Top Vacation rentals in Key West
Find the Top Vacation rentals in Key West – 30+ Quality Options from Leading Providers
1-20 out of 38 vacation rentals
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Villa
6 adults
3 bedrooms
3 beds
MapView on map1.3 mi from City Center400 yd from San Carlos Institute Casa Cuba
From
US$ 709
/night
- Heated outdoor swimming pool
- Fully equipped kitchens in each villa
- Steps from Duval Street dining
Holiday home
MapView on map3.1 mi from City Center1300 yd from Kayak Kings Key West
From
US$ 886
/night
- 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
/night
- Private entrance for added privacy
- Outdoor swimming pool for relaxation
- Activities like cycling and fishing
Holiday home
- Private Pool
- Full Kitchen
- Outdoor Dining
500 yd from City Center1100 yd from Dog Beach
From
US$ 290
/night
- Private pool and outdoor dining area
- Spacious home with three bedrooms
- Activities like cycling and fishing
Holiday home
- Private Pool
- Outdoor Dining
- Fully Equipped Kitchen
1600 yd from City Center100 yd from Key West Cemetery
From
US$ 564
/night
- Private pool with outdoor dining area
- Fully equipped kitchen with dishwasher
- Pet-friendly accommodation available
1.1 mi from City Center200 yd from Duval Street
From
US$ 446
/night
Located right in the centre of Key West, the Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub offers fast access to USCGC Ingham Maritime Museum, a mere 10 minutes' stroll away.
Holiday home
800 yd from City Center900 yd from Dog Beach
From
US$ 258
/night
Set within walking distance of West Martello Tower, this villa includes 3 bedrooms and a kitchen for guests' convenience.
Holiday home
- Outdoor Pool
- Fitness Centre
- Patio
1.9 mi from City Center1200 yd from Kayak Kings Key West
From
US$ 282
/night
- Outdoor pool with private entrance
- Well-equipped kitchen with dishwasher
- Close to popular cycling trails
- Outdoor pool
- EV charger
- Garden area
1.1 mi from City Center200 yd from Ernest Hemingway House
From
US$ 763
/night
- Outdoor pool for relaxation
- On-site parking with EV charger
- Centrally located near attractions
Holiday home
- Fully equipped kitchenette
- Living room
- Non-smoking accommodation
1.1 mi from City Center200 yd from Duval Street
From
US$ 380
/night
- Close to Southernmost Point
- Air-conditioned holiday home
- Pets allowed
- Outdoor Pool
- Cycling Activities
- Dock Access
800 yd from City Center1100 yd from Key West Cemetery
From
US$ 547
/night
- Private entrance for enhanced privacy
- Outdoor swimming pool for relaxation
- Sea views from spacious patio
Villa
- Outdoor pool
- Hot tub
- Bike rentals
1.1 mi from City Center100 yd from Fury Water Adventures Key West
From
US$ 561
/night
- Heated outdoor swimming pool
- Fully-equipped kitchen in apartments
- Bicycle rentals for local exploration
Holiday home
- Private Entrance
- Fitness Centre
- Outdoor Pool
3.6 mi from City Center
From
US$ 325
/night
- Outdoor swimming pool with city views
- Private entrance for enhanced privacy
- Access to fitness centre and cycling
Apartment
- Outdoor Pool
- Beach Access
- Bicycle Rentals
1100 yd from City Center600 yd from Key West Cemetery
From
US$ 169
/night
- Outdoor swimming pool with tropical surroundings
- Rooms decorated with bright tropical colors
- Barbecue facilities for outdoor meals
Apartment
- Hot tub
- Fitness centre
- Heated pool
1.9 mi from City Center1200 yd from Kayak Kings Key West
From
US$ 491
/night
- Private entrance for added privacy
- Outdoor dining area with surroundings ambience
- Heated outdoor swimming pool
Apartment
- Outdoor pool
- Private bathrooms
- Fully equipped kitchen
800 yd from City Center1000 yd from Smathers Beach
From
US$ 408
/night
- Private entrance to all units
- Outdoor swimming pool available
- Staff assist with cycling activities
Apartment
- Private Entrance
- Coffee Machine
- Air Conditioning
1.2 mi from City Center200 yd from San Carlos Institute Casa Cuba
From
US$ 64
/night
- Private entrance for guest convenience
- Well-equipped kitchen utensils provided
- Proximity to popular beaches and attractions
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