Top Vacation homes in Florida Keys

Find the Top Vacation homes in Florida Keys – 40+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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21-40 out of 41 vacation homes
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Sort by: high popularity
  • Price: low to high
  • Price: high to low
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  • Popularity: high to low
From   US$ 547 /nightSelect
  • Private entrance for enhanced privacy
  • Outdoor swimming pool for relaxation
  • Sea views from spacious patio
From   US$ 1 304 /nightSelect
  • Private pool with entertainment options
  • Indoor play area for children
  • Barbecue facilities available on-site
  • Outdoor pool
  • EV charger
  • Garden area
From   US$ 763 /nightSelect
  • Outdoor pool for relaxation
  • On-site parking with EV charger
  • Centrally located near attractions
  • Private Entrance
  • Fitness Centre
  • Outdoor Pool
From   US$ 325 /nightSelect
  • Outdoor swimming pool with city views
  • Private entrance for enhanced privacy
  • Access to fitness centre and cycling
Holiday home
  • Fully equipped kitchenette
  • Living room
  • Non-smoking accommodation
From   US$ 750 /nightSelect
  • Close to Southernmost Point
  • Air-conditioned holiday home
  • Pets allowed
Holiday home
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From   US$ 365 /nightSelect
Holiday home
  • Outdoor dining
  • Children's playground
  • Equipped kitchen
From   US$ 570 /nightSelect
  • Sea views from private balcony
  • Family-friendly with children's playground
  • Outdoor activities like cycling available
Villa
  • Children's Playground
  • Fully Equipped Kitchen
  • Outdoor Dining Area
From   US$ 188 /nightSelect
  • Private entrance with sea views
  • Children's playground for family fun
  • Cycling and fishing nearby
  • Picnic Area
  • Snack Bar
  • Outdoor Terrace
From   US$ 250 /nightSelect
  • Air-conditioned holiday home with patio
  • Canoeing, fishing, and wind surfing activities
  • Outdoor dining area with garden views
Holiday home
  • Hot Tub
  • Kitchen
  • Patio
From   US$ 312 /nightSelect
  • Private entrance for added privacy
  • Hot tub available on-site
  • Pets allowed for furry companions
Holiday home
  • Hot tub
  • Air conditioning
  • Private entrance
From   US$ 850 /nightSelect
  • Private hot tub for relaxation
  • Air-conditioned rooms with private entrance
  • Fully equipped kitchen with utensils
Holiday home
  • Heated pool
  • Outdoor patio
  • Fully equipped kitchen
From   US$ 333 /nightSelect
  • Heated outdoor swimming pool
  • Steps from Ernest Hemingway Home
  • Private entrance for added privacy
Holiday home
  • Air conditioning
  • Fishing
  • Outdoor dining
From   US$ 139 /nightSelect
  • Two-bedroom holiday home with outdoor dining
  • Fishing opportunities right on-site
  • Air conditioning and non-smoking environment
  • Hot tub
  • Outdoor pool
  • BBQ facilities
From   US$ 599 /nightSelect
  • Private hot tub for relaxation
  • Two outdoor pools for cooling off
  • Fully equipped kitchen available
  • Outdoor Pool
  • Private Parking
  • Air Conditioning
From   US$ 903 /nightSelect
  • Outdoor swimming pool for relaxation
  • Fully equipped kitchen for convenience
  • Patio for outdoor dining experience
Holiday home
  • Heated pool
  • Fitness centre
  • Cycling activities
From   US$ 909 /nightSelect
  • Heated outdoor pool
  • Private entrance for added privacy
  • Equipped kitchen with dishwasher
Holiday home
  • Hot tub
  • Private entrance
  • Fully equipped kitchen
From   US$ 1 042 /nightSelect
  • Private entrance for added privacy
  • Hot tub access for relaxation
  • Pet-friendly accommodations available
Holiday home
  • Private Pool
  • Outdoor Dining
  • Game Room
From   US$ 381 /nightSelect
  • Private pool with sea views
  • Outdoor dining area for relaxation
  • Activities like cycling and fishing
Holiday home
  • Private Pool
  • Heated Pool
  • Patio Area
From   US$ 861 /nightSelect
  • Private pool and balcony with views
  • Heated outdoor pool for leisure
  • Close to popular Key West attractions