Skip to content
Sign up
Log in
Vacation rentals in Kissimmee

Vacation rentals in Kissimmee

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Kissimmee

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

  • Treehouse in the woods
    SUPERHOSTTreehouse · 2 guests · 1 bed · 1 bathroom
    Treehouse in the woods

    This is a unique bungalow in the trees. Experience camping in a high class way, more like a house in the trees. All the amenities of a first class hotel.

    What guests are saying:

    “This treehouse stay was amazing!!! I surprised my boyfriend for his bday and he was blown away! Even though it rained an entire day , we enjoyed every second at the treehouse! We loved listening to the rain and having a drink on the hammock! Chris was quick to respond with any questions, even had special message for my boyfriend for his bday, and even had firewood for us to use for a fire! Also there was games to play in his kitchen drawer and snacks to munch on! The place is perfect getaway and such a huge value with exceptional hosts! Also the place is so secluded yet not far from Disney or florida springs! Pete f spot with the gorgeous oak tree!”

  • Private Bathroom & Close Airport,Park & Everything
    SUPERHOSTPrivate room · 2 guests · 1 bed · 1 private bathroom
    Private Bathroom & Close Airport,Park & Everything

    From vacations, or business. You found the place perfect to rest in our quiet house. The bedroom with private bathroom in a residential area and CLOSE TO EVERYTHING & Faster Roads. 1 min Turnpike to Miami-Daytona Beach,528, 417, Osceola 3 Min to Miami Bus Station,Sun Rail Station,Walmart Supermarket (24 Hours), Mall and Gatorland Park 5 Min. 16 Min to Airport 22 Min.Universal,Sea-word,Aquatica, Orange County Convention Center OCC 25 Min, 20 Min. to Disney Team Park . Better location

    What guests are saying:

    “I booked last minute at night around 9pm on a Monday and Maria was quick to respond and great at communicating. After booking she gave a detailed message on what to do to check in and check out. The process was very easy. Everything was as expected as shown in the images. I had a pleasure staying here. Thank you”

  • Pax Harmonious
    SUPERHOSTEntire flat · 4 guests · 2 beds · 1 bathroom
    Pax Harmonious

    Whether you are here for work, vacation, or other, this will be the only place where you will feel like at home. Not only will my place offer you the amenities that you might find in a high-class hotel suite, but you will also find the inner peace and relaxation that can be found in a spa. The home was well designed with peace and relaxation in mind to give you the rest that your body and soul need after a long day either exploring the great amusement parks or coming from work related reasons

    What guests are saying:

    “This rental is everything it says it is. It was so clean and neat. The neighborhood is very nice and quiet. Wilden was so easy to communicate with and very quick to respond. The bed is very comfortable and the space was perfect for the two of us. We would definitely stay here again if in the area.”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Kissimmee holiday rentals

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

Other great holiday rentals in Kissimmee

Private Bath & Close Everythings.
SUPERHOSTPrivate room
Private Bath & Close Everythings.
Price:₹2,549 / night
Good family
Private room
Good family
Price:₹1,874 / night
Beautiful Private Apartment (Handicap-Accessible)
SUPERHOSTEntire guest suite
Beautiful Private Apartment (Handicap-Accessible)
Price:₹4,124 / night
CLEAN AND QUIET ROOM NEAR DISNEY AND PARKS!!
SUPERHOSTPrivate room
CLEAN AND QUIET ROOM NEAR DISNEY AND PARKS!!
Price:₹2,099 / night
Beautiful pool villa, gated community, near Disney
SUPERHOSTEntire house
Beautiful pool villa, gated community, near Disney
Price:₹6,523 / night
Gorgeous and cozy suite just minutes from Disney!
SUPERHOSTPrivate room
Gorgeous and cozy suite just minutes from Disney!
Price:₹2,174 / night
Welcome to your house in Orlando and Disney area!
Entire villa
Welcome to your house in Orlando and Disney area!
Price:₹9,597 / night
Sweet Dreams, near UNIVERSAL SEAWORLD & DISNEY
SUPERHOSTPrivate room
Sweet Dreams, near UNIVERSAL SEAWORLD & DISNEY
Price:₹2,249 / night
Nice bedroom 30 min from Disney
SUPERHOSTPrivate room
Nice bedroom 30 min from Disney
Price:₹1,874 / night
Home near Disney 4br with pool
SUPERHOSTEntire house
Home near Disney 4br with pool
Price:₹7,423 / night
Entire Apartment at Vacation Village  Parkway
SUPERHOSTEntire apartment
Entire Apartment at Vacation Village Parkway
Price:₹1,125 / night
2019 Newly Renovated 3/2 close to Disney parks
SUPERHOSTEntire apartment
2019 Newly Renovated 3/2 close to Disney parks
Price:₹6,375 / night
Show all