Top Vacation homes in Key West
Find the Top Vacation homes in Key West – 20+ Quality Options from Leading Providers
1-20 out of 20 vacation homes
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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
Holiday home
6 adults
2 bedrooms
4 beds
MapView on map800 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
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
- Heated Pool
- Private Entrance
- Fitness Centre
3.1 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
- 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
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
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
- Fully equipped kitchenette
- Living room
- Non-smoking accommodation
1.1 mi from City Center200 yd from Duval Street
From
US$ 281
/night
- Close to Southernmost Point
- Air-conditioned holiday home
- Pets allowed
- Outdoor Pool
- Cycling Activities
- Dock Access
700 yd from City Center1100 yd from Key West Cemetery
From
US$ 808
/night
- Private entrance for enhanced privacy
- Outdoor swimming pool for relaxation
- Sea views from spacious patio
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
Villa
9.0
Perfect2323 reviews10
- Outdoor pool
- Hot tub
- Bike rentals
1.1 mi from City Center100 yd from Fury Water Adventures Key West
From
US$ 674
/night
- Heated outdoor swimming pool
- Fully-equipped kitchen in apartments
- Bicycle rentals for local exploration
Holiday home
8.8
Great1414 reviews10
- Hot tub
- Patio
- Cycling
1.1 mi from City Center300 yd from Duval Street
From
US$ 270
/night
- Private hot tub for ultimate relaxation
- Air-conditioned accommodation with patio
- Access to cycling and fishing activities
Holiday home
- Hot tub
- Private entrance
- Fully equipped kitchen
1.1 mi from City Center100 yd from Ernest Hemingway House
From
US$ 1 260
/night
- Private entrance for added privacy
- Hot tub access for relaxation
- Pet-friendly accommodations available
Holiday home
- Hot tub
- Air conditioning
- Private entrance
1.1 mi from City Center200 yd from Ernest Hemingway House
From
US$ 2 257
/night
- Private hot tub for relaxation
- Air-conditioned rooms with private entrance
- Fully equipped kitchen with utensils
Holiday home
8.4
Great1010 reviews10
- Hot Tub
- Kitchen
- Patio
1.0 mi from City Center300 yd from Ernest Hemingway House
From
US$ 312
/night
- Private entrance for added privacy
- Hot tub available on-site
- Pets allowed for furry companions
Holiday home
- Heated pool
- Outdoor patio
- Fully equipped kitchen
1.2 mi from City Center200 yd from Fury Water Adventures Key West
From
US$ 333
/night
- Heated outdoor swimming pool
- Steps from Ernest Hemingway Home
- Private entrance for added privacy
Holiday home
- Hot tub
- Outdoor pool
- BBQ facilities
1.3 mi from City Center400 yd from Jackson Square
From
US$ 599
/night
- Private hot tub for relaxation
- Two outdoor pools for cooling off
- Fully equipped kitchen available
Holiday home
9.0
Perfect22 reviews10
- Private Pool
- Heated Pool
- Patio Area
1.5 mi from City Center300 yd from Key West Shipwreck Treasure Museum
From
US$ 861
/night
- Private pool and balcony with views
- Heated outdoor pool for leisure
- Close to popular Key West attractions
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