Osceola County Ski Chalets
2399 ft²
6 Guests
4 Bedrooms
1 Bathroom
Family Friendly
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $184/Night
For 7 Nights US $1,286
3788.9 ft²
12 Guests
5 Bedrooms
5 Bathrooms
Ski Chalet
- Hot Tub
- Pool
- Balcony/Terrace
US $135/Night
For 7 Nights US $945
1916 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $241/Night
For 7 Nights US $1,688
1916 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $305/Night
For 7 Nights US $2,134
1916 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Hot Tub
- Fireplace/Heating
US $360/Night
For 7 Nights US $2,520
1916 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $283/Night
For 7 Nights US $1,980
1916 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $326/Night
For 7 Nights US $2,279
1916 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $308/Night
For 7 Nights US $2,156
1916 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $304/Night
For 7 Nights US $2,130
1916 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $291/Night
For 7 Nights US $2,035
1916 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $287/Night
For 7 Nights US $2,012
1916 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $290/Night
For 7 Nights US $2,027
Why Choose Rent By Owner for your Osceola County Ski Chalets?
What makes our Ski Chalets special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Osceola County
How to Book Your Osceola County Ski Chalets
What's our booking process?
Our platform allows you to browse a curated selection of ski chalets. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Osceola County
Common Ski Chalets Amenities
What amenities can you expect?
Our Ski Chalets are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Osceola County, FL
Kissimmee
Disney's Maingate West
Four Corners
West Kissimmee
Historic Downtown Kissimmee
Reunion
Windsor Hills
Disney's Maingate East
Windsor Palms
Bellavida
Lake Berkley
Cumbrian Lakes
Osceola County Ski Chalets Frequently Asked Questions
1. How many Ski Chalets are available in Osceola County?
Currently, the total number of properties listed by RBO in 2026 is over 24 in the Osceola County area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Osceola County.
More Rentals You May Like Near Osceola County
6975 ft²
12 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Hot Tub
- Fireplace/Heating
US $366/Night
For 7 Nights US $2,564
1916 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $340/Night
For 7 Nights US $2,377
1916 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $315/Night
For 7 Nights US $2,202
1916 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $310/Night
For 7 Nights US $2,170
1916 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $309/Night
For 7 Nights US $2,162
1916 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $305/Night
For 7 Nights US $2,132
1916 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $284/Night
For 7 Nights US $1,987
1916 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $282/Night
For 7 Nights US $1,976
1916 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $279/Night
For 7 Nights US $1,953
2597 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Hot Tub
- Fireplace/Heating
- Pool
US $255/Night
For 7 Nights US $1,788
6 Guests
3 Bedrooms
3 Bathrooms
Ski Chalet
- Fireplace/Heating
- Air Conditioner
- Internet
US $209/Night
For 7 Nights US $1,462
1916 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Fireplace/Heating
- Pool
US $244/Night
For 7 Nights US $1,708
