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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 day to stay in a vacation rental in Key West?

The cheapest day to stay in Key West is Friday (€265). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is €749.

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

Save money by booking a vacation rental at least 47 days before your trip to Key West. The lowest price found when booking 47 days ahead was €180 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 €116 per night. There is currently one property in Key West that can be booked for this price. Heron House - Adult Only is one of the hotels that can be booked for the lowest price in Key West. Price data was last updated on 6 June 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.
Heron House - Adult Only
Heron House - Adult Only

Heron House - Adult Only

Key West, FL, United States
0.1 km from city centre
Air conditioning
€116
Avg. per night
View Deal
Colors On White
Colors On White

Colors On White

Key West, FL, United States
0.9 km from city centre
Air conditioning
€158
Avg. per night
View Deal
Pescado Penthouse
Pescado Penthouse

Pescado Penthouse

Key West, FL, United States
0.7 km from city centre
Air conditioning
€572
Avg. per night
View Deal

Other accommodations in Key West

Find the perfect holiday rental for your stay in Key West. There are 1,948 hotels in Key West and price data was last updated on 6 June 2026. The average price for a hotel in Key West is .
Oceans Edge Key West
Oceans Edge Key West

Oceans Edge Key West

5950 Peninsular Avenue, Key West, FL, United States
7.3 km from city centre
Free Wi-Fi
€198
Avg. per night
View Deal
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
€182
Avg. per night
View Deal
Fairfield Inn & Suites by Marriott Key West at The Keys Collection
Fairfield Inn & Suites by Marriott Key West at The Keys Collection

Fairfield Inn & Suites by Marriott Key West at The Keys Collection

3852 North Roosevelt Boulevard, Key West, FL, United States
5.1 km from city centre
Free Wi-Fi
Parking
€150
Avg. per night
View Deal
Seascape Tropical Inn - Adult Exclusive
Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive

420 Olivia Street, Key West, FL, United States
0.4 km from city centre
Free Wi-Fi
Air conditioning
€177
Avg. per night
View Deal
The Southernmost Inn-Adults Only
The Southernmost Inn-Adults Only

The Southernmost Inn-Adults Only

525 United Street, Key West, FL, United States
0.8 km from city centre
Free Wi-Fi
Air conditioning
€140
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
Air conditioning
€147
Avg. per night
View Deal
Duval Inn
Duval Inn

Duval Inn

511 Angela Street, Key West, FL, United States
0.1 km from city centre
Free Wi-Fi
Parking
€171
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 6 June 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 6 June 2026.

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

    The average cost for a holiday rental in Key West is €523/night. A good holiday rental deal in Key West would be for €405/night or less. The cheapest rental deal found recently by our users was €59/night. If you’re flexible with your travel dates, then try to avoid booking December, the most expensive month of the year. Booking May 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 Casa Marina Key West, Curio Collection by Hilton.

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