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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 month to book a vacation rental in Key West?

The cheapest month to book a vacation rental in Key West is October (S$ 506). Conversely, the most expensive month to stay in Key West is June (S$ 1,192).

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

The cheapest day to stay in Key West is Tuesday (S$ 545). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is S$ 1,057.

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 S$ 292 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$ 263 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 30 April 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.
Colors On White
Colors On White

Colors On White

Key West, FL, United States
0.9 km from city centre
Air conditioning
S$ 263
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$ 1,219
Avg. per night
View Deal
Southernmost Sanctuary All
Southernmost Sanctuary All

Southernmost Sanctuary All

Key West, FL, United States
0.9 km from city centre
Air conditioning
S$ 1,803
Avg. per night
View Deal

Other accommodations in Key West

Find the perfect holiday rental for your stay in Key West. There are 1,835 hotels in Key West and price data was last updated on 30 April 2026. The average price for a hotel in Key West is S$ 690/night.
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$ 310
Avg. per night
View Deal
Eden House
Eden House

Eden House

1015 Fleming Street, Key West, FL, United States
0.7 km from city centre
Free Wi-Fi
Parking
S$ 285
Avg. per night
View Deal
DoubleTree by Hilton Hotel Grand Key - Key West
DoubleTree by Hilton Hotel Grand Key - Key West

DoubleTree by Hilton Hotel Grand Key - Key West

3990 South Roosevelt Boulevard, Key West, FL, United States
5.1 km from city centre
S$ 295
Avg. per night
View Deal
The Artist House
The Artist House

The Artist House

534 Eaton Street, Key West, FL, United States
0.3 km from city centre
Free Wi-Fi
Air conditioning
S$ 300
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$ 208
Avg. per night
View Deal
Wicker Guesthouse
Wicker Guesthouse

Wicker Guesthouse

913 Duval Street, Key West, FL, United States
0.4 km from city centre
Free Wi-Fi
Parking
S$ 287
Avg. per night
View Deal
Opal Key Resort & Marina
Opal Key Resort & Marina

Opal Key Resort & Marina

245 Front Street, Key West, FL, United States
0.8 km from city centre
Free Wi-Fi
S$ 475
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 30 April 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 30 April 2026.

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

    On average, it costs S$ 690 per night for a Key West holiday rental, but S$ 569 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$ 102 per night. If you can, try to avoid booking your rental April (as this is the most expensive month). Booking November (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 Opal Key Resort & Marina.

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