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Vacation 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 August ($320). Conversely, the most expensive month to stay in Key West is April ($714).

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

The cheapest day to stay in Key West is Monday ($275). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is $1,175.

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 $282 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 $190 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 29 October 2025
At the moment, these vacation rentals offer the lowest nightly rate out of those we've come across in Key West. Prices will typically fluctuate depending on the dates selected, star rating of vacation rental, and vacation rental location.
Colors On White
Colors On White

Colors On White

Key West, FL, United States
0.9 km from city centre
Air conditioning
$190
Avg. per night
View Deal
Key West Villas
Key West Villas

Key West Villas

Key West, FL, United States
0.1 km from city centre
Air conditioning
$283
Avg. per night
View Deal
Pescado Penthouse
Pescado Penthouse

Pescado Penthouse

Key West, FL, United States
0.7 km from city centre
Air conditioning
$870
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
$1,596
Avg. per night
View Deal

Other accommodations in Key West

Find the perfect holiday rental for your stay in Key West. There are 1,907 hotels in Key West and price data was last updated on 29 October 2025. The average price for a hotel in Key West is $526/night.
Seascape Tropical Inn
Seascape Tropical Inn

Seascape Tropical Inn

420 Olivia Street, Key West, FL, United States
0.3 km from city centre
Free Wi-Fi
Air conditioning
$206
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
$156
Avg. per night
View Deal
Seashell Motel
Seashell Motel

Seashell Motel

718 South Street, Key West, FL, United States
1.0 km from city centre
Free Wi-Fi
Parking
$146
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 29 October 2025.
Scroll through the map to find vacation rentals close to the Key West neighborhood(s) you plan on visiting. You can find more information on a particular vacation rental within the map by clicking on its name.

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 29 October 2025.

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

    The average cost for a holiday rental in Key West is $526/night. A good holiday rental deal in Key West would be for $392/night or less. The cheapest rental deal found recently by our users was $71/night. If you’re flexible with your travel dates, then try to avoid booking May, the most expensive month of the year. Booking October is the cheapest month to book a holiday rental in Key West.

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

    Old Town North of Truman is the best part of Key West to stay in based on our user data. Out of all our users who looked at Key West holiday rentals, 100% of them looked for stays in the Old Town North of Truman neighbourhood in the last year. The Key West Villas happens to be the most popular holiday rental in the Old Town North of Truman neighbourhood of Key West.

  • Are there any Resort holiday rentals in Key West?

    Yes, there are 25 Resort holiday rentals in Key West. According to our data, Opal Key Resort & Marina is currently the most popular Resort rental in the city.

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