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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 September ($314). Conversely, the most expensive month to stay in Key West is May ($734).

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

The cheapest day to stay in Key West is Thursday ($256). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is $598.

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 $258 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 $221 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 September 11, 2025
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.
Key West Villas
Key West Villas

Key West Villas

Key West, FL, United States
0.1 mi from city centre
Air Conditioning
$221
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
$1,339
Avg. per night
View Deal

Other accommodations in Key West

Find the perfect vacation rental for your stay in Key West. There are 2,472 hotels in Key West and price data was last updated on September 11, 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
0.2 mi from city centre
Free Wi-Fi
Air Conditioning
$215
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 September 11, 2025.
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 September 11, 2025.

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

    $526 per night is how much a vacation rental in Key West costs, on average. $68 per night was the cheapest price recently found by our users, though anything for $377 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 May, and the cheapest time to book is August.

  • 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. 9% 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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