Top Vacation rentals in Key West
Find the Top Vacation rentals in Key West – 20+ Quality Options from Leading Providers
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Villa
8.8
Great1313 reviews10
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
Villa
9.0
Perfect2323 reviews10
6 adults
2 bedrooms
3 beds
MapView on map1.1 mi from City Center100 yd from Fury Water Adventures Key West
From
US$ 314
/night
- Heated outdoor swimming pool
- Fully-equipped kitchen in apartments
- Bicycle rentals for local exploration
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
1.9 mi from City Center1300 yd from Kayak Kings Key West
From
US$ 379
/night
Set 1.1 miles from Sheriff s Animal Farm, this apartment has a fully-fitted kitchen and 2 bathrooms.
Holiday home
- Outdoor pool
- Private entrance
- Full kitchen
1.1 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
- 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
- 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
1.1 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
- 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
1.4 mi from City Center400 yd from San Carlos Institute Casa Cuba
From
US$ 1 598
/night
Holiday home
1.2 mi from City Center100 yd from Fury Water Adventures Key West
From
US$ 1 217
/night
Holiday home
1.4 mi from City Center500 yd from Mallory Square
From
US$ 711
/night
Holiday home
1500 yd from City Center300 yd from Dog Beach
From
US$ 872
/night
Holiday home
3.1 mi from City Center1300 yd from Kayak Kings Key West
From
US$ 615
/night
1700 yd from City Center200 yd from Key West Butterfly and Nature Conservatory
From
US$ 766
/night
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.
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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.