Vacation rentals in Key West
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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 December ($315). Conversely, the most expensive month to stay in Key West is November ($803).
What is the cheapest day to stay in a vacation rental in Key West?
The cheapest day to stay in Key West is Thursday ($341). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $477.
How far ahead should you book a vacation rental in Key West?
Save money by booking a vacation rental at least 3 days before your trip to Key West. The lowest price found when booking 3 days ahead was $302 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 $88 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 30 April 2025
At the moment, these vacation rentals offer the lowest nightly rate out of those we've come across in Key West. Prices will typically fluctuate depending on the dates selected, star rating of vacation rental, and vacation rental location.
Show all 2,111 holiday rentals
$88
Avg. per night
$369
Avg. per night
$1,422
Avg. per night
Other accommodations in Key West
Find the perfect holiday rental for your stay in Key West. There are 2,111 hotels in Key West and price data was last updated on 30 April 2025. The average price for a hotel in Key West is $447/night.
Show all 2,111 stays
2401 N. Roosevelt Blvd, Key West, Key West, FL, United States
2.5 km from city centre
$330
Avg. per night
3820 N Roosevelt Blvd, Key West, FL, United States
5.1 km from city centre
Free Wi-Fi
Parking
$228
Avg. per night
3755 South Roosevelt Boulevard, Key West, FL, United States
5.2 km from city centre
Free Wi-Fi
Parking
$269
Avg. per night
420 Margaret Street, Key West, FL, United States
0.5 km from city centre
Free Wi-Fi
Air conditioning
$120
Avg. per night
718 South Street, Key West, FL, United States
1.0 km from city centre
Free Wi-Fi
Parking
$89
Avg. per night
525 United Street, Key West, FL, United States
0.8 km from city centre
Free Wi-Fi
Air conditioning
$221
Avg. per night
419 Amelia Street, Key West, FL, United States
0.6 km from city centre
Free Wi-Fi
Air conditioning
$275
Avg. per night
245 Front Street, Key West, FL, United States
0.7 km from city centre
Free Wi-Fi
$388
Avg. per night
1319 Duval Street, Key West, FL, United States
0.9 km from city centre
Free Wi-Fi
Spa
$322
Avg. per night
3990 South Roosevelt Boulevard, Key West, FL, United States
5.1 km from city centre
$240
Avg. per night