
Resort vacation rentals in Kissimmee
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Top-rated resorts in Kissimmee
Guests agree: these resorts are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Kissimmee resorts
Family-friendly resorts

Sheraton Vistana - Sleeps 8 -Disney & Universal
We loved our stay here and will certainly be back! The location was perfect! We went to the Disney Parks & the ESPN center. Everything was close and the pools were perfect for a day off from all the parks & site seeing. Highly recommend! For reference, we comfortably fit our family of 5 (kids are 13, 11 and 3) and they all loved it.

Westgate Town Center Resort & Spa
This resort is amazing ! Everything on site- you don’t even need to leave ! A Walmart right across the street along with tons of restaurants if you don’t want to stay onsite. We will definitely be back !

Club Wyndham Bonnet Creek Two-Bedroom
So glad we booked here! Perfect for our family trip and we can’t wait to come back. There was a small cleanliness issue upon check in but housekeeping immediately took care of it and we did not have any issues the rest of our trip.

Luxury Westgate Resort Villa near Disney! 1B/1Ba
We had a wonderful stay at Westgate Villas. Ryan was very responsive and quick with reply’s. If you have children I highly recommend staying here. The water park is absolutely phenomenal. Our 6 year old had the time of her life and was in the water park and pools from morning to closing. We had one glitch upon arrival the room they gave us turned out to be already occupied. But the bell staff quickly return to the check in desk and got another room for us. We didn’t have any maid service during our stay, I am not sure if that is something you need to request or if our room change never got passed along to the cleaners. But it didn’t bother us. We just called and requested more fresh towels, coffee so it wasn’t a big deal. We will definitely be back.

Club Wyndham Bonnet Creek
A big thank you to Mamie & Gabrielle! Wonderful location, lots to do, and easy check-in. Thank you for making the rental process so easy and even checking in with us to ensure we were OK. We appreciate you ladies. Thanks so much, Malissa

Wyndham Bonnet Creek 2 BD/2 BA inside Disney World
Amanraj’s place couldn’t be better. She upgraded my stay for the presidential suite that has 4 bedrooms/6 beds without charging extra fees. The resort has many pools, plenty of outside activities and it is very close to the Disney parks. She also answered all my messages very quickly. I would definitely stay there again.

Orlando FL Orange Lake Resort 2BR Close to Disney
Condo in Orange Lake was amazing! Lots to do and everyone there was helpful & kind. Beautiful place!
Resort rentals with a pool

Christmas in Resort close to Disney theme parks
Beautiful room and very close to Disney parks . Definitely worth it to use Juan room.

Star Island 1 bdrm
The location was absolutely beautiful. She was able to accommodate us last minute and communicated with us regarding things we needed.

Harbour Lake - Studio
Amazing stay my girlfriend and I loved the stay room was clean staff are friendly great area in Orlando close to most attractions differently will recommend to others.

Las Palmeras, Hilton - Studio Apartment
Kathleen was great host! Location was perfect for the convention center. Everything was very close to Uber to friendly staff easy to check in and easy to find.

Wyndham Bonnet Creek Resort | 1BR/1BA King Suite
My family and I love staying at Wyndham Bonnet Creek Resort, it’s our go to stay whenever we visit Florida. Plenty of things to do on site.

4 Bedroom Westgate Lakes Resort & Spa
Lelia was great! Very responsive! My family and I enjoyed the stay during our Disney week. Very close to the parks and Disney Springs. The resort staff was excellent, accommodating and very friendly. The pools and water park were fantastic for the kids. Very pleased overall!

2 Bedroom at Bonnet Creek Resort Near Disney!
Fabulous stay. Brandon communicated promptly and made sure we had everything we needed. The two room unit was perfect for us … giving the kids their own space and privacy and allowing for different bed and wake-up times. The grounds are beautiful and the pools fabulous. So many amenities to enjoy right on property. We loved our time here.
Resort rentals with a gym

Wyndham Bonnet Creek - 2 Bedroom Condo
Our recent stay at the 2 Bedroom Condo in Bonnet Creek Resort was great. The condo itself was a comfortable. Immaculately clean and thoughtfully furnished, it provided a spacious and welcoming environment. The well-equipped kitchen made easy to dining in, and the private balcony was a nice place to sit and relax. the resort's amenities. Multiple pools, a lazy river, meant there was always something fun to do. The resort's dining options was nice, for breakfast, lunch and dinner, but if you prefer the condo's kitchen allowed for what cooking you needed to do. The proximity to Disney parks made it very easy for Disney enthusiasts, In summary, our stay at Bonnet Creek Resorts' 2 Bedroom Condo was an absolute delight. It perfectly combines the comforts of home with the luxury of a world-class resort. With fantastic amenities, proximity to Disney, and a wonderful host (Jason), it's a place where relaxation and adventure meet..

Wyndham Bonnet Creek - 1 Bedroom Suite
This resort is amazing. The kids had a blast. They moved over to wrist band key cards. And it’s awesome! The kitchen had everything you need. A couple pots and pans, dishes, cutting board, cups and glass bowls with lids.

Wyndham Bonnet Creek - 1 Bedroom Hearing
The stay was perfect from beginning to end.

Wyndham Bonnet Creek - 1 Bedroom Suite
What a treasure. This condo has everything advertised and more. I loved the soaking tub after a day at the parks. The amenities were great. It was too chilly for me to swim but there were so many options. The walking path around the center pond was very nice. I used Lyft to get around which was fast and easy. I used it to get to the Riviera resort and then use Disney transport.
Quick stats about resort rentals in Kissimmee
Total rentals
30 properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
20 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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