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

Tonight
Sep 2 - Sep 3
Tomorrow
Sep 3 - Sep 4
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Florida Keys ski hotels

1. 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
  • Embrace winter adventure at Glacier Goat Haven, where lakeside charm meets snowy mountain retreat.
¥23,214
¥58,758 total
includes taxes & fees
Sep 12 - Sep 13
Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo

2. RV by the Sea - Glamping in the Keys

RV by the Sea - Glamping in the Keys
Key Largo
¥9,412
¥40,409 total
includes taxes & fees
Sep 9 - Sep 10
RV by the Sea - Glamping in the Keys

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
¥31,677
¥94,387 total
includes taxes & fees
Oct 4 - Oct 5
Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart

4. 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
¥63,083
¥135,535 total
includes taxes & fees
Sep 11 - Sep 12
Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

5. Post Card Point #319 - Ocean Views!

Post Card Point #319 - Ocean Views!
Cudjoe Key
¥65,020
¥148,133 total
includes taxes & fees
Sep 9 - Sep 10
Post Card Point #319 - Ocean Views!

6. Gale South Beach, Curio Collection by Hilton

Gale South Beach, Curio Collection by Hilton
South Beach
¥17,567
¥27,333 total
includes taxes & fees
Sep 7 - Sep 8
Gale South Beach, Curio Collection by Hilton

7. 1 Hotel South Beach

1 Hotel South Beach
South Beach
¥77,691
¥100,514 total
includes taxes & fees
Sep 9 - Sep 10
1 Hotel South Beach

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

Ocean Front with Dock, Key Largo, FL., Pirate's Cove
Key Largo
¥17,134
¥50,277 total
includes taxes & fees
Sep 14 - Sep 15
Ocean Front with Dock, Key Largo, FL., Pirate's Cove

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
¥22,926
¥48,797 total
includes taxes & fees
Sep 7 - Sep 8
Luxury King Studio with Ocean View Private Balcony- Historic Coconut Grove!

10. Miami+3BR+8 Guest +Near Cruise Port + Calle 8 +Brickell+South Beach+Free Parking

Miami+3BR+8 Guest +Near Cruise Port + Calle 8 +Brickell+South Beach+Free Parking
Little Havana
¥41,815
¥89,450 total
includes taxes & fees
Sep 19 - Sep 20
Miami+3BR+8 Guest +Near Cruise Port + Calle 8 +Brickell+South Beach+Free Parking
View all properties

Choose what matters most at ski hotels in Florida Keys

Resort
4 stars
5 stars
Spa
Family-friendly

Top Florida Keys Hotel Reviews

Explore a world of travel with Expedia