Find Ski Hotels in Kissimmee, FL

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Kissimmee Ski Hotels

Luxury Condo, Gated Resort, Unbeatable Location, Steps to Disney, ESPN Universal
10.0 out of 10, Exceptional, (40)
"Great location. Great condo. Great Comms. Only improvement I would make is to have a welcome pack for new arrivals. Some basics Water. Milk. Coffee. Etc. especially for those arriving later. "
Luxury Condo, Gated Resort, Unbeatable Location, Steps to Disney, ESPN Universal
Windsor Hills 205! No Resort Fees! New Water-Park! Great Value!
8.8 out of 10, Excellent, (41)
"The condo we rented was extremely clean when we arrived! We were also pleasantly surprised with the amount of room this condo offered; the pictures didn't do it justice. It was the perfect location, surrounded by the theme parks and right around the corner from Walmart. The pool and waterslides in this gated community were a favorite attraction for our 4 kids. We definitely wouldn't hesitate to stay here again!"
Windsor Hills 205! No Resort Fees! New Water-Park! Great Value!
Windsor Hills Condo! No Resort Fees!
9.4 out of 10, Exceptional, (54)
"When you first arrive you need to know it’s a huge complex. The pool and water park are at the entrance. We had to drive to this, although it wasn’t bad, and I’m sure you could walk if you felt like it. We stayed in an amazing place. It was clean, and spacious. It fit all of us perfectly. We enjoyed every minute of our vacation. We had enough supplies to cook with, although a few utensils needed to be replaced. Otherwise, we had what we needed to cook with. The unit was pretty clean. No issues...
Windsor Hills Condo! No Resort Fees!
Renovated, Windsor Hills Resort Upgraded Fireworks View Condo! Granite!
9.2 out of 10, Wonderful, (48)
"We always stay here when we vacation beautiful friendly and convenient to the places we want to go highly recommend ."
Renovated, Windsor Hills Resort Upgraded Fireworks View Condo! Granite!
Brand New, Completely Renovated, South Facing w/ Luxurious Finishes & Updates
9.2 out of 10, Wonderful, (60)
"The condo was very nicely decorated and had all of the things we needed for our 5 day stay. Communication with the property owner/manager was prompt and very easy. The only things negative we have to say about the property are as follows: Shower heads were not sufficient for gals with thick curly hair. Some hand held shower heads might be a nice addition….at least one anyway. And sometimes there was no hot water in the kitchen sink. Two of the mattresses were very firm which might be ok for some...
Brand New, Completely Renovated, South Facing w/ Luxurious Finishes & Updates
FULLY REMODELED! Windsor Hills 402! A Must See, 2 Bedroom Condo!
9.0 out of 10, Wonderful, (46)
"The condo was clean and convenient it had everything we needed except more tp King bed was comfy "
FULLY REMODELED! Windsor Hills 402! A Must See, 2 Bedroom Condo!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Kissimmee

Hotels with ski-in / ski out

Hotels with ski lift privileges