Top Vacation rentals in Key West
Find the Top Vacation rentals in Key West – 20+ Quality Options from Leading Providers
1-20 out of 21 vacation rentals
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Holiday home
8 adults
3 bedrooms
4 beds
MapView on map1.1 mi from City Center200 yd from Duval Street
From
US$ 1 360
/night
- Private entrance for added privacy
- Outdoor swimming pool for relaxation
- Activities like cycling and fishing
6 adults
2 bedrooms
3 beds
MapView on map1.9 mi from City Center1300 yd from Kayak Kings Key West
From
US$ 379
/night
Sheriff s Animal Farm is 1.2 miles from this villa that offers 2 bedrooms along with a fully equipped kitchen.
Holiday home
- Heated Pool
- Private Entrance
- Fitness Centre
3.1 mi from City Center1300 yd from Kayak Kings Key West
From
US$ 511
/night
- Heated pool with private entrance
- Fully equipped kitchen with dishwasher
- On-site golf and tennis courts
Holiday home
1.4 mi from City Center400 yd from San Carlos Institute Casa Cuba
From
US$ 1 598
/night
Villa
8.8
Great1313 reviews10
- Heated pool
- Private balconies
- Pet-friendly
1.3 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
- Fully equipped kitchenette
- Living room
- Non-smoking accommodation
1.1 mi from City Center200 yd from Duval Street
From
US$ 236
/night
- Close to Southernmost Point
- Air-conditioned holiday home
- Pets allowed
Holiday home
1500 yd from City Center300 yd from Dog Beach
From
US$ 872
/night
Holiday home
1.4 mi from City Center500 yd from Mallory Square
From
US$ 711
/night
Holiday home
3.1 mi from City Center1300 yd from Kayak Kings Key West
From
US$ 615
/night
Holiday home
1.1 mi from City Center200 yd from Duval Street
From
US$ 446
/night
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
3.3 mi from City Center1.0 mi from Kayak Kings Key West
From
US$ 2 726
/night
You can relax by a private pool in the Crestwood House - Private Heated Pool & Parking Key West, located approximately 20 minutes by foot from Safe Harbor.
Holiday home
1.1 mi from City Center300 yd from San Carlos Institute Casa Cuba
Offering a fully-fitted kitchen complete with oven and a dishwasher, this villa is located close to Nancy Forrester's Secret Garden.
1700 yd from City Center200 yd from Key West Butterfly and Nature Conservatory
From
US$ 766
/night
- 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
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
- 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
Holiday home
1.2 mi from City Center100 yd from Fury Water Adventures Key West
From
US$ 1 217
/night
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Top Vacation Rentals Picks in Key West
How much is a room per night?
These vacation rentals offer great access to popular spots like Duval Street, the Hemingway Home and Museum, and South Beach, all within a 10-minute walk. Prices start around $150 per night, with many options rated above 9/10 on review sites.
3 star:
$150-$250
4 star:
$250-$400
5 star:
$400-$600
Top Recommended Cheap and Budget Vacation Rentals in Key West
4-minute walk from Smathers Beach
Offering sea views and a swimming pool, this apartment is close to local attractions. Guests can enjoy activities like cycling and are near the Ernest Hemingway Home and Museum.