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
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

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 two-story house with a front porch, a staircase, and a garage.
A pathway through a lush garden with various plants and trees.
A living room with a sofa, armchair, coffee table, and a cabinet with decorative items.

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
£408
includes taxes & fees
26 Oct - 27 Oct
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A resort with a swimming pool, beach area, and marina.
A room with a dark blue dresser, a lamp, and a sign reading "OUR HAPPY PLACE".
A coastal residential area with houses, a marina, and a flag.

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

Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
Cudjoe Key
£364
includes taxes & fees
28 Oct - 29 Oct
Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
A covered outdoor seating area with white chairs and tables, overlooking turquoise waters and distant islands.
A resort with a swimming pool, beach area, and marina.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A waterfront property with a boat dock, a covered outdoor seating area, and a two-story building with balconies.

3. 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
£528
includes taxes & fees
26 Oct - 27 Oct
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 resort with a swimming pool, beach area, and marina.
A living room with a sofa, chairs, a coffee table, a TV, and large windows overlooking the ocean.
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
£594
includes taxes & fees
26 Oct - 27 Oct
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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