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 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
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 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
￥37,688
￥86,804 total
includes taxes & fees
Oct 21 - Oct 22
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 resort with a swimming pool, beach area, and marina.
A waterfront property with a boat dock, a covered outdoor seating area, and a two-story building with balconies.
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 25 - Oct 26
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 living room with a sofa, chairs, a coffee table, a TV, and large windows overlooking the ocean.
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.

3. Post Card Point #319 - Ocean Views!

Post Card Point #319 - Ocean Views!
Cudjoe Key
￥64,709
￥131,563 total
includes taxes & fees
Oct 27 - Oct 28
Post Card Point #319 - Ocean Views!
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A room with a dark blue dresser, a lamp, and a sign reading "OUR HAPPY PLACE".
A resort with a swimming pool, beach area, and marina.
A coastal residential area with houses, a marina, and a flag.

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 21 - Oct 22
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 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 compact RV interior with a bunk bed, a dining area, a sofa, and a kitchen area.

5. RV by the Sea - Glamping in the Keys

RV by the Sea - Glamping in the Keys
Key Largo
￥11,035
￥43,186 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 modern living room with a wooden dining table, wicker chairs, 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 balcony with a wooden table, white cushioned seating, and a view of the beach and ocean.

6. 1 Hotel South Beach

1 Hotel South Beach
South Beach
￥86,990
￥112,179 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 modern hotel lobby with a long reception desk, comfortable seating, and a wall adorned with framed photographs.
A rooftop terrace with outdoor seating, a large planter with a tree, and a view of the city skyline at dusk.
A rooftop pool with lounge chairs and a view of the city skyline.

7. Gale South Beach, Curio Collection by Hilton

Gale South Beach, Curio Collection by Hilton
South Beach
￥28,139
￥39,306 total
includes taxes & fees
Oct 22 - Oct 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.
A balcony with a view of the sea, featuring a table and chairs, and a bed in the foreground.
A marina with numerous sailboats docked, surrounded by lush greenery and a clear view of the ocean.
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
￥69,429 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.
A pebbled beach with a rocky breakwater and a dock extending into calm waters.
A dock with a thatched roof structure, a small boat, and a blue building with a white door.
A compact RV kitchen with a central island, a dining area with a sofa, and a TV mounted on the wall.

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

Ocean Front with Dock, Key Largo, FL., Pirate's Cove
Key Largo
￥21,328
￥54,190 total
includes taxes & fees
Oct 27 - Oct 28
Ocean Front with Dock, Key Largo, FL., Pirate's Cove
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