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Vacation rental houses in Kissimmee

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Top-rated houses in Kissimmee

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

Beautiful Spacious Vacation Home With PRIVATE POOL
Entire residential home · 7 guests · 3 beds · 2 baths
Beautiful Spacious Vacation Home With PRIVATE POOLWe have the perfect vacation home for You! Fully equipped 3 bedroom home with private patio and pool. Just a 23 minute drive from Disney, and Universal. The house is in a very quiet and peaceful neighborhood. Sleeps 6+ guest in 3 bedrooms. Master bedroom has a private master bath. Close to local shopping, Walmart, dining and attractions.
Private Room in Orlando/Kissimmee (King 2)
SUPERHOST
Private room · 2 guests · 1 bed · 1 private bath
Private Room in Orlando/Kissimmee (King 2)Vacation home for people touring the Orlando and Kissimmee area. This beautiful home with excellent amenities is located at Bella Vida Resort only 5 minutes away from Walmart and Wawa and 15-20 minutes from Disney! It is very close to restaurants, theme parks and the US-192. You may consider this your home away from home. Our guests are our number one priority. We treat all with the best attitude, always making sure they feel welcome.
So close to Disney you can feel the magic!
SUPERHOST
Entire residential home · 8 guests · 6 beds · 2 baths
So close to Disney you can feel the magic!Newly renovated interior and super clean! Come to The Cherry Tree Lane Cottage, just on the "Banks" of Walt Disney World! No cobblestone has been left unturned while setting up our cottage for Guests to have a jolly holiday. For the cream of the crop, tip of the top, The Cherry Tree Lane Cottage is where you'll want to stop!

Vacation rentals for every style

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Townhouses in Kissimmee

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Clean, confortable and Sophisticated place
SUPERHOST
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Cozy Suite at Compass Bay Resort
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Disney World Vacation Home - The Mouse Townhouse #2
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Free Waterpark - Fantasy World 2br - Rosie
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Disney World Vacation Home - The Mouse Townhouse #3
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Brand New 4bd/3baths Disney Area Private pool
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Family Stay 4m from Disney - Waterslides and fun!
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NEW Resort style 4m Disney with Spa & Waterslides!
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Brand new 4bd/3baths Home Disney Area Private pool
PLUS
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Find a Little Magic in a Townhouse near Disney and Universal
PLUS
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Adventure Awaits—Gorgeous Townhouse Close to Disney Parks
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Orlando Disney new House at Resort in Orlando

Pet-friendly houses

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"The Nook" Resort Pool Home
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Casa Feliz - Your 2nd Large Home
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  2. Kissimmee
3BR-Jacuzzi-HBO,ROKU,WiFi,BBQ,HeatedRESORTpool
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✨Luxury Lake Resort ✨
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3BR Disney Home-Private SF Pool, WIFI, ROKU, HBO
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Charming 3-bedroom home with a pool
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6BR Luxury Home - Family Resort - Private Pool, Hot Tub and BBQ!
SUPERHOST
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4 Bedroom / 3 Bathroom - Compass Bay (5149)
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Newly renovated Luxe home minutes from Disney
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Large Pool Home by the LAKE. Storey Lake Resort
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5BR Luxury Home - Family Resort - Private Pool, Hot Tub and BBQ!
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Lovely house with pool/game room near theme parks

Houses with pools

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NO AIRBNB FEES!! Entire Thematic House!! Private Pool and Jacuzzi!!! Thematic Game Room!! Disney only 11 miles away!! More houses is profile!!!
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Blue Lagoon Villa
SUPERHOST
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Complete Renovated 5Br Modern Terra Verde Resort
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Brand new 6bd Home Disney Area Private pool/Spa
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4420 - Le Reve · 20LR New house! 4 bedroom , Excellent location
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Cozy and modern 3BR/2ba Home w/ private Pool
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Bedroom, private bath in mansion style near Disney
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Beautiful In-law suite in amazing location!
SUPERHOST
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Recently Renovated 5 BR Home With Private Pool
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Spectacular big house, 4 Bedrooms, private pool
SUPERHOST
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Private bedroom & bath in mansion near Disney
SUPERHOST
  1. Entire residential home
  2. Kissimmee
*BIG DISNEY VACATION HOME* Heated Priv Pool-5 Beds

Your guide to Kissimmee

Welcome to Kissimmee

Located in central Florida, Kissimmee is well situated near some of the most sought-after attractions in the state. Being so close to the Walt Disney World Resort, Universal Orlando Resort, and LEGOLAND Florida parks ensures that this city is popular with families and theme-park fans alike. Kissimmee has its own set of charms to entice visitors, including easy access to the Florida Everglades, the Kennedy Space Center, and many aquatic attractions. You can spend jam-packed days enjoying the company of fairy-tale creatures and riding thrill rides, then change it up with visits to the natural world and dreams of reaching for the stars in outer space.

The city has its share of nationally known dining options to cater to visitors from around the world, including entertainment districts that combine the best in food, shopping, and fun. Whether you’re looking for magical lands, family fun, or a wide variety of entertainment options, Kissimmee will deliver an unforgettable holiday experience.


How do I get around Kissimmee?

Kissimmee is just 30 minutes from the Orlando International Airport (MCO). If you plan to drive, the fastest interstate routes from eastern Canada are along the I-79 or I-87, connecting to the I-95 travelling south along the Eastern Seaboard and into the state. Once you’re in Kissimmee, having a car is a great advantage, as the distances between attractions and accommodations can be far. Rideshare services are an option, as are public transit and train services. SunRail provides weekday-only service every 30 minutes to destinations around central Florida. In the master planned community of Celebration, rent bicycles to pedal through the colourful and narrow streets, developed by the Walt Disney Company.


When is the best time to stay in a vacation rental in Kissimmee?

Kissimmee’s busy season runs from March to August, with peak visitation periods taking place during U.S. Thanksgiving, Christmas, and Spring Break (generally March and April). During these times, Orlando’s theme parks are teeming with fans of every age, and the state’s heat and humidity are at their peak. To avoid the worst of the heat, consider visiting between October and March, when temperatures are a bit milder and the crowds have eased up slightly. Pack a light jacket or sweater to wear after the sun sets. The months of July through September are the rainy season in central Florida. Temperatures can often rise above 30 degrees Celsius, and afternoon thundershowers are a common occurrence, so be sure to have protective gear on hand.


What are the top things to do in Kissimmee?

Immerse Yourself in Magical Worlds

Kissimmee is minutes from some of the most popular theme parks in the world. From exploring the four Walt Disney World Resort parks to channeling wizarding magic and superhero power at Universal Orlando Resort and building vacation memories at LEGOLAND Florida, central Florida’s theme parks are not to be missed.

Kennedy Space Center Visitor Complex

Defy gravity and reach for the stars at this gateway to space exploration. The center features behind-the-scenes tours of launch sites and spaceflight facilities, a walk-through rocket garden, astronaut training simulation rides, and the chance to get up close to the Space Shuttle Atlantis.

Florida Everglades

Kissimmee is near Shingle Creek, the headwaters to the Florida Everglades, sometimes called the Sea of Grass. Kayaking in the calm waters beneath a quiet forest of cypress trees is an ideal way to learn more about this unique ecosystem and the many birds, frogs, and alligators who make it their home. Or take a swamp tour on an airboat and leave the driving to someone else.