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

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Check availability on Florida Keys Ski Hotels

Tonight
Oct 25 - Oct 26
Tomorrow
Oct 26 - Oct 27
Next weekend
Oct 30 - Nov 1
In two weeks
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.
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
￥38,119
￥87,593 total
includes taxes & fees
Oct 26 - Oct 27
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 spacious living room with a large TV, comfortable seating, a wooden cabinet, and a view of the sea through large windows.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

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
￥55,590
￥110,013 total
includes taxes & fees
Oct 26 - Oct 27
Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
A beach with palm trees, a thatched-roof hut, and beach chairs.
A living room with a sofa, a coffee table, a TV, and a ceiling fan. There are large windows with a view of greenery.
A marina with boats docked, a building with a blue roof, and a pathway along the water.
A marina with boats docked, a dock area, and a building with a blue roof.

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
  • Embrace winter adventure at Glacier Goat Haven, where lakeside charm meets snowy mountain retreat.
￥35,296
￥70,573 total
includes taxes & fees
Nov 22 - Nov 23
Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo
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 pool area, lounge chairs, and a small island with thatched umbrellas.
A coastal residential area with houses, a marina, and a flag.
A living room with a sofa, chairs, a coffee table, a TV, and large windows overlooking the ocean.

4. Post Card Point #319 - Ocean Views!

Post Card Point #319 - Ocean Views!
Cudjoe Key
￥57,814
￥122,593 total
includes taxes & fees
Oct 26 - Oct 27
Post Card Point #319 - Ocean Views!
A pool area with multiple swimming pools, lounge chairs, and palm trees.
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".

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

Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
Cudjoe Key
￥28,166
￥75,553 total
includes taxes & fees
Oct 29 - Oct 30
Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
A compact RV interior with a bunk bed, a dining area, a sofa, and a kitchen area.
A dock with a wooden walkway leading to a building with a flat roof, surrounded by water and palm trees.
A calm river at sunset with a dock and boats.
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
￥11,701
￥43,146 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.
A balcony with a wooden table, white cushioned seating, and a view of the beach and ocean.
A modern bedroom with a large window, a wooden headboard, a bedside table with a plant, and a TV on the wall.
A modern living room with a wooden dining table, wicker chairs, and a view of the ocean.

7. 1 Hotel South Beach

1 Hotel South Beach
South Beach
￥93,997
￥120,033 total
includes taxes & fees
Nov 23 - Nov 24
1 Hotel South Beach
An outdoor dining area with tables and chairs, surrounded by greenery and string lights.
A rooftop pool with lounge chairs and a view of the city skyline.
A modern hotel lobby with a reception desk, bar area, and seating.
A beach with a clear view of the ocean, a sandy beach, and palm trees.

8. Gale South Beach, Curio Collection by Hilton

Gale South Beach, Curio Collection by Hilton
South Beach
￥27,335
￥38,314 total
includes taxes & fees
Nov 23 - Nov 24
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.
A marina with numerous sailboats docked, surrounded by lush greenery and a clear view of the ocean.
A balcony with a view of the sea, featuring a table and chairs, and a bed in the foreground.
A hotel lobby with a reception desk, three lamps, and a decorative sculpture.

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
￥35,296
￥64,022 total
includes taxes & fees
Oct 30 - Oct 31
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.
A dock with a thatched roof structure, a small boat, and a blue building with a white door.
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.
A pebbled beach with a rocky breakwater and a dock extending into calm waters.

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

Ocean Front with Dock, Key Largo, FL., Pirate's Cove
Key Largo
￥21,287
￥53,362 total
includes taxes & fees
Oct 26 - Oct 27
Ocean Front with Dock, Key Largo, FL., Pirate's Cove
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