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Holiday 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 (€289). Conversely, the most expensive month to stay in Key West is August (€934).

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

The cheapest day to stay in Key West is Monday (€294). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is €346.

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 €271 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 €79 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 13 May 2025
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.
Show all 2,102 holiday rentals
Galveston, TX, United States
1.9 km from city centre
Air conditioning
€79
Avg. per night
Key West, FL, United States
0.9 km from city centre
Air conditioning
€1,296
Avg. per night

Other accommodations in Key West

Find the perfect holiday rental for your stay in Key West. There are 2,102 hotels in Key West and price data was last updated on 13 May 2025. The average price for a hotel in Key West is €484/night.
Show all 2,102 stays
800 Washington Street, Key West, FL, United States
1.1 km from city centre
Free Wi-Fi
Parking
€136
Avg. per night
1320 Simonton Street, Key West, FL, United States
0.9 km from city centre
Free Wi-Fi
€200
Avg. per night
1319 Duval Street, Key West, FL, United States
0.9 km from city centre
Free Wi-Fi
Spa
€300
Avg. per night
3841 North Roosevelt Boulevard, Key West, FL, United States
5.2 km from city centre
Free Wi-Fi
€273
Avg. per night
0 Duval Street, Key West, FL, United States
0.9 km from city centre
Free Wi-Fi
€473
Avg. per night
5950 Peninsular Avenue, Key West, FL, United States
7.4 km from city centre
Free Wi-Fi
€250
Avg. per night
501 Southard Street, Key West, FL, United States
0.1 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
€232
Avg. per night

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 13 May 2025.
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 13 May 2025.
  • How much does a holiday rental in Key West cost?

    The average cost for a holiday rental in Key West is €484/night. A good holiday rental deal in Key West would be for €327/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 November, the most expensive month of the year. Booking April 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 Southernmost Beach Resort.

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