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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 May ($387). Conversely, the most expensive month to stay in Key West is October ($819).

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

The cheapest day to stay in Key West is Thursday ($341). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $489.

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

Save money by booking a vacation rental at least 1 day before your trip to Key West. The lowest price found when booking 1 day ahead was $297 per night.

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 $88 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 June 5, 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.
Show all 2,114 vacation rentals
Galveston, TX, United States
1.2 mi from city centre
Air Conditioning
$88
Avg. per night
Key West, FL, United States
0.1 mi from city centre
Air Conditioning
$374
Avg. per night
Key West, FL, United States
0.6 mi from city centre
Air Conditioning
$1,444
Avg. per night

Other accommodations in Key West

Find the perfect vacation rental for your stay in Key West. There are 2,114 hotels in Key West and price data was last updated on June 5, 2025. The average price for a hotel in Key West is $508/night.
Show all 2,114 stays
Key West, FL, United States
0.1 mi from city centre
Air Conditioning
$374
Avg. per night
718 South Street, Key West, FL, United States
0.6 mi from city centre
Free Wi-Fi
Parking
$90
Avg. per night
534 Eaton Street, Key West, FL, United States
0.2 mi from city centre
Free Wi-Fi
Air Conditioning
$247
Avg. per night
420 Margaret Street, Key West, FL, United States
0.3 mi from city centre
Free Wi-Fi
Air Conditioning
$126
Avg. per night
420 Olivia Street, Key West, FL, United States
0.2 mi from city centre
Free Wi-Fi
Air Conditioning
$291
Avg. per night
525 United Street, Key West, FL, United States
0.5 mi from city centre
Free Wi-Fi
Air Conditioning
$220
Avg. per night

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 June 5, 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 June 5, 2025.
  • How much does a vacation rental in Key West cost?

    $508 per night is how much a vacation rental in Key West costs, on average. $82 per night was the cheapest price recently found by our users, though anything for $385 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 October, and the cheapest time to book is September.

  • What is the best Key West vacation rental?

    Econo Lodge Galveston Seawall has a 6.4 rating from 834 users, making it the best Key West vacation rental based on our data.

  • What’s the closest vacation rental to Key West Airport?

    It’s only 865.7 mi from Key West Airport to Econo Lodge Galveston Seawall (the nearest Key West vacation rental to the airport).

  • 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. 16% 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 Old Town Suites - the neighborhood’s most popular rental property.

  • What’s the most popular vacation rental in Key West near Smathers Beach?

    If you’re looking for a vacation rental close to Smathers Beach while in Key West, then the most popular is Econo Lodge Galveston Seawall with a 6.4/10 review score from 834 users. The distance from Smathers Beach to Econo Lodge Galveston Seawall is 865.3 mi.

  • 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 Casa Marina Key West, Curio Collection by Hilton.

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