modern 4 Bedroom House with Pool & Jacuzzi
Entire residential home · 10 guests · 5 beds · 3 baths

Modern 4 Bedroom House with Pool & JacuzziMy beautiful & cozy house is located in the gated Veranda Palms resort. This 4 bedroom and 3 bathroom house has everything you will need for a comfortable stay with your family & friends. House can accommodate up to 10 people. It has a good size POOL & JACUZZI. We are located very close to Disney, Universal studio, Sea World, other parks, premium outlets and dining. Stores like Super Target, Walmart, and Aldi are only a few minutes away.

Private room in Kissimmee
SUPERHOST
Private room · 2 guests · 1 bed · 1 private bath

Private room in KissimmeeHello welcome!! to this private room and bath in my home. The room is furnished very nice and comfortable not just that but is also very central to everything. It is located 14 miles to disney parks, 11 miles to Seaworld and 17 miles Universal. walmart super center 1.3miles,Ross, Burlington is only at 6 min away, The loop shopping center 11 min away. old town and fun spot are 17 min.You will find a variety of restaurants near you.

Exquisite Destination Villas
SUPERHOST
Entire residential home · 8 guests · 6 beds · 3 baths

Exquisite Destination VillasWelcome to my Crescent Lakes 4 bedroom vacation villa. This Home is brand new as of October 2015. With its luxurious and exquisite decors along with its prime location. You will be having fun in no time. Less than 30 min from all Major attractions.

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

SUPERHOST
  1. Entire townhouse
  2. Kissimmee
Resort Townhouse with Private HotTub near Disney
$91 per night
SUPERHOST
  1. Private room
  2. Kissimmee
QUIET AND CLEAN BEDROOM NEAR DISNEY AND PARKS!!
$30 per night
  1. Entire townhouse
  2. Kissimmee
Modern 3 bedroom townhouse with a pool
$83 per night
  1. Entire townhouse
  2. Kissimmee
Modern 4BR Condo Near Disney w/ Resort Amenities
$89 per night
  1. Entire townhouse
  2. Kissimmee
Free Waterpark! Fantasy World - Fun at BnB
$87 per night
SUPERHOST
  1. Private room
  2. Kissimmee
Star Wars Room at Compass Bay Resort
$28 per night
SUPERHOST
  1. Private room
  2. Kissimmee
CLEAN AND QUIET BEDROOM,NEAR DISNEY!
$33 per night
SUPERHOST
  1. Private room
  2. Kissimmee
nice bedroom with shared bathroom
$26 per night
SUPERHOST
  1. Entire townhouse
  2. Kissimmee
Disney townhouse w/ WIFI & Netflix
$85 per night
  1. Private room
  2. Orlando
Clean, confortable and Sophisticated place
$42 per night
PLUS
  1. Entire townhouse
  2. Kissimmee
Fantasy World, Luxury on Wet N Wild, Airbnb Plus
$88 per night
SUPERHOST
  1. Entire townhouse
  2. Kissimmee
1204 AWESOME LOCATION BRAND NEW PRIVATE POOL
$134 per night

Pet-friendly houses

  1. Entire residential home
  2. Kissimmee
Family Resort - 6BR Luxury Home - Private Pool, Home Theater, BBQ and More
$136 per night
SUPERHOST
  1. Entire residential home
  2. Kissimmee
3BR-CLEAN-Jacuzzi-HBO,WiFi,BBQ,HeatedRESORTpool
$103 per night
  1. Entire residential home
  2. Kissimmee
5BR Home - Family Luxury Resort - Private Pool and BBQ!
$120 per night
SUPERHOST
  1. Entire residential home
  2. Kissimmee
Special Prices2021-Lovely 4BR/3.5BA
$57 per night
SUPERHOST
  1. Entire residential home
  2. Kissimmee
Private 3BR PoolHome, WiFi,GameRM, AppleTV, ROKU
$135 per night
  1. Entire residential home
  2. Kissimmee
Best location villa near Disney w/ private pool
$139 per night
  1. Entire residential home
  2. Kissimmee
Beautiful 2 story house with private pool.
$121 per night
SUPERHOST
  1. Entire residential home
  2. Kissimmee
Private4BRhome,PrvtPool,FencedYard,GameRM,WiFi
$150 per night
  1. Entire residential home
  2. Kissimmee
5BR Luxury Home - Family Resort - Private Pool, BBQ, Theater!
$120 per night
SUPERHOST
  1. Entire residential home
  2. Kissimmee
Hideaway Home By The LAKE At The Storey Lake.
$229 per night
  1. Entire residential home
  2. Kissimmee
5BR Luxury Home - Family Resort - Private Pool, BBQ, Theater!
$120 per night
  1. Entire residential home
  2. Kissimmee
5BR Luxury Home - Family Resort - Private Pool, Hot Tub and BBQ!
$121 per night

Houses with pools

SUPERHOST
  1. Private room
  2. Kissimmee
#Room - Comfortable Mickey’s King bed
$35 per night
SUPERHOST
  1. Entire residential home
  2. Kissimmee
AAA-Townhome-4dorm-6bed-3bath-10adult-pool-BBQ
$132 per night
SUPERHOST
  1. Entire residential home
  2. Kissimmee
Big Disney Family Home! Private Pool&Spa 7bed
$141 per night
SUPERHOST
  1. Entire residential home
  2. Kissimmee, Osceola County
Near Disney World - Disney Springs - Private pool
$140 per night
SUPERHOST
  1. Entire residential home
  2. Kissimmee
Stylish relaxing home. 8 miles to Disney w/ pool!!
$193 per night
SUPERHOST
  1. Entire residential home
  2. Kissimmee
Modern 4 bedrooms home with pool/BBQ near Disney!
$119 per night
  1. Entire residential home
  2. Kissimmee
House Crystal Cove
$140 per night
SUPERHOST
  1. Entire residential home
  2. Kissimmee
Fantasy World Renovated 2BR, Close to Disney.
$99 per night
SUPERHOST
  1. Entire residential home
  2. Kissimmee
Family Home minutes from Disney!
$95 per night
  1. Entire residential home
  2. Kissimmee
Magical home! 15 minutes from all parks!
$70 per night
SUPERHOST
  1. Entire residential home
  2. Kissimmee
1858 - Stunning Home 6 Ensuites Close to Disney
$281 per night
SUPERHOST
  1. Entire residential home
  2. Kissimmee
4926 - Brand New Modern Home w/ Splash Pool
$116 per night

Your guide to Kissimmee

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 stay in a vacation rental in Kissimmee?

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

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