Top Vacation rentals in Key West

Find the Top Vacation rentals in Key West – 30+ Quality Options from Leading Providers

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22 Guests, 1 Room
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21-38 out of 38 vacation rentals
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Holiday home
8 adults
3 bedrooms
3 beds
MapView on map1.1 mi from City Center300 yd from Duval Street
From   US$ 270 /nightSelect
  • Private hot tub for ultimate relaxation
  • Air-conditioned accommodation with patio
  • Access to cycling and fishing activities
Holiday home
8 adults
3 bedrooms
3 beds
MapView on map1.1 mi from City Center100 yd from Ernest Hemingway House
From   US$ 1 042 /nightSelect
  • Private entrance for added privacy
  • Hot tub access for relaxation
  • Pet-friendly accommodations available
Apartment
  • Air conditioning
  • Patio
  • Cable TV
1.2 mi from City Center200 yd from Fury Water Adventures Key West
From   US$ 470 /nightSelect
  • Fully equipped kitchen with dishwasher
  • Private entrance for added privacy
  • City views from the patio
  • Equipped Kitchen
  • Private Entrance
  • City Views
1.3 mi from City Center100 yd from San Carlos Institute Casa Cuba
From   US$ 627 /nightSelect
  • Private entrance for added privacy
  • Equipped kitchen with modern appliances
  • City views from spacious patio
  • Private Entrance
  • Heated Pool
  • Fitness Center
1.9 mi from City Center1200 yd from Kayak Kings Key West
From   US$ 122 /nightSelect
  • Private entrance for added privacy
  • Outdoor heated swimming pool
  • Fitness center with various equipment
Holiday home
  • Hot Tub
  • Kitchen
  • Patio
1.0 mi from City Center300 yd from Ernest Hemingway House
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
1.1 mi from City Center200 yd from Ernest Hemingway House
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
1.2 mi from City Center200 yd from Fury Water Adventures Key West
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
1.2 mi from City Center200 yd from Ernest Hemingway House
From   US$ 365 /nightSelect
  • Private entrance for added anonymity
  • Close to children's playground and parks
  • Ideal for cycling and outdoor activities
  • Swimming Pool
  • City Views
  • Fully Equipped Kitchen
1.1 mi from City Center200 yd from Ernest Hemingway House
From   US$ 1 091 /nightSelect
  • Outdoor swimming pool for relaxation
  • Fully equipped kitchen for convenience
  • City views from the apartment
  • Outdoor Pool
  • Private Entrance
  • Balcony
1.1 mi from City Center300 yd from Ernest Hemingway House
From   US$ 390 /nightSelect
  • Outdoor swimming pool with patio
  • Private entrance for added privacy
  • Two-bedroom apartment with full kitchen
  • Sauna
  • Massage
  • Fitness Centre
800 yd from City Center1000 yd from Smathers Beach
From   US$ 696 /nightSelect
  • Sea-view balcony in every apartment
  • On-site sauna and massage services
  • Private parking available on-site
  • Outdoor Pool
  • Private Parking
  • Air Conditioning
1700 yd from City Center400 yd from Duval Street
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
1.3 mi from City Center400 yd from Jackson Square
From   US$ 599 /nightSelect
  • Private hot tub for relaxation
  • Two outdoor pools for cooling off
  • Fully equipped kitchen available
Apartment
  • Private entrance
  • Garden views
  • Outdoor pool
1.4 mi from City Center300 yd from Jackson Square
From   US$ 249 /nightSelect
  • Children's playground for family fun
  • Outdoor dining area with garden views
  • Cycling and fishing activities available
Holiday home
  • Private Pool
  • Heated Pool
  • Patio Area
1.5 mi from City Center400 yd from Mallory Square
From   US$ 861 /nightSelect
  • Private pool and balcony with views
  • Heated outdoor pool for leisure
  • Close to popular Key West attractions
Apartment
  • Fully equipped kitchen
  • Private entrance
  • Air conditioning
1.2 mi from City Center200 yd from Ernest Hemingway House
From   US$ 159 /nightSelect
  • Private patio for relaxation
  • Air-conditioned apartments with kitchen
  • Cycling and fishing activities available
800 yd from City Center1000 yd from Smathers Beach
From   US$ 561 /nightSelect
Southernmost Point is 20 minutes by foot from the Tranquility By The Beach Key West, while USCGC Ingham Maritime Museum is about a 10-minute drive away.
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