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Vacation 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 day to stay in a vacation rental in Key West?

The cheapest day to stay in Key West is Friday (S$ 352). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is S$ 888.

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 S$ 268 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 S$ 179 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 14 June 2026
These are the lowest prices we've found on vacation rentals in Key West at the moment. If you have the flexibility, change the dates selected to compare prices.
Heron House - Adult Only
Heron House - Adult Only

Heron House - Adult Only

Key West, FL, United States
0.1 km from city centre
Air conditioning
S$ 179
Avg. per night
View Deal
Colors On White
Colors On White

Colors On White

Key West, FL, United States
0.9 km from city centre
Air conditioning
S$ 219
Avg. per night
View Deal
Pescado Penthouse
Pescado Penthouse

Pescado Penthouse

Key West, FL, United States
0.7 km from city centre
Air conditioning
S$ 880
Avg. per night
View Deal

Other accommodations in Key West

Find the perfect holiday rental for your stay in Key West. There are 1,945 hotels in Key West and price data was last updated on 14 June 2026. The average price for a hotel in Key West is .
Oceans Edge Key West
Oceans Edge Key West

Oceans Edge Key West

5950 Peninsular Avenue, Key West, FL, United States
7.3 km from city centre
Free Wi-Fi
S$ 292
Avg. per night
View Deal
Pegasus International Hotel
Pegasus International Hotel

Pegasus International Hotel

501 Southard Street, Key West, FL, United States
0.1 km from city centre
Free Wi-Fi
Parking
S$ 267
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
5.1 km from city centre
Free Wi-Fi
Parking
S$ 211
Avg. per night
View Deal
NYAH Key West - Adult Exclusive
NYAH Key West - Adult Exclusive

NYAH Key West - Adult Exclusive

420 Margaret Street, Key West, FL, United States
0.5 km from city centre
Free Wi-Fi
Air conditioning
S$ 160
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 14 June 2026.
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 14 June 2026.

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

    On average, it costs S$ 800 per night for a Key West holiday rental, but S$ 617 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Key West was for S$ 82 per night. If you can, try to avoid booking your rental December (as this is the most expensive month). Booking June (the cheapest month) may end up saving you money.

  • Are there any Resort holiday rentals in Key West?

    There are 25 holiday rentals in Key West that fall under the Resort category, the most popular is Casa Marina Key West, Curio Collection by Hilton.

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