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Vacation rentals in Key West

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Travel insights for vacation rentals in Key West

Use our HotelsCombined data-powered tips to help you find your next vacation 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 ($396). Conversely, the most expensive month to stay in Key West is June ($985).

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

The cheapest day to stay in Key West is Tuesday ($426). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is $827.

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 $228 per night.

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Cheapest vacation 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 $219 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 April 10, 2026
For those on a budget, these are the cheapest vacation rentals available in Key West for the selected dates. As prices can vary by date, change the dates if you're flexible to compare rates.
Colors On White
Colors On White

Colors On White

Key West, FL, United States
0.6 mi from city centre
Air Conditioning
$219
Avg. per night
View Deal
Pescado Penthouse
Pescado Penthouse

Pescado Penthouse

Key West, FL, United States
0.4 mi from city centre
Air Conditioning
$1,126
Avg. per night
View Deal
Southernmost Sanctuary All
Southernmost Sanctuary All

Southernmost Sanctuary All

Key West, FL, United States
0.6 mi from city centre
Air Conditioning
$1,637
Avg. per night
View Deal

Other accommodations in Key West

Find the perfect vacation rental for your stay in Key West. There are 1,788 hotels in Key West and price data was last updated on April 10, 2026. The average price for a hotel in Key West is $542/night.
Oceans Edge Key West
Oceans Edge Key West

Oceans Edge Key West

5950 Peninsular Avenue, Key West, FL, United States
4.6 mi from city centre
Free Wi-Fi
$260
Avg. per night
View Deal
Pegasus International Hotel
Pegasus International Hotel

Pegasus International Hotel

501 Southard Street, Key West, FL, United States
0.1 mi from city centre
Free Wi-Fi
Parking
$248
Avg. per night
View Deal
Eden House
Eden House

Eden House

1015 Fleming Street, Key West, FL, United States
0.4 mi from city centre
Free Wi-Fi
Parking
$243
Avg. per night
View Deal
The Artist House
The Artist House

The Artist House

534 Eaton Street, Key West, FL, United States
0.2 mi from city centre
Free Wi-Fi
Air Conditioning
$247
Avg. per night
View Deal
Wicker Guesthouse
Wicker Guesthouse

Wicker Guesthouse

913 Duval Street, Key West, FL, United States
0.2 mi from city centre
Free Wi-Fi
Parking
$239
Avg. per night
View Deal

Where to stay in Key West

Explore different neighborhoods and areas within Key West to find the perfect location for your stay. Map data was last updated on April 10, 2026.
Use the map to find vacation rentals in Key West that are close to the points of interest you'll be frequenting. Clicking a property's name will unlock more information and allow you to book that particular vacation rental.

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 April 10, 2026.

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

    $543 per night is how much a vacation rental in Key West costs, on average. $80 per night was the cheapest price recently found by our users, though anything for $450 per night or less is a good deal. Keep in mind that Key West vacation rental prices fluctuate throughout the year: the most expensive month to book is April, and the cheapest time to book is November.

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

    The best neighborhood to stay in Key West is Old Town North of Truman, according to our user data. 4% of our users who looked for vacation rentals in Key West searched for properties in the Old Town North of Truman area. If you’re also interested in booking a vacation rental in Old Town North of Truman, consider the Key West Villas - the neighborhood’s most popular rental property.

  • Are there any Resort vacation rentals in Key West?

    At the moment, there are 25 properties listed as a Resort vacation rental in Key West. A popular Resort in Key West amongst our users is Opal Key Resort & Marina.

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