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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1-20 out of 31 vacation rentals
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6 adults
3 bedrooms
3 beds
MapView on map1.3 mi from City Center400 yd from San Carlos Institute Casa Cuba
From   US$ 709 /nightSelect
  • Heated outdoor swimming pool
  • Fully equipped kitchens in each villa
  • Steps from Duval Street dining
Holiday home
6 adults
2 bedrooms
4 beds
MapView on map800 yd from City Center1000 yd from Smathers Beach
From   US$ 408 /nightSelect
  • Private entrance to all units
  • Outdoor swimming pool available
  • Staff assist with cycling activities
Holiday home
  • Private Pool
  • Full Kitchen
  • Outdoor Dining
500 yd from City Center1100 yd from Dog Beach
From   US$ 290 /nightSelect
  • Private pool and outdoor dining area
  • Spacious home with three bedrooms
  • Activities like cycling and fishing
  • Heated Pool
  • Private Entrance
  • Fitness Centre
3.1 mi from City Center1300 yd from Kayak Kings Key West
From   US$ 886 /nightSelect
  • Heated pool with private entrance
  • Fully equipped kitchen with dishwasher
  • On-site golf and tennis courts
Holiday home
  • Outdoor pool
  • Private entrance
  • Full kitchen
1.1 mi from City Center200 yd from Duval Street
From   US$ 947 /nightSelect
  • Private entrance for added privacy
  • Outdoor swimming pool for relaxation
  • Activities like cycling and fishing
  • Private Entrance
  • Coffee Machine
  • Air Conditioning
1.2 mi from City Center200 yd from San Carlos Institute Casa Cuba
From   US$ 64 /nightSelect
  • Private entrance for guest convenience
  • Well-equipped kitchen utensils provided
  • Proximity to popular beaches and attractions
  • Private Entrance
  • Fitness Centre
  • Outdoor Pool
3.6 mi from City Center
From   US$ 325 /nightSelect
  • Outdoor swimming pool with city views
  • Private entrance for enhanced privacy
  • Access to fitness centre and cycling
1.1 mi from City Center200 yd from Duval Street
From   US$ 446 /nightSelect
The Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub Key West is nestled in the Duval district, San Carlos Institute is 0.6 km away.
Holiday home
800 yd from City Center900 yd from Dog Beach
From   US$ 258 /nightSelect
Set within walking distance of West Martello Tower, this villa includes 3 bedrooms and a kitchen for guests' convenience.
Holiday home
  • Fully equipped kitchenette
  • Living room
  • Non-smoking accommodation
1.1 mi from City Center200 yd from Duval Street
From   US$ 281 /nightSelect
  • Close to Southernmost Point
  • Air-conditioned holiday home
  • Pets allowed
  • Outdoor Pool
  • Fitness Centre
  • Patio
1.9 mi from City Center1200 yd from Kayak Kings Key West
From   US$ 282 /nightSelect
  • Outdoor pool with private entrance
  • Well-equipped kitchen with dishwasher
  • Close to popular cycling trails
  • Outdoor Pool
  • Cycling Activities
  • Dock Access
700 yd from City Center1100 yd from Key West Cemetery
From   US$ 808 /nightSelect
  • Private entrance for enhanced privacy
  • Outdoor swimming pool for relaxation
  • Sea views from spacious patio
  • Outdoor pool
  • EV charger
  • Garden area
1.1 mi from City Center200 yd from Ernest Hemingway House
From   US$ 763 /nightSelect
  • Outdoor pool for relaxation
  • On-site parking with EV charger
  • Centrally located near attractions
  • Outdoor pool
  • Hot tub
  • Bike rentals
1.1 mi from City Center100 yd from Fury Water Adventures Key West
From   US$ 339 /nightSelect
  • Heated outdoor swimming pool
  • Fully-equipped kitchen in apartments
  • Bicycle rentals for local exploration
Apartment
  • Outdoor Pool
  • Beach Access
  • Bicycle Rentals
1100 yd from City Center600 yd from Key West Cemetery
From   US$ 245 /nightSelect
  • Outdoor swimming pool with tropical surroundings
  • Rooms decorated with bright tropical colors
  • Barbecue facilities for outdoor meals
  • Hot tub
  • Fitness centre
  • Heated pool
1.9 mi from City Center1200 yd from Kayak Kings Key West
From   US$ 414 /nightSelect
  • Private entrance for added privacy
  • Outdoor dining area with surroundings ambience
  • Heated outdoor swimming pool
Holiday home
  • Hot tub
  • Patio
  • Cycling
1.1 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
Apartment
  • Outdoor Pool
  • Fishing
  • Private Entrance
1.2 mi from City Center300 yd from Duval Street
From   US$ 399 /nightSelect
  • Private entrance for added convenience
  • Outdoor swimming pool for relaxation
  • Fully equipped kitchens in select units
Holiday home
  • Hot tub
  • Private entrance
  • Fully equipped kitchen
1.1 mi from City Center100 yd from Ernest Hemingway House
From   US$ 1 260 /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
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