Top Vacation rentals in Key West
Find the Top Vacation rentals in Key West – 10+ Quality Options from Leading Providers
1-17 out of 17 vacation rentals
Sort by:
high popularity
- Price: low to high
- Price: high to low
- Guest rating: high to low
- Popularity: high to low
Holiday home
8 adults
3 bedrooms
4 beds
MapView on map1.1 mi from City Center200 yd from Duval Street
From
US$ 1 218
/night
- Private entrance for added privacy
- Outdoor swimming pool for relaxation
- Activities like cycling and fishing
Holiday home
MapView on map3.1 mi from City Center1300 yd from Kayak Kings Key West
From
US$ 862
/night
- Heated pool with private entrance
- Fully equipped kitchen with dishwasher
- On-site golf and tennis courts
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
1.4 mi from City Center400 yd from San Carlos Institute Casa Cuba
From
US$ 1 667
/night
Holiday home
1500 yd from City Center300 yd from Dog Beach
From
US$ 872
/night
Villa
- 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
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
1.4 mi from City Center500 yd from Mallory Square
From
US$ 711
/night
Holiday home
1.1 mi from City Center300 yd from San Carlos Institute Casa Cuba
1.9 mi from City Center1200 yd from Kayak Kings Key West
From
US$ 518
/night
Set 1.1 miles from Sheriff s Animal Farm, this apartment has a fully-fitted kitchen and 2 bathrooms.
- 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
- 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$ 802
/night
- Close to Southernmost Point
- Air-conditioned holiday home
- Pets allowed
Holiday home
3.6 mi from City Center1.2 mi from Kayak Kings Key West
From
US$ 2 815
/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.
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
Saved
Save
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.
