Search Ski Hotels in Key West
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Key West Ski Hotels
Tonight
9 Sept - 10 SeptTomorrow
10 Sept - 11 SeptThis weekend
11 Sept - 13 SeptNext weekend
18 Sept - 20 SeptOur top choices for Key West ski hotels
1. Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf CartCudjoe Key
£450
includes taxes & fees
13 Sept - 14 Sept
2. Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & PoolCudjoe Key
£629
includes taxes & fees
11 Sept - 12 Sept
£687
includes taxes & fees
11 Sept - 12 Sept
Top Key West Hotel Reviews
Explore a world of travel with Expedia
- 5 Star Hotels in Key West
- Cheap Hotels in Boca Chica Key
- Pet-Friendly Hotels in Boca Chica Key
- Boutique Hotels in Duck Key
- Hotels near Duval Street
- Apartments in Key West
- B&B in Key West
- Cottages in Key West
- Resorts in Key West
- Fantasy Fest Week 2
- Blue Flamingo Resort Key West
- 6 bdrm Duval Compound
- Accor Hotels in Key West
- Adults Only Resorts & in Key West
- All-Inclusive Hotels in Key West
- Almond Tree Inn Hotel
- Duval Gardens at Southernmost Beach Resort – Adults Only
- Bayview house
- Beach Resorts & in Key West
- Cheap Hotels in Key West
- Casa Bonita | Stylish Condo with Pool, Gardens & P
- Claro ~ Adults Only
- Conch Republic Consul General's Cottage.
- Oceanfront Luxury Panoramic Views & Designer Finishes Key West Beach location
- Family-Friendly Hotels in Key West
- Fuente ~ Adults Only
- Galleon Resort Efficiency in the old town
- Gay-Friendly Hotels in Key West
- Golf Hotels in Key West
- **Gulfside VISTAS @ THE ANNEX** Condo & Pool + LAST KEY SERVICES...
- Hersha Hospitality Hotels in Key West
- Weekly Rentals Allowed 2026/2027
- Historic Hotels in Key West
- Historic Old Town Key West Cigarmaker's Cottage
- Hotels with Parking in Key West
- Hotels with Laundry Service in Key West
- Hotels with Hot Tubs in Key West
- Hotels with Pool in Key West
- Hotels with smoking rooms in Key West
- Hyatt Vacation Club at Sunset Harbor
- Hyatt Vacation Club at Windward Pointe
- Key West Beachfront Luxury 2/2 Condo A212
- Key West Sailing Adventure
- Kimpton Hotels in Key West
- Lazy River Pool, Enchanting Garden, Old Town Key West, Free WiFi, Bikes & Parkin
- Charming Studio in Historic Key West
- Luxurious "Atlantia" 2020 6
- Majestic PARADISE @ Truman Annex
- Margaritaville Beach House Key West
- Mesa House Uno
- Motel 6 Hotels in Key West
- Noah's Retreat
- Old Town Suites
- Orchid Key Inn
- Painted SKY~2 BR/2 BA Waterfront Condo at Sunset Marina w/ Pool & Boat Slip!
- Penthouse Beach Ocean Views
- Quilted Giraffe
- Reynolds Paradise
- Romantic Hotels in Key West
- Sea Breeze Cottage 2 Large Decks
- Stone Throw Famous Duval Street Location
- Sweet LIKE SUMMERTIME ~ 3 BR/2Ba Home w/ Pool and Yard!
- Southernmost House
- **The TOASTED COCONUT @ OLD TOWN** Fully Restored + Pool + LAST KEY SERVICES…
- Tropical Key West out of the way
- Conch RETREAT Truman Annex Condo
- Truman Annex
- Truman House
- New Listing! Truman Show
- May SPEC 10-15 & 25-30@ 169 LOD. per ngt. + extras 30$ off a ngt.\n\n\n
- Key West Hotels
- Houseboats in Key West
- Adults Only Resorts & in Marathon
- Beach Resorts & in Marathon
- Cheap Hotels in Marathon
- Hotels with Airport Transfers in Marathon
- Luxury Hotels in Marathon
- Hotels with Restaurant in Stock Island
- Pet-Friendly Hotels in Sugarloaf Key
- Flights to Key West
- Flights from Key West
- Flights from Bridgetown (BGI) to Key West (EYW)
- Flights from Dublin (DUB) to Key West (EYW)
- Flights from London (LHR) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from Miami (MIA) to Key West (EYW)
- Flights from Fort Myers (RSW) to Key West (EYW)