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 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 pathway through a lush garden with various plants and trees.
A bar with a signboard listing various destinations.
A two-story house with a front porch, a staircase, and a garage.

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
￥46,224
￥97,516 total
includes taxes & fees
Oct 7 - Oct 8
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 spacious living room with a large TV, comfortable seating, a wooden cabinet, and a view of the sea through large windows.
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
￥62,153
￥118,324 total
includes taxes & fees
Oct 4 - Oct 5
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
￥64,640
￥131,264 total
includes taxes & fees
Oct 4 - Oct 5
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.
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
￥31,491
￥80,041 total
includes taxes & fees
Oct 4 - Oct 5
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 kitchen with a microwave, stove, and refrigerator.
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.

5. RV by the Sea - Glamping in the Keys

RV by the Sea - Glamping in the Keys
Key Largo
￥10,217
￥41,540 total
includes taxes & fees
Oct 4 - Oct 5
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 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.

6. 1 Hotel South Beach

1 Hotel South Beach
South Beach
￥78,120
￥102,014 total
includes taxes & fees
Oct 4 - Oct 5
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 reception desk, bar area, and seating.
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
￥22,675
￥33,047 total
includes taxes & fees
Oct 14 - Oct 15
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 lobby with a reception desk, three lamps, and a decorative sculpture.
A hotel room with a large bed, two bedside lamps, a chair, and a view of a marina with boats.

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
￥35,516
￥64,737 total
includes taxes & fees
Oct 6 - Oct 7
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 compact RV kitchen with a central island, a dining area with a sofa, and a TV mounted on the wall.
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.
A dock with a thatched roof structure, a small boat, and a blue building with a white door.

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

Ocean Front with Dock, Key Largo, FL., Pirate's Cove
Key Largo
￥18,879
￥51,309 total
includes taxes & fees
Oct 4 - Oct 5
Ocean Front with Dock, Key Largo, FL., Pirate's Cove
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