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

Find Ski Hotels in Florida Keys

  • 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

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Florida Keys ski hotels

A swimming pool with lounge chairs and a thatched roof structure, surrounded by lush greenery and a brick patio.

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
9.6 out of 10, Exceptional, (137 reviews)
The price is ￥45,721
￥97,473 total
includes taxes & fees
Nov 9 - Nov 10
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.

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
9.8 out of 10, Exceptional, (148 reviews)
The price is ￥55,870
￥110,567 total
includes taxes & fees
Oct 31 - Nov 1
Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
A beach with palm trees, a thatched-roof hut, and beach chairs.

3. 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, (236 reviews)
  • cleanliness
    Embrace winter adventure at Glacier Goat Haven, where lakeside charm meets snowy mountain retreat.
Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo
A pool area with multiple swimming pools, lounge chairs, and palm trees.

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 ￥28,308
￥75,934 total
includes taxes & fees
Oct 31 - Nov 1
Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
A covered outdoor seating area with turquoise Adirondack chairs and a small round table, overlooking a beach with palm trees and a pier.

5. 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 ￥58,106
￥123,212 total
includes taxes & fees
Nov 9 - Nov 10
Post Card Point #319 - Ocean Views!
A compact RV interior with a bunk bed, a dining area, a sofa, and a kitchen area.

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, (33 reviews)
The price is ￥9,721
￥40,911 total
includes taxes & fees
Oct 31 - Nov 1
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, (1,684 reviews)
The price is ￥94,470
￥120,638 total
includes taxes & fees
Nov 1 - Nov 2
1 Hotel South Beach
An outdoor dining area with tables and chairs, surrounded by greenery and string lights.

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 ￥27,445
￥38,476 total
includes taxes & fees
Nov 24 - Nov 25
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 ￥39,415
￥69,271 total
includes taxes & fees
Nov 9 - Nov 10
Luxury King Studio with Ocean View Private Balcony- Historic Coconut Grove!
A beachside view with a thatched umbrella, a lounge chair, and a rocky shoreline.

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, (113 reviews)
The price is ￥21,213
￥54,214 total
includes taxes & fees
Nov 2 - Nov 3
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