Holiday rentals in Key West, FL

Search among 368 available holiday rentals in Key West from 50+ providers

Check-in
Select date
-
Check-out
Select date
Rooms and Guests2 Guests, 1 Room
Check-in
Select date
-
Check-out
Select date
Rooms and Guests2 Guests, 1 Room
Filter & Sort
View map
Check-in
Select date
-
Check-out
Select date
Rooms and Guests2 Guests, 1 Room
1Filter & Sort
View map
View map
21-40 out of 368
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Four Flowers GuesthouseVilla
4 adults
1 bedroom
2 beds
Map
1.9 km from City Centre200 m from San Carlos Institute Casa Cuba
Set just 10 minutes' walk from The Ernest Hemingway Home and Museum, this villa features a terrace along with a kitchen.
FromC$ 87 /nightSelect
Amelia HouseVilla
8.8
Great14 reviews
8 adults
3 bedrooms
3 beds
Map
1.7 km from City Centre200 m from Duval Street
Mel Fisher Maritime Heritage Museum and Memorial Sculpture Garden are located 1.1 km and 1.2 km from the Amelia House Villa respectively.
FromC$ 368 /nightSelect
Passover CottageVilla
4 adults
2 bedrooms
2 beds
Map
1.4 km from City Centre100 m from Key West Cemetery
Nestled in the Downtown Key West district, the villa is equipped with a kitchen and an outdoor pool.
FromC$ 862 /nightSelect
Conch CasaVilla
6 adults
2 bedrooms
3 beds
Map
1.7 km from City Centre200 m from Ernest Hemingway House
Mel Fisher Maritime Heritage Museum is only 1.1 km from the Conch Casa Villa Key West and features shopping and dining.
FromC$ 978 /nightSelect
Bananas Foster Guesthouse By BrightwildVilla
Map
2.1 km from City Centre500 m from San Carlos Institute Casa Cuba
The positioning of the Bananas Foster Guesthouse in the very heart of Key West ensures fast access to 7 Artists & Friends Gallery, which is 400 metres away.
FromC$ 4 782 /nightSelect
Sunrise Suites By ToApartment
Map
3.0 km from City Centre1.1 km from Kayak Kings Key West
While staying at the Sunrise Suites By To you are invited to discover Mallory Square, set nearly a 15-minute drive away, or Key West Firehouse Museum, which is approximately 4.4 km away.
FromC$ 1 334 /nightSelect
Truman @ DuvalApartment
9.0
Perfect1 review
The largest option:
4 adults
1 bedroom
2 beds
Map
1.8 km from City Centre100 m from Ernest Hemingway House
This well-equipped apartment with a kitchen is located 20 minutes' walk from the city centre.
FromC$ 286 /nightSelect
The Collins On Duval By BrightwildApartment
8.0
Great1 review
8 adults
2 bedrooms
3 beds
Map
2.0 km from City Centre100 m from San Carlos Institute Casa Cuba
Located right in the centre of Key West, the Collins offers fast access to Saint Mary Star of the Sea, a 10-minute stroll away.
FromC$ 2 166 /nightSelect
Duval'S Delight By Brightwild-Loft On DuvalApartment
8.0
Great1 review
8 adults
1 bedroom
1 bed
Map
1.7 km from City Centre300 m from Duval Street
Set 5 minutes by car from Mallory Square, the Duval Delight lies in the Duval district of Key West.
FromC$ 918 /nightSelect
Sunrise Suites - Sea Breeze Suite 101Villa
8.8
Great25 reviews
6 adults
2 bedrooms
3 beds
Map
3.0 km from City Centre1.1 km from Kayak Kings Key West
Fort Zachary Taylor Historic State Park is at a 3 km distance from the Sunrise Suites - Sea Breeze Suite 101 and Smathers Beach is about a 10-minute drive away.
FromC$ 464 /nightSelect
Sunrise Suites Tahiti Suite #104Apartment
8.0
Great3 reviews
6 adults
2 bedrooms
3 beds
Map
3.0 km from City Centre1.1 km from Kayak Kings Key West
While staying at the Sunrise Suites Tahiti Suite #104 you are invited to discover Key West Cemetery, set 10 minutes' drive away, or Duval Street, which is around 6 km away.
FromC$ 443 /nightSelect
Sunrise Suites Cozumel Suite #112Villa
8.8
Great14 reviews
6 adults
2 bedrooms
3 beds
Map
3.0 km from City Centre1.1 km from Kayak Kings Key West
Southernmost Point is a 15-minute ride from the Sunrise Suites Cozumel Suite #112 and Key West Cemetery is a 10-minute drive away.
FromC$ 366 /nightSelect
Sunrise Suites Panama Suite #310Villa
8.8
Great22 reviews
6 adults
2 bedrooms
3 beds
Map
3.0 km from City Centre1.1 km from Kayak Kings Key West
Fort Zachary Taylor Historic State Park is a 10-minute drive from the Sunrise Suites Panama Suite #310.
FromC$ 399 /nightSelect
Windward IsleVilla
8.4
Great10 reviews
6 adults
2 bedrooms
2 beds
Map
1.7 km from City Centre300 m from Ernest Hemingway House
The Windward Isle Villa Key West is set only 0.8 km from Florida Keys Eco-Discovery Center and within a 10-minute walk of US 1 Mile Marker 0.
FromC$ 425 /nightSelect
The Bartlum By Brightwild-Luxurious StudioApartment
8.0
Great1 review
4 adults
1 bedroom
2 beds
Map
2.1 km from City Centre500 m from San Carlos Institute Casa Cuba
The Bartlum is located 10 km from Key West International airport and nearly a 5-minute walk from Caroline & Grinnell bus stop.
FromC$ 504 /nightSelect
Salvador'S Suite #4 By BrightwildApartment
7.0
Very good1 review
2 adults
1 bedroom
1 bed
Map
2.1 km from City Centre300 m from Ernest Hemingway House
The Salvador'S Suite #4 Key West features an outdoor swimming pool and is a mere 1.3 km from Audubon House and Tropical Gardens.
FromC$ 566 /nightSelect
Duval Dream Loft On Duval By BrightwildApartment
7.0
Very good1 review
8 adults
2 bedrooms
3 beds
Map
2.0 km from City Centre100 m from San Carlos Institute Casa Cuba
The Duval Dream Loft is a good starting point to Key West's sights including Mallory Square, which is merely 0.8 km away.
FromC$ 854 /nightSelect
Conch Adventure By Avantstay Great Location W Patio Outdoor Dining And Shared Pool Week Long StaysVilla
Map
2.4 km from City Centre300 m from Jackson Square
Located right in the centre of Key West, the Conch Adventure By Avantstay Great Location W Patio Outdoor Dining And Shared Pool Week Long Stays offers fast access to Duval Street, a 15-minute walk away.
FromC$ 502 /nightSelect
The Barbados By Brightwild-Bright Condo W PoolVilla
Map
3.0 km from City Centre1.1 km from Kayak Kings Key West
Guests can also enjoy access to Truman Little White House, which is at a 6 km distance from the Margarita Suite 305 Key West.
FromC$ 515 /nightSelect
Easy Livin By Avantstay Key West Home W Pool Bbq Week Long Stays OnlyVilla
Map
2.4 km from City Centre300 m from Jackson Square
San Carlos Institute and Mile Marker 0 are respectively 0.9 km and 850 metres from the Easy Livin By Avantstay Key West Home W Pool Bbq Week Long Stays Only.
FromC$ 1 667 /nightSelect
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 19