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Vacation rental houses in Kissimmee

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.

5✯Tranquil ,relax in Jet Tub,LG Suite W/ King bed,
SUPERHOST
Private room · 2 guests · 1 bed · 1 private bath

5✯Tranquil ,relax in Jet Tub,LG Suite W/ King bed,Welcome to our 5 bedroom home This room is a private large luxurious suite with a King Bed with a great pool view.You can relax by the pool or in the jet tub in your room. You will also have a large walk in shower. You won't need much we have most of the things you need right down to your toiletries. I have other rooms for rent, check with me for availability. Due to the coronavirus, we’re taking extra steps to clean and sanitize frequently touched surfaces between reservations.

Private, Mediterranean retreat close to Disney!
SUPERHOST
Private room · 2 guests · 1 bed · 1 private bath

Private, Mediterranean retreat close to Disney!Quiet, peaceful room, nestled into a safe, rental neighborhood close to all the parks and so many other fun things do to as well plus tons of restaurants and shopping , a new water park, the Margaritaville Resort w/comedy shows cocktails, music Etc helicopter rides, kayaking, iconic internation drive in Orlando. exit to Disney is literally 3.5 mi. down the road. You will find yourself extremely comfortable here. No demands, no expectations, no nothing!! smoking is allowed Outdoors only

Wisdom  Room B
Private room · 2 guests · 2 beds · 1 shared bath

Wisdom Room BWelcome to Wisdom, room B, Dear guest thank you for staying with us in our home in Kissimmee, Florida, resort area. We will do our best to meet your needs for a pleasant stay. For your convenience we provide standard items to all bedrooms . A small refrigerator, Bath towels, wash towels, bed linen and comforter, four pillows. Bathroom is shared. Parking allowed in front of the house by the City.

Vacation rentals for every style

Get the amount of space that is right for you

  • Houses
  • Townhouses
  • Villas

Popular house amenities in Kissimmee

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

Townhouses in Kissimmee

SUPERHOST
  1. Private room
  2. Kissimmee
Resort living in golf course community
$35 per night
SUPERHOST
  1. Private room
  2. Kissimmee
QUIET AND CLEAN BEDROOM NEAR DISNEY AND PARKS!!
$30 per night
SUPERHOST
  1. Private room
  2. Kissimmee
Luxury Master bedroom King w/ private bathroom.
$27 per night
SUPERHOST
  1. Private room
  2. Kissimmee
Private 1 bed/1bath
$34 per night
SUPERHOST
  1. Private room
  2. Kissimmee
Cozy Suite at Compass Bay Resort
$36 per night
  1. Private room
  2. Kissimmee
80-Paradise 10 min Disney Queen private bath
$31 per night
  1. Private room
  2. Kissimmee
COZY AND COMFORTABLE PRIVATE BEDROOM IN KISSIMMEE
$30 per night
SUPERHOST
  1. Private room
  2. Osceola County
Suíte 1 King - Private Bathroom Resort Lucaya
$33 per night
SUPERHOST
  1. Private room
  2. Orlando
Clean, confortable and Sophisticated place
$40 per night
SUPERHOST
  1. Private room
  2. Kissimmee
♕ King Suite 1. Close to Everything
$37 per night
SUPERHOST
  1. Entire townhouse
  2. Clermont
Superb 3 bed townhome, dip pool, Disney 10 miles!
$115 per night
  1. Entire townhouse
  2. Kissimmee
★ One Step To Disney ★ Luxury Townhome
$85 per night

Pet-friendly houses

SUPERHOST
  1. Entire house
  2. Championsgate
5🌟Clean Rated-Movie/Game Room, 3780 SF,❤️12p Dining
$199 per night
SUPERHOST
  1. Entire house
  2. Clermont
New Vacation Home Near All Parks Disney + Pool
$115 per night
  1. Private room
  2. Orlando
Relax and refresh
$45 per night
  1. Entire house
  2. Kissimmee
6 bedroom pet friendly home near Disney. Sleeps 15
$125 per night
SUPERHOST
  1. Entire house
  2. Kissimmee
Margaritaville Beach House, super clean
$125 per night
SUPERHOST
  1. Entire house
  2. Orlando
Downtown Orlando COTTAGE all to yourself
$45 per night
SUPERHOST
  1. Private room
  2. Kissimmee
🌟Private room with shared bathroom🌟#2
$15 per night
  1. Entire house
  2. Kissimmee
MAISON MIMI
$110 per night
  1. Entire house
  2. Davenport
Large Home /Private pool/Close To Disney /Amazing
$135 per night
SUPERHOST
  1. Entire house
  2. Kissimmee
Exquisite Destination Villas
$120 per night
  1. Private room
  2. Davenport
Private bedroom with bathroom near Disney area
$40 per night
  1. Shared room
  2. Kissimmee
Habitación compartida 2 personas 2 camas dobles
$19 per night

Houses with pools

SUPERHOST
  1. Entire house
  2. Kissimmee
South Facing Pool Home! 5 Miles from Disney
$139 per night
SUPERHOST
  1. Private room
  2. Orlando
Your Orlando home away from home
$57 per night
SUPERHOST
  1. Entire house
  2. Kissimmee
Disney Dream Vacation Villa, lake views, Sleeps 8.
$110 per night
SUPERHOST
  1. Private room
  2. Kissimmee
Harry Potter Room - 15 minutes Disney
$26 per night
SUPERHOST
  1. Private room
  2. Davenport
Queen-Size, Personal Bath, Quiet & Comfortable
$31 per night
  1. Private room
  2. Kissimmee
Habitación Disney...!
$32 per night
SUPERHOST
  1. Private room
  2. Belle Isle
Private Room/bath(a)-Pool/spa
$39 per night
SUPERHOST
  1. Private room
  2. Davenport
Florida getaway minutes from Orlando attractions
$27 per night
SUPERHOST
  1. Entire house
  2. Davenport
Superb 3 bed pool home, games room,Disney 8 miles!
$120 per night
SUPERHOST
  1. Private room
  2. Four Corners
Spacious - Master Suite
$35 per night
SUPERHOST
  1. Entire house
  2. Kissimmee
TP #6 (Near Disney)
$89 per night
SUPERHOST
  1. Private room
  2. Kissimmee
Minimalistic Canopy Room near Disney with a Pool
$33 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.

Getting There

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.

Weather

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.

Don't Miss

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