Top Holiday homes in Key West

Find the Top Holiday homes in Key West – 7+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-7 out of 7 holiday homes
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Holiday home
8.8
Great14 reviews
8 adults
3 bedrooms
3 beds
MapView on map1.7 km from City Centre200 m from Duval Street
From   US$ 270 /nightSelect
  • Private entrance holiday home
  • On-site hot tub for relaxation
  • Pet-friendly accommodation
9.0
Perfect23 reviews
6 adults
2 bedrooms
3 beds
MapView on map1.8 km from City Centre100 m from Fury Water Adventures Key West
From   US$ 674 /nightSelect
  • Heated outdoor pool open year-round
  • Fully-equipped kitchens in apartments
  • Bicycle rentals for local exploration
8.8
Great13 reviews
  • Heated Pool
  • Private Villas
  • Outdoor Dining
2.1 km from City Centre400 m from San Carlos Institute Casa Cuba
From   US$ 709 /nightSelect
  • Heated outdoor swimming pool
  • Fully equipped kitchen in each villa
  • Adjacent to Duval Street shopping
Holiday home
  • Outdoor pool
  • Private entrance
  • Fully equipped kitchen
800 m from City Centre1000 m from Smathers Beach
From   US$ 408 /nightSelect
  • Private entrance to accommodations
  • Outdoor swimming pool for relaxation
  • Fully equipped kitchen in each unit
  • Private Entrance
  • Coffee Machine
  • Fishing Activities
1.9 km from City Centre200 m from San Carlos Institute Casa Cuba
From   US$ 64 /nightSelect
  • Private entrance for guest convenience
  • Close to popular attractions and beaches
  • Air-conditioned units with seating areas
Holiday home
8.4
Great10 reviews
1.7 km from City Centre300 m from Ernest Hemingway House
From   US$ 312 /nightSelect
Fort Zachary Taylor and Key West Butterfly and Nature Conservatory are respectively 1.7 km and 750 metres from the Windward Isle Villa.
Holiday home
  • Heated pool
  • Private entrance
  • Outdoor patio
1.9 km from City Centre200 m from Fury Water Adventures Key West
From   US$ 333 /nightSelect
  • Outdoor heated swimming pool
  • Close to Ernest Hemingway Home
  • Private entrance for added privacy