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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 November (€250). Conversely, the most expensive month to stay in Key West is April (€543).

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

The cheapest day to stay in Key West is Thursday (€193). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is €444.

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

Save money by booking a vacation rental at least 5 days before your trip to Key West. The lowest price found when booking 5 days ahead was €220 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 €236 per night. There is currently one property in Key West that can be booked for this price. Key West Villas is one of the hotels that can be booked for the lowest price in Key West. Price data was last updated on 8 September 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.
Key West Villas
Key West Villas

Key West Villas

Key West, FL, United States
0.1 km from city centre
Air conditioning
€236
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
€1,356
Avg. per night
View Deal

Other accommodations in Key West

Find the perfect holiday rental for your stay in Key West. There are 2,472 hotels in Key West and price data was last updated on 8 September 2025. The average price for a hotel in Key West is €468/night.
NYAH Key West - Adult Exclusive
NYAH Key West - Adult Exclusive

NYAH Key West - Adult Exclusive

420 Margaret Street, Key West, FL, United States
0.5 km from city centre
Free Wi-Fi
Air conditioning
€82
Avg. per night
View Deal
Duval Inn - Key West
Duval Inn - Key West

Duval Inn - Key West

511 Angela Street, Key West, FL, United States
0.1 km from city centre
Free Wi-Fi
Parking
€207
Avg. per night
View Deal
El Patio Motel
El Patio Motel

El Patio Motel

800 Washington Street, Key West, FL, United States
1.1 km from city centre
Free Wi-Fi
Parking
€113
Avg. per night
View Deal
Blue Marlin Motel
Blue Marlin Motel

Blue Marlin Motel

1320 Simonton Street, Key West, FL, United States
0.9 km from city centre
Free Wi-Fi
€120
Avg. per night
View Deal
Seashell Motel and International Hostel
Seashell Motel and International Hostel

Seashell Motel and International Hostel

718 South Street, Key West, FL, United States
1.0 km from city centre
Free Wi-Fi
Parking
€107
Avg. per night
View Deal
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street, Key West, FL, United States
1.3 km from city centre
€265
Avg. per night
View Deal
Opal Key Resort & Marina
Opal Key Resort & Marina

Opal Key Resort & Marina

245 Front Street, Key West, FL, United States
0.7 km from city centre
Free Wi-Fi
€273
Avg. per night
View Deal
Southernmost Beach Resort
Southernmost Beach Resort

Southernmost Beach Resort

1319 Duval Street, Key West, FL, United States
0.9 km from city centre
Free Wi-Fi
Spa
€195
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 8 September 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 8 September 2025.

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

    The average cost for a holiday rental in Key West is €468/night. A good holiday rental deal in Key West would be for €330/night or less. The cheapest rental deal found recently by our users was €58/night. If you’re flexible with your travel dates, then try to avoid booking August, the most expensive month of the year. Booking August 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.

Find better results for your stay in Key West

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