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Featured Key West Ski Resorts & Hotels

Direct Ocean View From Your Condo
Direct Ocean View From Your Condo
Key West, FL
5.0/5 (1 reviews)

A clean, well stocked unit in a terrific location. Amenities, the pool, hot tub, tennis courts and grills made for a great vacation.

Reviewed on Oct 30, 2018
A spa tub and an outdoor tennis court are featured at this condo.
SkiPoolKitchen
Beautiful Waterfront Single Family Home - 5 Miles From Key West
Beautiful Waterfront Single Family Home - 5 Miles From Key West
Key West, FL
Situated in Key West, this ski vacation home is 0.1 mi (0.1 km) from Rockland Key and 1.8 mi (2.9 km) from Shark Key. Key West Golf Club and Key West Harbour ...
SkiKitchenFamily Friendly
Downtown Cottage in Historic District
Downtown Cottage in Historic District
Key West, FL
This cottage is a smoke-free cottage.
SkiHistoricalBiking
Historic District-great Location-pool View-beach Nearby-gated Community
Historic District-great Location-pool View-beach Nearby-gated Community
Key West, FL
This condo is a smoke-free condo building.
SkiHistoricalBalcony
Spacias Waterfront 4 Bedroom Home With Private Heated Pool
Spacias Waterfront 4 Bedroom Home With Private Heated Pool
Key West, FL
At this vacation home, guests have access to a spa tub.
SkiHistoricalAdventure

Head for The Hills at a Key West Ski Resort

Discover a winter wonderland at Key West ski resorts, where pristine ski hills meet comfy accommodations.

Alpine charm
Ski resorts near Key West offer a range of experiences, whether you’re looking for a village cutoff from the hustle and bustle of the world or a resort close to other local amenities. You can book a room in the main hotel or a luxury private chalet with ski-in and ski-out access.

There’s more than skiing to keep you busy. Check out the winter activities you’ll enjoy at the best ski resorts in Key West, from tubing to soaking in outdoor spas.

Epic fun at your Key West ski resort
Key West ski resorts are known for their accommodations, fun-filled activities, and sumptuous meals. Each resort also has its own unique signature runs, trails, and chairlifts to get you to the top of the slopes. You’ll also usually have access to surrounding trails and other winter sports within the resort. Larger resorts often offer a range of amenities, including gondolas or aerial trams, so you can ride to the slopes in style or simply take in the splendid views.

Winter vacations in Key West offer a whole new world of experiences, such as snowmobiling, horse-drawn sleds, tubing, and dog-sledding. The nightlife can vary from clubs to cabarets and game rooms to night skiing by torchlight. The après-ski scene at Key West ski resorts is one of the greatest draws for travelers who enjoy warming beverages, crackling fires, and the company of fellow skiers.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.