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 17 - Oct 18
Tomorrow
Oct 18 - Oct 19
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

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 living room with a sofa, armchair, coffee table, and a cabinet with decorative items.
A pathway through a lush garden with various plants and trees.

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
￥33,421
￥82,003 total
includes taxes & fees
Oct 18 - Oct 19
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
￥62,220
￥118,609 total
includes taxes & fees
Oct 18 - Oct 19
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 covered outdoor seating area with turquoise Adirondack chairs and a small round table, overlooking a beach with palm trees and a pier.
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.

3. Post Card Point #319 - Ocean Views!

Post Card Point #319 - Ocean Views!
Cudjoe Key
￥64,709
￥131,563 total
includes taxes & fees
Oct 18 - Oct 19
Post Card Point #319 - Ocean Views!
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 coastal residential area with houses, a marina, and a flag.
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
￥31,525
￥80,127 total
includes taxes & fees
Oct 18 - Oct 19
Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
A beach with a thatched-roof table and benches, surrounded by trees and a calm body of water.
A compact RV interior with a bunk bed, a dining area, a sofa, and a kitchen area.
A calm river at sunset with a dock and boats.
A compact kitchen with a microwave, stove, and refrigerator.

5. RV by the Sea - Glamping in the Keys

RV by the Sea - Glamping in the Keys
Key Largo
￥11,181
￥42,796 total
includes taxes & fees
Oct 28 - Oct 29
RV by the Sea - Glamping in the Keys
A poolside area with lounge chairs and a gazebo overlooking the ocean.
A rooftop lounge with outdoor seating, a large tree, and a view of the 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.

6. 1 Hotel South Beach

1 Hotel South Beach
South Beach
￥86,765
￥111,888 total
includes taxes & fees
Oct 25 - Oct 26
1 Hotel South Beach
A beach with a clear view of the ocean, a sandy beach, and palm trees.
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 modern hotel lobby with a long reception desk, comfortable seating, and a wall adorned with framed photographs.

7. Gale South Beach, Curio Collection by Hilton

Gale South Beach, Curio Collection by Hilton
South Beach
￥26,192
￥37,066 total
includes taxes & fees
Oct 21 - Oct 22
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 hotel room with a large bed, two bedside lamps, a chair, and a view of a marina with boats.
A hotel lobby with a reception desk, three lamps, and a decorative sculpture.

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

Luxury King Studio with Ocean View Private Balcony- Historic Coconut Grove!
Coconut Grove
￥39,505
￥69,587 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 pebbled beach with a rocky breakwater and a dock extending into calm waters.
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

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

Ocean Front with Dock, Key Largo, FL., Pirate's Cove
Key Largo
￥21,272
￥54,840 total
includes taxes & fees
Oct 27 - Oct 28
Ocean Front with Dock, Key Largo, FL., Pirate's Cove
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