Top Vacation rentals in Florida Keys

Find the Top Vacation rentals in Florida Keys – 60+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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41-60 out of 62 vacation rentals
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Sort by: high popularity
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  • Price: high to low
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From   US$ 250 /nightSelect
  • Air-conditioned holiday home with patio
  • Canoeing, fishing, and wind surfing activities
  • Outdoor dining area with garden views
8 adults
2 bedrooms
3 beds
From   US$ 627 /nightSelect
  • Private entrance for added privacy
  • Equipped kitchen with modern appliances
  • City views from spacious patio
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
Apartment
  • Children's Playground
  • Air Conditioning
  • Private Balcony
From   US$ 365 /nightSelect
  • Private entrance for added anonymity
  • Close to children's playground and parks
  • Ideal for cycling and outdoor activities
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
  • Swimming Pool
  • City Views
  • Fully Equipped Kitchen
From   US$ 1 091 /nightSelect
  • Outdoor swimming pool for relaxation
  • Fully equipped kitchen for convenience
  • City views from the apartment
Apartment
  • Fully equipped kitchen
  • Private entrance
  • Air conditioning
From   US$ 159 /nightSelect
  • Private patio for relaxation
  • Air-conditioned apartments with kitchen
  • Cycling and fishing activities available
  • Sauna
  • Massage
  • Fitness Centre
From   US$ 696 /nightSelect
  • Sea-view balcony in every apartment
  • On-site sauna and massage services
  • Private parking available on-site
  • Outdoor Pool
  • Private Entrance
  • Balcony
From   US$ 390 /nightSelect
  • Outdoor swimming pool with patio
  • Private entrance for added privacy
  • Two-bedroom apartment with full kitchen
Apartment
  • Outdoor Pool
  • Children's Play Area
  • Fully Equipped Kitchen
From   US$ 200 /nightSelect
  • Outdoor swimming pool with children's play area
  • Fully equipped kitchen for convenient cooking
  • Variety of outdoor activities available nearby
  • Private Beach
  • Outdoor Pool
  • Fully Equipped Kitchen
From   US$ 218 /nightSelect
  • Private beach access for exclusive enjoyment
  • Year-round outdoor swimming pool available
  • Fully equipped kitchen for comfort cooking
  • 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
  • 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
Apartment
  • Outdoor Pool
  • Private Entrance
  • Tennis Court
From   US$ 260 /nightSelect
  • Private entrance and sea views
  • Outdoor swimming pool for relaxation
  • On-site fishing and tennis activities
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