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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:

“I can’t say enough about this little treasure! I was ready for a quick weekend escape into the woods, but this was the first time away from our second baby so I wanted to have service/WiFi for peace of mind; this place offered just that! It’s super quiet and peaceful, but you are still close to everything you need! The treehouse itself was beautiful. I loved all of the little details. Super clean and cozy! I wanted to stay forever! It rained a little the night we arrived and we just cuddled up inside and enjoyed a movie in bed and watched the rain outside from all of the big windows. Chris even had some games in the drawers and little snacks and coffee. The swings and the hammocks were great too! We brought a little speaker and listened to music on the little upstairs porch. The fan kept the bugs away. If you need a place to recharge, this is it! I can’t wait to come back.”

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

Great Family Vacation Home Near Disney
SUPERHOSTEntire house · 10 guests · 7 beds · 2 bathrooms
Great Family Vacation Home Near Disney

Beautiful, lake view pool house a few miles from Disney. and other theme parks. 24 hours security Sleeps up to 10 people. As guest, you and your family have access to the resort style amenities and facilities including pools, play grounds, kids water park, fitness center, sport facilities and much more. Everything to live a fantastic Orlando experience,

What guests are saying:

“My family, friends and I stayed at Diego's place while attending my graduation in Orlando. The place is as seen and sleeps up to 10 ppl. More if you should have them. Communication even prior to booking was a breeze and they are flexible hosts, great hospitality. We did not meet in person but via txt and phone. The house has all your basic needs and we recommend you booking as we would go back. The amenities were there but we didn't have the time to indulge. Great area, close to everything you would need and central Disney, 30 min. to universal area. Things to know: there is a 4 car maximum on property premises, per the home owners association, so if u have more than 4 cars in your trip party, you will have to park out front off property and they walk in or you pick them up. There'sa garage, on property but not in service, and more so for storage. Otherwis, once you get over that security speed bump, it's smooth sailing to the end. You have a lot of SPACE!”

Holiday rentals for every style

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Popular amenities for Kissimmee holiday rentals

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

Other great holiday rentals in Kissimmee

Welcome to your house in Orlando and Disney area!
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Welcome to your house in Orlando and Disney area!
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Freedom A
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6BR/4.5B, Private Pool/SPA, 10mi Disney. Amazing!
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Upscale Contemporary Waterfront 3/2 private Pool
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Upscale Contemporary Waterfront 3/2 private Pool
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South Facing Pool Home! 5 Miles from Disney
SUPERHOSTEntire house
South Facing Pool Home! 5 Miles from Disney
Price:₹9,876 / night
Gorgeous and cozy suite just minutes from Disney!
SUPERHOSTPrivate room
Gorgeous and cozy suite just minutes from Disney!
Price:₹2,168 / night
Home near Disney 4br with pool
SUPERHOSTEntire house
Home near Disney 4br with pool
Price:₹9,086 / night
Contemporary Decor Vacation Home SL4773
Entire house
Contemporary Decor Vacation Home SL4773
Price:₹13,678 / night
Luxury near Disney - Pool Home
SUPERHOSTEntire house
Luxury near Disney - Pool Home
Price:₹13,752 / night
Vista Bay Villa
SUPERHOSTEntire house
Vista Bay Villa
Price:₹7,870 / night
2019 Newly Renovated 3/2 close to Disney parks
SUPERHOSTEntire apartment
2019 Newly Renovated 3/2 close to Disney parks
Price:₹6,369 / night
Villa piscine privée proche Disney
SUPERHOSTEntire house
Villa piscine privée proche Disney
Price:₹7,399 / night
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