Hotels in Old Town Key West

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Check prices for these dates

Tonight
Dec 13 - Dec 14
Tomorrow
Dec 14 - Dec 15
Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28

Where to stay in Old Town Key West?

Front of property
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1073)
The price is $229
$308 total
includes taxes & fees
Dec 14 - Dec 15
Winslow's Bungalows - Key West Historic Inns
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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When is the best time to visit Old Town Key West?

Our prices for hotels in Old Town Key West are cheapest in September
Price trends for hotels in Old Town Key West
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Key West
December
High crowds
High 24°C / low 22°C. Sunny most days.
View properties in December
24°
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December, High crowds, average high temperature 24 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
22°
23°
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January, Low crowds, average high temperature 23 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
23°
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February, Moderate crowds, average high temperature 23 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
24°
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March, High crowds, average high temperature 24 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
22°
26°
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April, Moderate crowds, average high temperature 26 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
24°
27°
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May, High crowds, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
26°
29°
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June, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
29°
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July, High crowds, average high temperature 29 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
28°
30°
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August, Moderate crowds, average high temperature 30 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
28°
29°
weather_sun
September, Low crowds, average high temperature 29 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
28°
28°
weather_sun
October, Low crowds, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
26°
weather_sun
November, Low crowds, average high temperature 26 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
24°
Monthly weather averages (˚C)

Top landmarks in Old Town Key West

Southernmost Point which includes signage and general coastal views as well as children

Southernmost Point

4.3/5 (8,345 reviews)
If you're planning a bit of sightseeing head to Southernmost Point— just one of the monuments in Old Town Key West. Why not take a stroll along the beaches and watch the sunset while you're here?
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Exploring the historic Ernest Hemingway Home and Museum in Key West, Florida, a glimpse into the writer's life and work in a charming tropical setting

Ernest Hemingway Home and Museum

4.5/5 (4,055 reviews)
Ernest Hemingway Home and Museum is just one of the attractions in Old Town Key West, Key West so you might want to stop by during your trip. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Key West has to offer, head to Key West Lighthouse and Keeper's Quarters Museum, Duval Street, and Key West Butterfly and Nature Conservatory.
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Check out reviews of Old Town Key West hotels guests love

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"Quaint hotel with beautiful grounds. Close to everything yet far away enough away from Duvall. Clean and comfortable rooms"
Katherine 2-night trip
Posted 18 hours ago
Winslow's Bungalows - Key West Historic Inns
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