Holiday rentals in Key West
Search and compare Key West, FL holiday rentals from hundreds of travel sites on HotelsCombined and save.
Key West, United States
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Travel insights for holiday rentals in Key West
Use these up-to-date, data-driven insights about booking a holiday rental in Key West including ideal times to book, pricing trends, and more.
What is the cheapest month to book a vacation rental in Key West?
The cheapest month to book a vacation rental in Key West is February ($943). Conversely, the most expensive month to stay in Key West is December ($1,657).
What is the cheapest day to stay in a vacation rental in Key West?
The cheapest day to stay in Key West is Tuesday ($994). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $1,400.
How far ahead should you book a vacation rental in Key West?
Save money by booking a vacation rental at least 1 day before your trip to Key West. The lowest price found when booking 1 day ahead was $497 per night.
Cheapest holiday rentals in Key West, Florida
Discover affordable stays in Key West that provide a quality experience without breaking the bank. Hotels in Key West can be found for as low as $147 per night. There is currently one property in Key West that can be booked for this price. Econo Lodge Galveston Seawall is one of the hotels that can be booked for the lowest price in Key West. Price data was last updated on 25 aprile 2025
For those on a budget, these are the cheapest holiday rentals available in Key West for the selected dates. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
Show all 2,110 holiday rentals
$147
Avg. per night
$632
Avg. per night
$2,337
Avg. per night
Other accommodations in Key West
Find the perfect holiday rental for your stay in Key West. There are 2,110 hotels in Key West and price data was last updated on 25 aprile 2025. The average price for a hotel in Key West is $753/night.
Show all 2,110 stays
525 United Street, Key West, FL, United States
0.8 km from city centre
Free Wi-Fi
Air conditioning
$371
Avg. per night
420 Margaret Street, Key West, FL, United States
0.5 km from city centre
Free Wi-Fi
Air conditioning
$205
Avg. per night
718 South Street, Key West, FL, United States
1.0 km from city centre
Free Wi-Fi
Parking
$153
Avg. per night
$373
Avg. per night
2401 N. Roosevelt Blvd, Key West, Key West, FL, United States
2.5 km from city centre
$562
Avg. per night
3820 N Roosevelt Blvd, Key West, FL, United States
5.1 km from city centre
Free Wi-Fi
Parking
$377
Avg. per night
3755 South Roosevelt Boulevard, Key West, FL, United States
5.2 km from city centre
Free Wi-Fi
Parking
$473
Avg. per night
245 Front Street, Key West, FL, United States
0.7 km from city centre
Free Wi-Fi
$686
Avg. per night
1319 Duval Street, Key West, FL, United States
0.9 km from city centre
Free Wi-Fi
Spa
$540
Avg. per night
3990 South Roosevelt Boulevard, Key West, FL, United States
5.1 km from city centre
$399
Avg. per night