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Holiday rentals in Key West

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Travel insights for holiday rentals in Key West

Use our HotelsCombined data-powered tips to help you find your next holiday 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 (£245). Conversely, the most expensive month to stay in Key West is February (£646).

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

The cheapest day to stay in Key West is Tuesday (£241). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is £540.

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

Save money by booking a vacation rental at least 47 days before your trip to Key West. The lowest price found when booking 47 days ahead was £156 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 £111 per night. There is currently one property in Key West that can be booked for this price. Heron House - Adult Only is one of the hotels that can be booked for the lowest price in Key West. Price data was last updated on 20 May 2026
Out of the holiday rentals in Key West we've come across, these properties are priced the lowest. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
Heron House - Adult Only
Heron House - Adult Only

Heron House - Adult Only

Key West, FL, United States
0.1 mi from city centre
Air conditioning
£111
Avg. per night
View Deal
Colors On White
Colors On White

Colors On White

Key West, FL, United States
0.6 mi from city centre
Air conditioning
£138
Avg. per night
View Deal
Pescado Penthouse
Pescado Penthouse

Pescado Penthouse

Key West, FL, United States
0.4 mi from city centre
Air conditioning
£496
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
£1,041
Avg. per night
View Deal

Other accommodations in Key West

Find the perfect holiday rental for your stay in Key West. There are 1,932 hotels in Key West and price data was last updated on 20 May 2026. The average price for a hotel in Key West is £437/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
£162
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
£167
Avg. per night
View Deal
Fairfield Inn & Suites by Marriott Key West at The Keys Collection
Fairfield Inn & Suites by Marriott Key West at The Keys Collection

Fairfield Inn & Suites by Marriott Key West at The Keys Collection

3852 North Roosevelt Boulevard, Key West, FL, United States
3.2 mi from city centre
Free Wi-Fi
Parking
£142
Avg. per night
View Deal
Southernmost Beach Resort & Guesthouses
Southernmost Beach Resort & Guesthouses

Southernmost Beach Resort & Guesthouses

1319 Duval Street, Key West, FL, United States
0.5 mi from city centre
Free Wi-Fi
Spa
£195
Avg. per night
View Deal
Beachside Resort & Residences
Beachside Resort & Residences

Beachside Resort & Residences

3841 North Roosevelt Boulevard, Key West, FL, United States
3.2 mi from city centre
Free Wi-Fi
£160
Avg. per night
View Deal
Ocean Key Resort And Spa
Ocean Key Resort And Spa

Ocean Key Resort And Spa

0 Duval Street, Key West, FL, United States
0.6 mi from city centre
Free Wi-Fi
£252
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 20 May 2026.
Scroll through the map to find holiday rentals close to the Key West neighbourhood(s) you plan on visiting. As an added benefit, users can click a holiday rental they're interesting in to find helpful information and deals for that holiday 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 20 May 2026.

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

    Key West holiday rentals are £437/night on average. However, you may find that prices fluctuate depending on the time of year. For example, February is the most expensive month to book a holiday rental in Key West, and May is often the cheapest month to book. Recently, our users found rentals for £57/night - which is currently the cheapest price. Keep in mind that anything £308/night or less is still considered a good deal.

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

    Consider staying in Old Town North of Truman when looking for Key West holiday rentals. Old Town North of Truman is the most popular neighbourhood in the city according to our users. In fact, out of all users who looked for holiday rentals in Key West in the past year, 92% of them searched for rentals in Old Town North of Truman. If it’s available, we recommend staying at the Colors On White, a HotelsCombined favourite when it comes to holiday rentals in Key West’s Old Town North of Truman neighbourhood.

  • Are there any Resort holiday rentals in Key West?

    If you’re looking to book a Resort holiday rental in Key West, then you have 25 to choose from. We recommend looking at Opal Key Resort & Marina as it’s currently the most popular Resort rental among our users.

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