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Holiday rentals in Key West

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Travel insights for holiday rentals in Key West

Use our HotelsCombined data-powered tips to help you find your next holiday rental in Key West.

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 October (€336). Conversely, the most expensive month to stay in Key West is June (€790).

What is the cheapest day to stay in a vacation rental in Key West?

The cheapest day to stay in Key West is Tuesday (€362). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is €701.

How far ahead should you book a vacation rental in Key West?

Save money by booking a vacation rental at least 55 days before your trip to Key West. The lowest price found when booking 55 days ahead was €193 per night.

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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 €185 per night. There is currently one property in Key West that can be booked for this price. Colors On White is one of the hotels that can be booked for the lowest price in Key West. Price data was last updated on 16 April 2026
Out of the holiday rentals in Key West we've come across, these properties are priced the lowest. Prices will typically fluctuate depending on the dates selected, star rating of holiday rental, and holiday rental location.
Colors On White
Colors On White

Colors On White

Key West, FL, United States
0.9 km from city centre
Air conditioning
€185
Avg. per night
View Deal
Pescado Penthouse
Pescado Penthouse

Pescado Penthouse

Key West, FL, United States
0.7 km from city centre
Air conditioning
€848
Avg. per night
View Deal
Southernmost Sanctuary All
Southernmost Sanctuary All

Southernmost Sanctuary All

Key West, FL, United States
0.9 km from city centre
Air conditioning
€1,369
Avg. per night
View Deal

Other accommodations in Key West

Find the perfect holiday rental for your stay in Key West. There are 1,781 hotels in Key West and price data was last updated on 16 April 2026. The average price for a hotel in Key West is €457/night.
Pegasus International Hotel
Pegasus International Hotel

Pegasus International Hotel

501 Southard Street, Key West, FL, United States
0.1 km from city centre
Free Wi-Fi
Parking
€210
Avg. per night
View Deal
Eden House
Eden House

Eden House

1015 Fleming Street, Key West, FL, United States
0.7 km from city centre
Free Wi-Fi
Parking
€206
Avg. per night
View Deal
DoubleTree by Hilton Hotel Grand Key - Key West
DoubleTree by Hilton Hotel Grand Key - Key West

DoubleTree by Hilton Hotel Grand Key - Key West

3990 South Roosevelt Boulevard, Key West, FL, United States
5.1 km from city centre
€209
Avg. per night
View Deal
Wicker Guesthouse
Wicker Guesthouse

Wicker Guesthouse

913 Duval Street, Key West, FL, United States
0.4 km from city centre
Free Wi-Fi
Parking
€203
Avg. per night
View Deal

Where to stay in Key West

Explore different neighbourhoods and areas within Key West to find the perfect location for your stay. Map data was last updated on 16 April 2026.
Scroll to and zoom in on the areas in Key West you plan on visiting to find nearby properties. More information on a given holiday rental can be accessed by clicking the holiday rental's name within the map.

Facts about staying in Key West

Find useful tips and insights about staying in Key West to help you make the most of your experience. FAQs were last updated on 16 April 2026.

  • How much does a holiday rental in Key West cost?

    The average cost for a holiday rental in Key West is €458/night. A good holiday rental deal in Key West would be for €377/night or less. The cheapest rental deal found recently by our users was €68/night. If you’re flexible with your travel dates, then try to avoid booking April, the most expensive month of the year. Booking November is the cheapest month to book a holiday rental in Key West.

  • What part of Key West is best to stay in?

    The best neighbourhood to stay in Key West is Old Town North of Truman, according to our user data. 100% of our users who looked for holiday rentals in Key West searched for properties in the Old Town North of Truman area. If you’re also interested in booking a holiday rental in Old Town North of Truman, consider the Colors On White - the neighbourhood’s most popular rental property.

  • Are there any Resort holiday rentals in Key West?

    There are 25 holiday rentals in Key West that fall under the Resort category, the most popular is Opal Key Resort & Marina.

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