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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 Saturday (S$ 358). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is S$ 817.

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

Save money by booking a vacation rental at least 37 days before your trip to Key West. The lowest price found when booking 37 days ahead was S$ 208 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$ 150 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 25 July 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$ 150
Avg. per night
View Deal
The Independent Inn
The Independent Inn

The Independent Inn

Key West, FL, United States
0.8 km from city centre
Air conditioning
S$ 195
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$ 213
Avg. per night
View Deal
Weatherstation Inn
Weatherstation Inn

Weatherstation Inn

57 Front Street, Key West, FL, United States
0.6 km from city centre
Free Wi-Fi
Air conditioning
S$ 232
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$ 790
Avg. per night
View Deal

Other accommodations in Key West

Find the perfect holiday rental for your stay in Key West. There are 1,913 hotels in Key West and price data was last updated on 25 July 2026. The average price for a hotel in Key West is .
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue, Key West, FL, United States
7.3 km from city centre
S$ 254
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$ 245
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$ 219
Avg. per night
View Deal
Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

320 Simonton Street, Key West, FL, United States
0.4 km from city centre
Free Wi-Fi
Air conditioning
S$ 231
Avg. per night
View Deal
Seascape Tropical Inn - Adult Exclusive
Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive

420 Olivia Street, Key West, FL, United States
0.4 km from city centre
Free Wi-Fi
Air conditioning
S$ 229
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 25 July 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 25 July 2026.

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

    On average, it costs S$ 628 per night for a Key West holiday rental, but S$ 528 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$ 89 per night. If you can, try to avoid booking your rental October (as this is the most expensive month). Booking May (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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