
House holiday rentals in Kissimmee
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Top-rated house rentals in Kissimmee
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Popular amenities for house rentals in Kissimmee
House rentals with a pool

Amazing House with Pool & BBQ at Champions Gate
Had a great time! The house is well equipped and the host was very quick to respond when we had questions.

Disney | 200ft backyard | Pet-Friendly | Fire pit
If you are traveling on business and just need a comfortable place to relax or on vacation with kids, Diego’s home fits the bill. The home is exactly as described with a nice pool and backyard with hammocks and a swing. The master bedroom has a nice king size bed and a large bathroom with a walk in shower and a separate tub. The other rooms are nicely furnished and the kids will love the Disney characters throughout the home. The neighbors are extremely quite and the neighborhood is in a safe area. Although the neighborhood is in a secluded area you are only 5 minutes from an abundance of shopping options. Highly recommend this property.

Magical Blue Home With Private Pool!
I had the most amazing time here at Franklin’s place was so attentive and very spacious for my family and I I’ve stay at other Airbnb but this was a great choice and we will definitely be back and if it’s up to me I would love Franklin’s as my host again God bless

Dream Villa W/ Pool Near Disney
Luis was a amazing host his response time was very quick. I would recommend his davenport place to anyone, It was our first time here and he made our dreams come true with the airbnb. It was exactly like the pictures and provided lots of things for us including towels, utensils, etc.

Modern House. Great location in Kissimmee/Orlando.
I really enjoyed my stay . I will definitely visit again and pick your place

Tropical Lakeview & Pool Oasis Near Theme Parks
We had a wonderful family vacation in Kissimmee! The home was absolutely beautiful, spacious, spotless, and exactly as described. The location was peaceful and convenient, and the host was extremely responsive and helpful throughout our stay. We had no issues at all and felt completely at home. I would definitely recommend this house to anyone visiting the area and would love to stay here again in the future!

Stunning and modern 4 bedroom home with pool
This place was incredible, as soon as we walked in we were so impressed with the way it was presented. We had arranged for a celebration set up and this was absolutely stunning and all of it blew us all away. The pool and hot spa is definitely a good way to end a busy day. In a good residential area and 40 minutes to Universal Studios. We will definitely re-book when back in Orlando.

2858 Storey Lake brand new 19guests pool game room
My family will be bragging about this home and how much fun everyone had for years to come. We had a fantastic time. My family was in town for my son's graduation and needed a space large enough for 13 people. This home exceeded their expectations. If we had any questions or concerns, they were very responsive. The thing that stood out the most to me was how peaceful the neighborhood is. I have no complaints. I would definitely return in the future.
Weekly house rentals

Cozy 4 bedroom home with pool -Close to everything
Host was responsive! Nicely decorated! Clean!

Game On! Pool, Game Room & Themes | Near Disney
The house is beautiful and very clean. There was plenty of room for our family of 11. The game room was fun but there isn’t any games you can play on the Nintendo or xbox unless you download them I guess and you can’t even put your games into the switch because it is locked up. Also, there was an air hockey table with no puck to play on it. Not a big deal but the kids were very excited for the game room. Regardless my kids still had fun in there and the pool area was very nice. Wasn’t far from the Disney parks so that was great. This community gets very busy with people renting the houses during the weekend. We heard people partying late at night and the roads had cars parked all along both sides so it was hard to get through the neighborhood during the weekend but come Monday it totally cleared out. The house is beautiful and has everything you would need… Thank you again for letting us stay in your lovely home.

4561 Enchanted 9BD Kingdom Ideal for Large Groups
Had a beautiful time will definitely rebook with them again

Mickey’s Lakeside Villa w/ pool near Disney!
The house was perfect. Beautiful inside and out, clean, spacious, and the view by the pool is so relaxing. Kevin was amazing. He was very accommodating and quick to respond when needed. 10/10 recommend. My family loved it.

X-Magnificent 9BR-Sleeps 23-w/Pool 5mile to Disney
The home was exactly as described with no problems at check in/out or during our stay. Host was available as needed. I will definitely be rebooking this home for a stay.

