Vacation rentals in Key West, United States

Carefully selected & verified rentals in Key West, United States
Check-in
26Jun2025Select date
Check-out
27Jun2025Select date
Rooms and Guests2 Guests, 1 Room
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21-40 out of 144
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  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Shipyard Perch Apartment Key West
4 adults
2 bedrooms
2 beds
Map1.4 mi from City Centre300 yd from Jackson Square
FromUS$ 443 /nightSelect
Sunrise Suites Saint Barts Suite #303 Key West
6 adults
2 bedrooms
3 beds
Map1.9 mi from City Centre1200 yd from Kayak Kings Key West
FromUS$ 495 /nightSelect
Road'S End
Map1.1 mi from City Centre300 yd from Ernest Hemingway House
FromUS$ 488 /nightSelect
Mesa House, Dos -Unreal Location
6 adults
2 bedrooms
3 beds
Map1.3 mi from City Centre400 yd from Key West Shipwreck Treasure Museum
FromUS$ 565 /nightSelect
8.6
Great
Coconut Beach Resort
The largest option:
4 adults
1 bedroom
2 beds
Map1500 yd from City Centre100 yd from Dog Beach
FromUS$ 199 /nightSelect
8.0
Great
Sunrise Suites Paradise Escape #407
6 adults
2 bedrooms
3 beds
Map1.9 mi from City Centre1200 yd from Kayak Kings Key West
FromUS$ 250 /nightSelect
Duval Street Suite With Pool
Map1.1 mi from City Centre200 yd from Ernest Hemingway House
FromUS$ 617 /nightSelect
The Coral Cove
Map1.2 mi from City Centre200 yd from Ernest Hemingway House
FromUS$ 159 /nightSelect
Casa Havana @ Duval Square R22
6 adults
2 bedrooms
3 beds
Map1.1 mi from City Centre300 yd from Ernest Hemingway House
FromUS$ 390 /nightSelect
Old Town Garden Villas - Andros Suite
Map1.1 mi from City Centre300 yd from Ernest Hemingway House
FromUS$ 372 /nightSelect
Beautiful Houseboat In Key West
Map2.5 mi from City Centre300 yd from Kayak Kings Key West
FromUS$ 334 /nightSelect
Frost Free In Cayo Hueso
Map800 yd from City Centre1000 yd from Smathers Beach
FromUS$ 696 /nightSelect
Paradise Found Cayo Hueso
Map800 yd from City Centre1000 yd from Smathers Beach
FromUS$ 656 /nightSelect
8.0
Great
The Collins On Duval
8 adults
2 bedrooms
3 beds
Map1.3 mi from City Centre300 yd from Jackson Square
FromUS$ 882 /nightSelect
Happy Hour Haven
Map1.4 mi from City Centre300 yd from Jackson Square
Select
Curry House Room 6
Map1.0 mi from City Centre500 yd from Key West Cemetery
FromUS$ 340 /nightSelect
Duval Street Suite W Parking And Pool
Map1.1 mi from City Centre200 yd from Ernest Hemingway House
FromUS$ 636 /nightSelect
Sunrise Suites - Martinique Suite 108
Map1.9 mi from City Centre1300 yd from Kayak Kings Key West
FromUS$ 381 /nightSelect
Poolside Suite
Map1.1 mi from City Centre200 yd from Ernest Hemingway House
FromUS$ 995 /nightSelect
Poolside Breeze Retreat
Map800 yd from City Centre1000 yd from Smathers Beach
FromUS$ 1 013 /nightSelect

Flexible Price Range for Vacation Homes in Key West

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 3 317
⬇️ The lowest price
US$ 97
đź’¸ Average price for
Apartments
US$ 603

How to get to Key West

Explore local transportation options with ease

Airports
Key West International (EYW)
Train
Flagler Station Oversea Railway
Naval Air Station

Essential Facts on Key West Vacation Rentals

This guide provides essential insights on vacation rentals in Key West, evaluating 100+ properties to assist travelers in making informed accommodation decisions.

Nightly rates typically range from $200 to $600.

There are over 1,000 vacation rentals available.

Peak seasons include December to April.

Local taxes and fees average around 12.5%.

Many rentals are within 1 mile of Duval Street attractions.

Check-in
26Jun2025Select date
Check-out
27Jun2025Select date
Rooms and Guests2 Guests, 1 Room