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House vacation rentals in Kissimmee
Find and book unique houses on Airbnb
Top-rated house rentals in Kissimmee
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Kissimmee house rentals
House rentals with a pool
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Luxury Poolside Escape w/ Pergola & Spacious Yard
I had an incredible experience at this Airbnb! The place was clean, cozy, and had everything I needed. The location was perfect, and my host was super friendly and helpful. I loved the outdoor space for relaxing. I can’t wait to go back for another amazing stay! Highly recommend!
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The Shire -Private Pool & Hot Tub, Close to parks!
This home has such a great layout. Monica was a wonderful and attentive host. This location is close to everything Orlando has to offer. The pool and hot tub were lovely. This home looked even better in person. The beds and pillows were so comfortable. We cannot wait to come back.

Pool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney
Absolutely perfect! We were in town for a conference and the hotel our company booked was a dump. I was able to book this perfect gem and so glad I did! The home is spotless, has tons of amenities (the back yard is amazing!) and was close to everything we had to attend. Easy access to main roads and TOTALLY quiet at night. Easy to get takeout and groceries delivered and easy for uber drivers to find. The hot water is on point as well! Thanks so much for having us. Highly recommend this lovely home! V

Beautiful stylish Home in Davenport
We came here to celebrate my son's 16th birthday with two of his friends. He was really wanting to swim (in January) so I was on the search for a house with a heated pool that could accommodate all of us. The check in instructions were excellent and we really loved the home. The boys spent alot of time at the pool, hot tub, and in the garage playing pool and other games. I loved the fireplace. It was a beautiful home in a great location close to many restaurants and not far from theme parks and such. The only cons are that there were barely any forks or teaspoons to use, but we really didn't need them since we mostly had fast food. Also, remember to bring your own bars of soap. I guess I'm just used to other places having some for the guests. Not big issues but I figured it was worth mentioning so you can be prepared.
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Stylish Villa Private Pool-SPA Near Parks Disney!
Guillermo was an amazing host with a beautiful location. 10/10 would visit again.

Carrera retreat
Really clean and comfortable home. The pool and amenities are as listed. The host was so responsive and helpful.

4BR-2KingMasters-Private Pool-Spa*-Fully Remodeled
We were very satisfied with our stay. We were here for 1 month in January. Tatyana was always very responsive and considerate. One night the smoke alarms went off for some reason. The fire department was called and they suspected that the system was too old. Tatyana immediately had a handyman come in the next day and replace them all. Anyone’s house may need some minor maintenance from time to time. Tatyana has a regular routine of maintenance that she adheres to strictly. We felt very much at home. The property was clean. The provisions were more than adequate. Thank you Tatyana!
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Lake Vista Getaway
This house was very comfortable and conveniently located near shopping, restaurants, multiple smaller cities, and Disney, etc theme parks.
House rentals with a hot tub

Resort TH 2b/2.5b With Private Hot Tub near Disney
Exactly as described. Exactly as pictured! Really nice place to get away. Loved having laundry on site, multiple beds to accommodate a larger family. Really nice!
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7BR Stunning Resort by Disney-Private Pool+Hot Tub
7 of us employees stayed in Kissimmee for a trade show that was at the convention center this year. We all had our own private space with bathrooms. It was a very nice place to stay. Each of us were very busy getting ready for the show but had time to enjoy the pool and hot tub at night. I would recommend the house for a work trip or for family vacation anytime.
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Modern 3-Bed Townhouse with Game Room & Hot Tub
The entire stay was as pleasant as could be expected. House was very clean and comfortable. Would definitely stay here again.
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Reunion Resort pool home with hot tub / 4 bedrooms
Wonderful location, walkable to hotel, walkable to pools and restaurants. Very clean and comfortable!!!
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Minutes from Disney 3BR 2.5BA Townhome w. Hot-Tub
What can I say. It was everything I expected. During our stay my family who was travelling with me had nothing but nice things to say about the location. We had one minor problem but Monique quickly took care of it without issue.

Disney home w/ Pool, Hot Tub & 2 King En-Suites ❤️
Jeremy is a great host and this property is a great stay if you are looking to spend time in Orlando. The house is clean and the neighbourhood feels private and safe.
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Acres View 5bed/4bath near Disney. Own Pool & Spa!
Very comfy home with lots of pillows, places to hang out and much room everywhere. The pool and spa were super nice with a beautiful view. Julie was a super attentive host making sure all was ok.
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Disney World Home, HOT TUB with Resort Amenities
We had a great stay. The townhouse was clean, well stocked and the resort was perfect for our 8 year old.
House rentals with free parking
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Universal private room!
My son and I stayed 5 nights at Tavo’s Airbnb and enjoyed our stay very much! The room is exactly as it is listed in the photos and was the cleanest room I’ve ever stayed in. It’s basically set up like a hotel room with a microwave and mini fridge. It was perfect for us. We were basically only there to sleep since we were at the theme parks all day every day. The room was very nice and cozy. The beds are comfortable with plenty of pillows. My son and I slept great every night. The shower was big with great water pressure and plenty of hot water. There is no tub, but that was not an issue for us at all. Even though the room is part of Tavo’s house, it was always quiet and private. We never saw or spoke to Tavo, but he was proactive with providing easy check in instructions along with pictures showing exactly where the entry door is for the room. It’s very well lit up at night. There is one parking spot on the driveway for guests. We would definitely stay here again. Highly recommend!
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Stylish Duplex walkTO Lake Eola Orlando. Sleeps 8
Beautiful house in a great location. Check in was easy and everything was described

6Bdrm home near Disney/Free Pool Heat/Waterpark
We overall enjoyed our stay here and would recommend William’s place to those who are visiting the area. The place went way above our standards, it was clean open and had enough room for all of us!

Cozy Home near Dtwn w/ Parking
I stayed for a short period over the weekend and the process from beginning to end waa seamless. From booking months to advance to checkout Alyssa was always ready to answer my questions or give me reccomendations. The accomodation was clean, exactly as described, and had more amenities than expected. I had a delightful time and my trip was even better knowing my accomodation was stress-free.
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New studio in a newly renovated House
Second time saying here and it was amazing. The best place to stay especially if you are going to Universal!
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Modern Legends, Near Disney, kings bed ste
exceptional host. very informative. communication is top tier
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Quiet Cozy Haven
We loved the place. Everything very nice and clean. Gabriel have taken care of every detail. We will definitely come back!!! ❤️
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Charming Central Orlando Home w Private Yard Porch
Same day booking, responsive host, clean, quiet. everything we needed. thank you!
Quick stats about house rentals in Kissimmee
Total rentals
3.5K properties
Total number of reviews
88K reviews
Family-friendly rentals
3K properties are a good fit for families
Pet-friendly rentals
630 properties allow pets
Rentals with a pool
3.2K properties have a pool
Rentals with dedicated workspaces
1.8K properties have a dedicated workspace
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