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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1-21 out of 21
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Kw42 Bahama HouseHoliday home
8.4
Great6 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$ 2 223 /nightSelect
9.8
Perfect7 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$ 526 /nightSelect
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1.2 mi from City Center395 yd from Jackson Square
Private PoolTennis CourtPet Friendly
  • Private heated pool
  • Three-bedroom holiday home
  • On-site tennis court
FromUS$ 798 /nightSelect
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1.1 mi from City Center589 yd from Key West Cemetery
Private PatioFull KitchenWasher Dryer
  • Private patio for outdoor dining
  • Full kitchen with cookware
  • In-unit washer and dryer
Select
8.6
Great56 total reviews
our site & Booking.com
6 adults
2 bedrooms
3 beds
Map
1.9 mi from City Center1016 yd from Fort East Martello Museum
Heated PoolHot TubFree Parking
  • Heated pool and hot tub
  • Free parking included
  • Pet-friendly suite
FromUS$ 595 /nightSelect
8.6
Great312 total reviews
our site & Booking.com
6 adults
3 bedrooms
3 beds
Map
1.3 mi from City Center417 yd from Jackson Square
Heated PoolFull KitchenPet Friendly
  • Fully equipped kitchen in each villa
  • Adjacent to Duval Street dining
  • Pet-friendly villas
FromUS$ 709 /nightSelect
10.0
Perfect1 total review
our site & Booking.com
Map
1.1 mi from City Center285 yd from Fury Water Adventures Key West
SpaHeated PoolFitness Centre
  • Private villa with on-site spa
  • Multiple water sports on-site
  • Full kitchen and laundry
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9.6
Perfect316 total reviews
our site & Booking.com
6 adults
2 bedrooms
3 beds
Map
1.1 mi from City Center72 yd from Fury Water Adventures Key West
Heated PoolOutdoor SpaBike Rentals
  • Steps from historic Duval Street
  • Heated pool open year-round
  • In-room kitchen in apartments
FromUS$ 820 /nightSelect
9.1
Perfect33 total reviews
our site & Booking.com
6 adults
2 bedrooms
3 beds
Map
1.1 mi from City Center219 yd from Ernest Hemingway House
Water ParkPrivate PatioFull Kitchen
  • On-site water park for family fun
  • City-view patio with private entrance
  • Steps from Hemingway Home and Museum
FromUS$ 536 /nightSelect
9.1
Perfect18 total reviews
our site & Booking.com
Map
702 yd from City Center1033 yd from Key West Cemetery
Outdoor PoolFree ParkingLift
  • Waterfront corner with sea views
  • Private entrance for added privacy
  • On-site water sports facilities
FromUS$ 184 /nightSelect
8.1
Great16 total reviews
our site & Booking.com
Map
1.0 mi from City Center285 yd from Ernest Hemingway House
Rooftop PoolFree ParkingCity Views
  • Rooftop pool with city views
  • Two-story condo private entrance
  • Free private parking included
FromUS$ 343 /nightSelect
Sky Loft In Key WestHoliday home
9.3
Perfect23 total reviews
our site & Booking.com
4 adults
1 bedroom
2 beds
Map
1.1 mi from City Center302 yd from Fury Water Adventures Key West
Full KitchenPrivate PatioWater Park
  • Private holiday home with full kitchen
  • On-site golf, fishing, water sports
  • City-view patio and outdoor pool
FromUS$ 512 /nightSelect
Kw44 Conch CasaHoliday home
9.3
Perfect10 total reviews
our site & Booking.com
6 adults
2 bedrooms
3 beds
Map
1.1 mi from City Center194 yd from Ernest Hemingway House
JacuzziFull KitchenWasher/Dryer
  • Private in-home jacuzzi
  • Full kitchen for cooking
  • Steps from Duval Street
FromUS$ 614 /nightSelect
8.6
Great8 total reviews
our site & Booking.com
Map
1.3 mi from City Center441 yd from Jackson Square
Outdoor PoolWater SportsGolf Course
  • Private cottage with full kitchen
  • Outdoor pool and garden
  • On-site water sports and golf
FromUS$ 519 /nightSelect
9.2
Perfect9 total reviews
our site & Booking.com
Map
702 yd from City Center1033 yd from Key West Cemetery
Waterfront ViewPrivate PoolWater Sports
  • Private waterfront penthouse with sea views
  • On-site water sports facilities
  • Private outdoor pool and dock
FromUS$ 1 966 /nightSelect
9.9
Perfect16 total reviews
our site & Booking.com
Map
702 yd from City Center1033 yd from Key West Cemetery
Private DockOutdoor PoolLift Access
  • Private waterfront dock with pool
  • Pet-friendly with private entrance
  • Sea-view patio with dishwasher
FromUS$ 1 144 /nightSelect
8.4
Great11 total reviews
our site & Booking.com
Map
796 yd from City Center990 yd from Smathers Beach
Hot tubOutdoor poolFitness center
  • Beachside holiday home with pool
  • Private hot tub on balcony
  • Sea views from every bedroom
FromUS$ 509 /nightSelect
Kw24 Key Lime CalypsoHoliday home
8.2
Great12 total reviews
our site & Booking.com
6 adults
2 bedrooms
3 beds
Map
1.2 mi from City Center150 yd from Fury Water Adventures Key West
Heated PoolOutdoor PoolKitchenware
  • Heated outdoor pool on-site
  • Steps from Duval Street
  • Non-smoking holiday home
FromUS$ 333 /nightSelect
8.7
Great134 total reviews
our site & Booking.com
6 adults
2 bedrooms
3 beds
Map
3.6 mi from City Center712 yd from Safe Harbor
Outdoor PoolFitness CenterWater Sports
  • Waterfront condo with private patio
  • On-site fitness and outdoor pool
  • Cycling and water sports available
FromUS$ 325 /nightSelect
7.9
Very good58 total reviews
our site & Booking.com
6 adults
2 bedrooms
3 beds
Map
1.9 mi from City Center1020 yd from Fort East Martello Museum
Hot tubHeated poolTennis court
  • Private balcony with hot tub
  • 2-bedroom suite with kitchen
  • Heated outdoor swimming pool
FromUS$ 122 /nightSelect
8.1
Great16 total reviews
our site & Booking.com
8 adults
3 bedrooms
4 beds
Map
1.0 mi from City Center278 yd from Ernest Hemingway House
Outdoor PoolPrivate ParkingFull Kitchen
  • Three-bedroom home with private entrance
  • City-view patio from each bedroom
  • Free private parking on premises
FromUS$ 1 170 /nightSelect

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.