A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

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Check availability on Key West Ski Hotels

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Key West ski hotels

A swimming pool with lounge chairs and a thatched roof structure, surrounded by lush greenery and a brick patio.
A pathway through a lush garden with various plants and trees.
A two-story house with a front porch, a staircase, and a garage.
A bar with a signboard listing various destinations.

1. Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS

Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
Stock Island
￥35,516
￥84,154 total
includes taxes & fees
Oct 7 - Oct 8
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
A covered outdoor seating area with white chairs and tables, overlooking turquoise waters and distant islands.
A waterfront property with a boat dock, a covered outdoor seating area, and a two-story building with balconies.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A spacious living room with a large TV, comfortable seating, a wooden cabinet, and a view of the sea through large windows.

2. Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
Cudjoe Key
￥62,153
￥118,324 total
includes taxes & fees
Oct 6 - Oct 7
Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A coastal residential area with houses, a marina, and a flag.
Outdoor dining
A room with a dark blue dresser, a lamp, and a sign reading "OUR HAPPY PLACE".

3. Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart

Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
Cudjoe Key
￥31,491
￥80,514 total
includes taxes & fees
Oct 6 - Oct 7
Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A covered outdoor seating area with turquoise Adirondack chairs and a small round table, overlooking a beach with palm trees and a pier.
A resort with a swimming pool, beach area, and marina.
A coastal residential area with houses, a marina, and a flag.

4. Post Card Point #319 - Ocean Views!

Post Card Point #319 - Ocean Views!
Cudjoe Key
￥64,640
￥132,211 total
includes taxes & fees
Oct 6 - Oct 7
Post Card Point #319 - Ocean Views!
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Choose what matters most at ski hotels in Key West

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4 stars
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Spa
Family-friendly

Top Key West Hotel Reviews

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