Top Villas in Florida Keys

Find the Top Villas in Florida Keys – 10+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-14 out of 14 villas
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9.0
Perfect10 reviews
6 adults
3 bedrooms
3 beds
From   US$ 581 /nightSelect
  • Outdoor swimming pool with sun loungers
  • Fully equipped kitchen in each room
  • Express check-in and check-out services
Holiday home
8.8
Great14 reviews
8 adults
3 bedrooms
3 beds
From   US$ 270 /nightSelect
  • Private entrance holiday home
  • On-site hot tub for relaxation
  • Pet-friendly accommodation
9.0
Perfect23 reviews
  • Heated Pool
  • Bicycle Rentals
  • Outdoor Jacuzzi
From   US$ 674 /nightSelect
  • Heated outdoor pool open year-round
  • Fully-equipped kitchens in apartments
  • Bicycle rentals for local exploration
8.8
Great37 reviews
  • Private Beach
  • Heated Pool
  • Fishing Pier
From   US$ 242 /nightSelect
  • Private beach with stunning sunsets
  • Heated pool surrounded by lush gardens
  • Complimentary kayaks and paddleboards available
Holiday home
7.8
Very good186 reviews
  • Tiki Bar
  • Peaceful Gardens
  • Private Entrance
From   US$ 135 /nightSelect
  • Private outdoor shower for adventurous guests
  • Relaxing atmosphere with tranquil gardens
  • Tiki bar serving drinks and cold beer
8.6
Great68 reviews
  • Marina
  • Outdoor pool
  • Tennis court
From   US$ 299 /nightSelect
  • Marina with kayak rentals and charters
  • Outdoor pool open all year round
  • Evening entertainment available onsite
8.8
Great13 reviews
  • Heated Pool
  • Private Villas
  • Outdoor Dining
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
From   US$ 408 /nightSelect
  • Private entrance to accommodations
  • Outdoor swimming pool for relaxation
  • Fully equipped kitchen in each unit
  • Snack bar
  • Picnic area
  • Balanced kitchens
From   US$ 250 /nightSelect
  • Outdoor dining area with garden views
  • On-site barbecue facilities available
  • Picnic area for outdoor activities
Holiday home
  • Private Pool
  • Game Room
  • Heated Pool
From   US$ 381 /nightSelect
  • Private pool with sea view
  • Outdoor dining area available
  • Pets allowed on property
Villa
  • Air conditioning
  • Fully equipped kitchen
  • Private entrance
From   US$ 188 /nightSelect
  • Scenic sea view balcony
  • Outdoor dining area
  • Children's playground area
  • Private Entrance
  • Coffee Machine
  • Fishing Activities
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
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
From   US$ 333 /nightSelect
  • Outdoor heated swimming pool
  • Close to Ernest Hemingway Home
  • Private entrance for added privacy