Your Home in Villa Domani, 5BD and Total Comfort
My stay was very relaxing, the house was just as pictured on the Airbnb site. My kids really enjoys the arcade game room. And different room decors . I will definitely stay again.

Wonderful House Close to Disney
Beautiful home. Very comfortable. play room was a hit. very clean. And the host was very helpful.

Vaca Home w Pool/Spa/Game Room + Close to Disney
I have to say this property was excellent. Located inside a beautiful gated community it is very close to Disney World attractions Only 18-25 minutes depending on traffic. The home was clean, comfortable and had all the kitchen and bath essentials needed. Beds were very comfortable and the amazing patio area fun for relaxing around the pool. The garage game room is a teen/adult mecca, so many things to do. There was nothing we lacked so we did not need to reach out to Curtis. This is definitely a winner and we will rebook in the future.
Private house rentals

Modern Luxury Home near Disney 4BR with pool!
Our family of six loved staying at Fabio’s house! It was very spacious, especially the kitchen and living area and the master bedroom suite. There was plenty of room for everyone and the additional living area upstairs is an added bonus (the kids enjoyed the PlayStation games in this space). Everything worked well, from dishwasher and washing machine to the air conditioning, we didn’t have any major issues! It’s a very comfortable home! We had a problem fixing the table tennis net in the games room, but enjoyed playing with the dartboard instead! We loved the outside swimming pool and this was a good temperature in June. There was a little bit of noise from families using the pool areas of the surrounding houses, but that didn’t bother us…… We walked up to the Solstice restaurant on our first night and the food, drinks and friendly service was excellent. It’s great to have the big pool and other facilities just a five minute walk away. Fabio is an excellent host!

Minutes from Disney family home
This was a great place to stay. House was clean and host was very accommodating. We ran into issues with the pool/jacuzzi but thankfully our host was responsive and fixed it right away.

Sweet vacation home.
Needed a place to decompress after visiting Family and this was the perfect spot! We really enjoyed being able to play pool in the garage! What a great surprise! Let’s do it again!

Mickey's Lakefront Villa at Sunset Lakes
We didn’t know the gem we were getting h til we walked into this beautiful home. My heart was immediately relieved to see how organized, clean and home like this space was. Our kids were comfortable, my MIL was at ease, it was a great location to get around. My MILK insisted we needed a vacation home of our own, just like this villa. If ever we need to come back to Orlando, we would choose this place again and again.

Paradise Suite
Just finished up my stay here. It was even better than my expectations. The pool was clean and deeper than I thought it would be. The home was spotless and felt very cozy! Host was very helpful, responsive and welcoming! 10/10 would stay here again and would recommend to anyone!

Newly Remodeled Disney Vacation Home
Host was very responsive and helpful with any questions. House was as described and was a relaxing place to come back to after long days exploring the area.

Fun in Paradise: Pool Villa near Attractions!
We absolutely loved our stay in Paradise Palms. The house was gigantic! Lots of room to spread out and be comfortable. Loved that there was a bathroom for each bedroom. The house was well equipped with towels and cleaning supplies. We had so much fun in the game room playing air hockey! Jomar was always available to answer our questions. It was a perfect girls getaway.

Amazing Pool, Large, Clean & Private Home, by Anel
Anel was a great host! She made our stay super comfortable and went over and beyond. The home was perfect for my family of four and kid friendly with a great pool. The home itself is super cute, and tastefully decorated, and the neighborhood is nice and quiet. We will definitely be back!
Quick stats about house rentals in Kissimmee
Total rentals
3.5K properties
Total number of reviews
91K reviews
Family-friendly rentals
3K properties are a good fit for families
Pet-friendly rentals
580 properties allow pets
Rentals with a pool
3.1K properties have a pool
Rentals with dedicated workspaces
1.8K properties have a dedicated workspace
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Universal Orlando Resort
- SeaWorld Orlando
- Disney Springs
- ESPN Wide World of Sports
- Amway Center
- Epcot
- Magic Kingdom Park
- Reunion West
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Walt Disney World Resort Golf
- Island H2O Water Park
- Blue Spring State Park
- ICON Park
- Universal CityWalk
- Universal's Islands of Adventure