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.

  • Olaf’s Canopy Room Near Disney With A Pool
    SUPERHOSTPrivate room · 2 guests · 1 bed · 1 shared bath
    Olaf’s Canopy Room Near Disney With A Pool

    Beautiful themed Villa near Walt Disney World with a Pool. The Villa has a fully equipped kitchen, bathroom and laundry room. Each individual bedroom locks with a combination code and is private to you during your entire stay.

    What guests are saying:

    “Jessica’s place is super affordable, and you get way more than what you pay for. The rooms are spotless, the hosts are very kind and work with your needs, and you have access to everything you need. We even extended our stay an extra night because we loved the house so much, and Jessica transferred our luggage to another room while we enjoyed our day out. We will definitely be back!”

  • Beautiful pool villa, gated community, near Disney
    SUPERHOSTEntire house · 8 guests · 6 beds · 3 baths
    Beautiful pool villa, gated community, near Disney

    NOTICE: Travelers entering the state of Florida from CT, NJ, or NY must self-isolate for 14 days from their entry or the duration of their stay. ========= This villa with private pool is located on the gated community of Cumbrian Lakes, located 15 minutes from the Disney entrance and conveniently located for the other attractions. This peaceful community has a children's playground and a jogging/nature trail round one of the lakes. This home has a maximum sleeping capacity of 8.

    What guests are saying:

    “Actually it was amazing villa and I spent great time with my little family in it, It’s big and in safe neighborhood and gated community, the pool and view in the morning was amazing . Check in was easy and fast and Santiago is great host and he response quickly. It’s just a few small things that I didn’t like and needs to be reviewed like the carpets and sofas were a bit dirty and had some stains on it, and also the beds thats makes noise in every movement on it. Except this things, every thing was perfect and I recommend it”

  • Pax Harmonious
    SUPERHOSTEntire apartment · 4 guests · 2 beds · 1 bath
    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
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Kissimmee

Treehouse in the woods
SUPERHOSTTreehouse
Treehouse in the woods
Price:$171 NZD / night
Peaceful, full-featured condo near airport & parks
Entire condominium
Peaceful, full-featured condo near airport & parks
Price:$56 NZD / night
Tiny House @ Disney!  #Awesome! (49)
SUPERHOSTEntire cottage
Tiny House @ Disney! #Awesome! (49)
Price:$90 NZD / night
Sweet Dreams, near UNIVERSAL SEAWORLD & DISNEY
SUPERHOSTPrivate room
Sweet Dreams, near UNIVERSAL SEAWORLD & DISNEY
Price:$47 NZD / night
Upscale Contemporary Waterfront 3/2 private Pool
SUPERHOSTEntire house
Upscale Contemporary Waterfront 3/2 private Pool
Price:$250 NZD / night
Vista Bay Villa
SUPERHOSTEntire house
Vista Bay Villa
Price:$168 NZD / night
2019 Newly Renovated 3/2 close to Disney parks
SUPERHOSTEntire condominium
2019 Newly Renovated 3/2 close to Disney parks
Price:$136 NZD / night
Luxury Home Storey Lake Resort Orlando/ Florida
Entire house
Luxury Home Storey Lake Resort Orlando/ Florida
Price:$251 NZD / night
South Facing Pool Home! 5 Miles from Disney
SUPERHOSTEntire house
South Facing Pool Home! 5 Miles from Disney
Price:$198 NZD / night
Good family
Private room
Good family
Price:$38 NZD / night
Private Bathroom & Close Airport,Park & Everything
SUPERHOSTPrivate room
Private Bathroom & Close Airport,Park & Everything
Price:$53 NZD / night
Beautiful Private Apartment (Handicap-Accessible)
SUPERHOSTEntire guest suite
Beautiful Private Apartment (Handicap-Accessible)
Price:$85 NZD / night
Show all