Vacation 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
7 May — 8 May2
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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 (S$ 540). Conversely, the most expensive month to stay in Key West is November (S$ 1,375).
What is the cheapest day to stay in a vacation rental in Key West?
The cheapest day to stay in Key West is Thursday (S$ 584). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is S$ 816.
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 S$ 395 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 S$ 115 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
These are the lowest prices we've found on vacation rentals in Key West at the moment. If you have the flexibility, change the dates selected to compare prices.
Show all 2,111 holiday rentals
S$ 115
Avg. per night
S$ 489
Avg. per night
S$ 1,892
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 S$ 585/night.
Show all 2,111 stays
718 South Street, Key West, FL, United States
1.0 km from city centre
Free Wi-Fi
Parking
S$ 117
Avg. per night
420 Margaret Street, Key West, FL, United States
0.5 km from city centre
Free Wi-Fi
Air conditioning
S$ 157
Avg. per night
245 Front Street, Key West, FL, United States
0.7 km from city centre
Free Wi-Fi
S$ 516
Avg. per night
3841 North Roosevelt Boulevard, Key West, FL, United States
5.2 km from city centre
Free Wi-Fi
S$ 400
Avg. per night
3990 South Roosevelt Boulevard, Key West, FL, United States
5.1 km from city centre
S$ 301
Avg. per night
525 United Street, Key West, FL, United States
0.8 km from city centre
Free Wi-Fi
Air conditioning
S$ 297
Avg. per night
2401 N. Roosevelt Blvd, Key West, Key West, FL, United States
2.5 km from city centre
S$ 433
Avg. per night
3820 N Roosevelt Blvd, Key West, FL, United States
5.1 km from city centre
Free Wi-Fi
Parking
S$ 296
Avg. per night
3755 South Roosevelt Boulevard, Key West, FL, United States
5.2 km from city centre
Free Wi-Fi
Parking
S$ 352
Avg. per night