Key West Villas

Browse exclusive deals on 12 Key West villas with private pools and full kitchens near Duval Street. Compare ratings and book your ideal villa now.

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1-20 out of 56
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  • Price: high to low
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  • Popularity: high to low
Map
1.3 mi from City Center439 yd from San Carlos Institute Casa Cuba
Private PoolWater SportsPrivate Garden
  • Private pool and lush garden
  • Six-bedroom holiday home
  • On-site water sports
FromUS$ 4 224 /nightSelect
8.5
Great60 total reviews
our site & Booking.com
6 adults
2 bedrooms
3 beds
Map
1.9 mi from City Center1201 yd from Kayak Kings Key West
Heated PoolHot TubFree Parking
  • Heated pool and hot tub
  • Free parking included
  • Pet-friendly suite
FromUS$ 379 /nightSelect
9.8
Perfect6 total reviews
our site & Booking.com
Map
3.1 mi from City Center1228 yd from Kayak Kings Key West
Heated PoolPrivate ParkingTennis Court
  • Heated private pool
  • Private on-site parking
  • Fully equipped kitchen
FromUS$ 511 /nightSelect
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1.2 mi from City Center224 yd from San Carlos Institute Casa Cuba
Private PoolTennis CourtPet Friendly
  • Private heated pool
  • Three-bedroom holiday home
  • On-site tennis court
FromUS$ 798 /nightSelect
Kw42 Bahama HouseHoliday home
9.0
Perfect9 total reviews
our site & Booking.com
8 adults
3 bedrooms
4 beds
Map
1.1 mi from City Center184 yd from Duval Street
Heated PoolChildren's PlaygroundSpa Center
  • 3-bedroom holiday home downtown
  • Heated pool and spa facilities
  • Children's playground and picnic area
FromUS$ 1 360 /nightSelect
Saltwater AnglerHoliday home
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1.6 mi from City Center399 yd from Jackson Square
Water ParkFree ParkingOutdoor Pool
  • On-site water park
  • Free private parking downtown
  • Sea views from holiday home
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1.1 mi from City Center190 yd from Ernest Hemingway House
Outdoor PoolHot TubGolf Course
  • Adults-only boutique villa
  • Private garden and pool
  • On-site golf course
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Andy'S AtticHoliday home
7.0
Very good1 total review
our site & Booking.com
Map
1.3 mi from City Center323 yd from Ernest Hemingway House
KitchenettePet FriendlyTennis Court
  • Steps from Fort Zachary Beach
  • Pet-friendly holiday home
  • Kitchenette for self-catering
FromUS$ 365 /nightSelect
8.6
Great284 total reviews
our site & Booking.com
6 adults
3 bedrooms
3 beds
Map
1.3 mi from City Center334 yd from San Carlos Institute Casa Cuba
Heated PoolFull KitchenPet Friendly
  • Fully equipped kitchen in each villa
  • Adjacent to Duval Street dining
  • Pet-friendly villas
FromUS$ 709 /nightSelect
Yellowfin LedgeHoliday home
10.0
Perfect4 total reviews
our site & Booking.com
Map
1.1 mi from City Center125 yd from Duval Street
KitchenetteSofa Bed
  • 3-min walk to South Beach
  • Holiday home with kitchenette
  • Pets allowed on site
FromUS$ 236 /nightSelect
Ann Street CottageHoliday home
9.3
Perfect3 total reviews
our site & Booking.com
Map
1.4 mi from City Center412 yd from Mallory Square
Heated PoolSpaFitness Centre
  • 5-min walk to Simonton Beach
  • Private heated pool & spa
  • Fully equipped kitchen
FromUS$ 711 /nightSelect
Map
1.1 mi from City Center98 yd from Ernest Hemingway House
Heated PoolFull KitchenSea Views
  • Eight-bedroom holiday home
  • 7-min walk to South Beach
  • Heated outdoor swimming pool
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9.2
Perfect7 total reviews
our site & Booking.com
Map
1.1 mi from City Center156 yd from Duval Street
Hot TubBeach AccessFull Kitchen
  • Private hot tub on patio
  • Short walk to South Beach
  • Full private kitchen
FromUS$ 446 /nightSelect
8.0
Great2 total reviews
our site & Booking.com
Map
1.4 mi from City Center367 yd from San Carlos Institute Casa Cuba
Hot TubSpa CenterTennis Court
  • Holiday home with two bedrooms
  • Spa facilities and hot tub
  • Steps from Duval Street
FromUS$ 1 598 /nightSelect
Casa LocaHoliday home
6.0
Nice1 total review
our site & Booking.com
Map
1.1 mi from City Center190 yd from Fury Water Adventures Key West
Heated PoolWellness CentreFull Kitchen
  • On-site spa and wellness centre
  • Fully equipped kitchen
  • 3-minute walk to Duval Street
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Louisa HouseHoliday home
10.0
Perfect1 total review
our site & Booking.com
Map
1.0 mi from City Center123 yd from Duval Street
Heated PoolSpaTennis Court
  • Entire four-bedroom holiday home
  • On-site spa and fitness centre
  • Water sports and tennis court
FromUS$ 1 399 /nightSelect
10.0
Perfect2 total reviews
our site & Booking.com
Map
1446 yd from City Center262 yd from Dog Beach
Heated PoolSpa CentreTennis Court
  • 4-min walk to South Beach
  • Holiday home with full kitchen
  • Spa & heated pool on-site
FromUS$ 872 /nightSelect
Mango CottageHoliday home
Map
959 yd from City Center614 yd from Key West Cemetery
Spa CentreHeated PoolFitness Center
  • On-site spa & wellness centre
  • Heated pool with lush garden
  • 14-min walk to Higgs Beach
FromUS$ 1 195 /nightSelect
Casa De CubaHoliday home
10.0
Perfect1 total review
our site & Booking.com
Map
1.0 mi from City Center263 yd from Duval Street
Heated PoolWellness CentrePrivate Garden
  • Spacious 3-bedroom holiday home
  • On-site heated pool and spa
  • City centre near Hemingway Home
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8.0
Great1 total review
our site & Booking.com
Map
3.1 mi from City Center1280 yd from Kayak Kings Key West
Heated PoolFull KitchenPrivate Parking
  • Three-bedroom spacious holiday home
  • Heated pool with pool towels
  • On-site spa and fitness center
FromUS$ 615 /nightSelect
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Key West villas offer a blend of privacy and convenience, ideal for travelers seeking more space than a standard hotel room. Most properties feature fully equipped kitchens, private or shared heated pools, and free WiFi. Located in historic Old Town and the Downtown district, these vacation rentals place you within walking distance of Duval Street, the Ernest Hemingway Home and Museum, and the Southernmost Point. Budgets range from mid-range to upscale, with rates varying by season-book early for winter and spring breaks.

Top-rated options include Key West Villas (scoring 96/100), which provides a continental breakfast and is steps from Duval Street, and Rose Lane Villas (86/100), offering balconies and full kitchens. For larger groups, Coral Hammock Poolside Home (98/100) includes a heated pool and three bedrooms. Many villas offer free parking, air conditioning, and family-friendly amenities. Cyclists can explore the island on bike rentals available at select properties. Secure your stay now for the best selection.