A beach with palm trees, people relaxing on chairs, and colorful kayaks.

Find Ski Hotels in Florida Keys, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Florida Keys Ski Hotels

Our top choices for Florida Keys ski hotels

A covered outdoor seating area with white chairs and tables, overlooking turquoise waters and distant islands.

1. 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
9.8 out of 10, Exceptional, (149 reviews)
The price is ￥60,370
￥111,937 total
includes taxes & fees
Nov 17 - Nov 18
Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
A covered outdoor dining area with a wooden table and chairs, a grill, and a view of the sea.

2. Post Card Point #319 - Ocean Views!

Post Card Point #319 - Ocean Views!
Cudjoe Key
10.0 out of 10, Exceptional, (56 reviews)
The price is ￥58,927
￥119,837 total
includes taxes & fees
Nov 15 - Nov 16
Post Card Point #319 - Ocean Views!
A narrow pathway surrounded by lush greenery and tall palm trees.

3. 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
9.6 out of 10, Exceptional, (140 reviews)
The price is ￥44,609
￥97,034 total
includes taxes & fees
Nov 19 - Nov 20
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
Outdoor dining

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

Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
Cudjoe Key
9.6 out of 10, Exceptional, (7 reviews)
The price is ￥41,971
￥89,690 total
includes taxes & fees
Nov 29 - Nov 30
Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
A beach with palm trees, a thatched-roof hut, and beach chairs.

5. Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo

Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo
Tavernier
9.6 out of 10, Exceptional, (238 reviews)
  • cleanliness
    Embrace winter adventure at Glacier Goat Haven, where lakeside charm meets snowy mountain retreat.
The price is ￥27,629
￥62,061 total
includes taxes & fees
Nov 15 - Nov 16
Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo
A beach with a thatched-roof table and benches, surrounded by trees and a calm body of water.

6. RV by the Sea - Glamping in the Keys

RV by the Sea - Glamping in the Keys
Key Largo
9.0 out of 10, Wonderful, (34 reviews)
The price is ￥11,838
￥44,197 total
includes taxes & fees
Nov 29 - Nov 30
RV by the Sea - Glamping in the Keys
A poolside area with lounge chairs and a gazebo overlooking the ocean.

7. 1 Hotel South Beach

1 Hotel South Beach
5.0 star property
South Beach
9.4 out of 10, Exceptional, (1,698 reviews)
The price is ￥95,474
￥121,950 total
includes taxes & fees
Nov 22 - Nov 23
1 Hotel South Beach
An outdoor dining area with tables and chairs, surrounded by lush greenery and palm trees.

8. Gale South Beach, Curio Collection by Hilton

Gale South Beach, Curio Collection by Hilton
4.5 star property
South Beach
8.4 out of 10, Very good, (1,001 reviews)
The price is ￥21,042
￥31,271 total
includes taxes & fees
Nov 22 - Nov 23
Gale South Beach, Curio Collection by Hilton
A covered outdoor seating area with orange and white cushioned sofas, a glass-top table, and potted plants.

9. Luxury King Studio with Ocean View Private Balcony- Historic Coconut Grove!

Luxury King Studio with Ocean View Private Balcony- Historic Coconut Grove!
Coconut Grove
9.8 out of 10, Exceptional, (76 reviews)
The price is ￥37,702
￥62,410 total
includes taxes & fees
Nov 15 - Nov 16
Luxury King Studio with Ocean View Private Balcony- Historic Coconut Grove!
A beachside setting with a thatched umbrella, two chairs, and a view of the sea and a forested island.

10. Ocean Front with Dock, Key Largo, FL., Pirate's Cove

Ocean Front with Dock, Key Largo, FL., Pirate's Cove
Key Largo
9.6 out of 10, Exceptional, (114 reviews)
The price is ￥17,652
￥50,477 total
includes taxes & fees
Nov 16 - Nov 17
Ocean Front with Dock, Key Largo, FL., Pirate's Cove
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.
View all properties

Choose what matters most at ski hotels in Florida Keys

Resort
4 stars

Top Florida Keys Hotel Reviews