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Vacation rentals in Kissimmee

Vacation rentals in Kissimmee

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Kissimmee

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

  • Welcome to your house in Orlando and Disney area!
    Entire villa · 12 guests · 7 beds · 3 baths
    Welcome to your house in Orlando and Disney area!

    Placed in one of the best located condos in the area and within a complete infrastructure, only 15 min from Disney! Private heated pool, game room and air-conditioned in everywhere. Gracious, spacious and perfect for elderly or children of all ages. Here you and your family are always welcome!

    What guests are saying:

    “Absolutely love this location. With 6 kids we needed something to accommodate us all. We have PLENTY of room. The pool was a great touch. Loved having everything we needed already there. The alarm system made us feel even more safe. Will for sure return.”

  • A-5 Miles to Disney-FREE Water Park-Gated Resort
    SUPERHOSTEntire townhouse · 12 guests · 6 beds · 3 baths
    A-5 Miles to Disney-FREE Water Park-Gated Resort

    ***AMENITIES ARE OPEN*** Is this home booked? We have more! Click on the circular profile image, then scroll down till you see James's Listings. Gated/24 hour security 10 min Disney 15 min Universal 10 min Convention Center Groceries across the street Bedroom 1 -Double Bed/Twin Bed Bed 2 -Queen bed Bed 3 -Queen Bed Bed 4-2 Single Beds Living Room-Sofa Bed FREE FUN: Pools Water Slides Basketball Court Volleyball Court Gym Lazy River Jacuzzi SMALL FEE: Kayak/Mini Golf Bar and restaurant on site

    What guests are saying:

    “James home is in an awesome location. 5-6 miles to Disney. Home is very well kept and very clean. Great for a large family. Home has its own pool in the back. Grocery store (Public) 3 minutes away.”

  • Beautiful Private Apartment (Handicap-Accessible)
    SUPERHOSTEntire guest suite · 3 guests · 1 bed · 1 bath
    Beautiful Private Apartment (Handicap-Accessible)

    After a fun-filled day at the nearby attractions, come home to a peaceful night of sleep in your own private apartment. Bring the whole family! We have a queen bed and a pull-out sofa bed. You could bring an air mattress from home, if you'd like to accommodate a few more guests!

    What guests are saying:

    “Eve's place was a wonderful place we encountered and Eve was especially great! We booked with her last minute (due to the hotel room we had was very unpleasant to look at) and the place was already set up and ready for us right as Eve accepted the request. All your essential basic needs for travel is provided along with snacks and waters. Space is open so you aren't limited in a small box. Highly recommend this place!”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Kissimmee vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Kissimmee

6BR/4.5B, Private Pool/SPA, 10mi Disney. Amazing!
SUPERHOSTEntire villa
6BR/4.5B, Private Pool/SPA, 10mi Disney. Amazing!
Price:R3,221 ZAR / night
Vista Bay Villa
SUPERHOSTEntire house
Vista Bay Villa
Price:R1,653 ZAR / night
2019 Newly Renovated 3/2 close to Disney parks
SUPERHOSTEntire condominium
2019 Newly Renovated 3/2 close to Disney parks
Price:R1,120 ZAR / night
Terra Verde by the Lake w/a private pool.Sleeps 12
Entire townhouse
Terra Verde by the Lake w/a private pool.Sleeps 12
Price:R2,982 ZAR / night
Beautiful pool villa, gated community, near Disney
SUPERHOSTEntire house
Beautiful pool villa, gated community, near Disney
Price:R1,483 ZAR / night
Home near Disney 4br with pool
SUPERHOSTEntire house
Home near Disney 4br with pool
Price:R1,687 ZAR / night
Spotless,  Immaculate,  Villa ! Close to Disney!
SUPERHOSTEntire townhouse
Spotless, Immaculate, Villa ! Close to Disney!
Price:R1,363 ZAR / night
Treehouse in the woods
SUPERHOSTTreehouse
Treehouse in the woods
Price:R1,909 ZAR / night
Tiny House @ Disney!  #Awesome! (49)
SUPERHOSTEntire cottage
Tiny House @ Disney! #Awesome! (49)
Price:R1,006 ZAR / night
SHORT TERM RENTAL
SUPERHOSTEntire townhouse
SHORT TERM RENTAL
Price:R1,534 ZAR / night
Luxury near Disney - Pool Home
SUPERHOSTEntire house
Luxury near Disney - Pool Home
Price:R4,755 ZAR / night
Modern 4br at Gated Resort
Entire townhouse
Modern 4br at Gated Resort
Price:R1,449 ZAR / night
Show all

Learn more about Kissimmee

What types of vacation rentals are available in Kissimmee?

Here in Kissimmee, there are plenty of options for places to stay. Here are a few examples:
  • Houses (6,263 rentals)
  • Townhouses (4,306 rentals)
  • Villas (3,342 rentals)

Are there houses with pools?

Who doesn’t want a pool at their house? Here in Kissimmee, you’ll find 5,774 houses that have pools.

What are the top attractions in Kissimmee?

Locals agree that these attractions are worth a visit:
  • Old Town (338 rentals)
  • Shingle Creek Regional Park - Steffee Landing (62 rentals)
  • Museum of Military History (790 rentals)
  • Fun Spot America Kissimmee (337 rentals)
  • Kissimmee Lakefront Park (43 rentals)

What are some kid-friendly activities in Kissimmee?

Locals agree—these are all great places to take the kids:
  • Old Town
  • Fun Spot America Kissimmee
  • Island H2O Live!
  • The LOOP-Kissimmee
  • Kissimmee Lakefront Park

What are the top places to eat in Kissimmee?

Whether you’re looking for a tasty treat or a hearty meal, here’s where the locals say to go:
  • Medieval Times Dinner & Tournament
  • Olive Garden Italian Restaurant
  • Miller's Ale House - Kissimmee
  • Bahama Breeze
  • TGI Fridays