Hotels in Old Town Key West

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Check prices for these dates

Tonight
Dec 11 - Dec 12
Tomorrow
Dec 12 - Dec 13
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

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, (1071)
The price is CNY1,616
CNY2,176 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.
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23°
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January, Low crowds, average high temperature 23 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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23°
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February, Moderate crowds, average high temperature 23 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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24°
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March, High crowds, average high temperature 24 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
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26°
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April, Moderate crowds, average high temperature 26 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
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27°
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May, High crowds, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
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29°
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June, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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29°
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July, High crowds, average high temperature 29 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
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August, Moderate crowds, average high temperature 30 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
28°
29°
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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°
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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

The Palms Hotel

The Palms Hotel

10/10 Excellent
"Yes"
Gabriel 4-night trip
Posted 20 hours ago
The Palms Hotel

Frequently asked questions

Is Old Town Key West expensive to stay in?
You can find great hotels from CNY1,198 in Old Town Key West to suit a range of budgets. If you're looking for an affordable stay in Old Town Key West, Southwinds Motel is a great low-cost option. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for Old Town Key West hotels?
Discover great deals on hotels in Old Town Key West with Hotels.com. Sign up for free to unlock member only prices and start earning rewards. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Old Town Key West hotels.
Can I receive a refund if I cancel my Old Town Key West hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Old Town Key West hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
What are the top-rated luxury hotels in Old Town Key West?
One of the best-rated luxury hotels in Old Town Key West is The Porch on Frances Inn. The Porch on Frances Inn has a high guest rating amongst our travellers and has wedding services, a hair salon and in-room champagne service.
What are some of the best Old Town Key West beach hotels?
The Reach Key West, Curio Collection by Hilton, Southernmost Beach Resort and Guesthouses, and Casa Marina Key West, Curio Collection by Hilton are some of the best Old Town Key West beach hotels. The Reach Key West, Curio Collection by Hilton has a high average guest score of 8.4 out of 10, and offers guests a private beach and an outdoor pool. Southernmost Beach Resort and Guesthouses is a popular place to stay for easy beach access. Stay here and enjoy a beachfront setting and 3 outdoor pools. Or check out Casa Marina Key West, Curio Collection by Hilton, a top hotel with a private beach and 2 outdoor pools.
What are some of the best pet-friendly hotels in Old Town Key West?
Traveling with your pet doesn't mean sacrificing a great hotel stay. In Old Town Key West, our travelers love:
What are some of the best Old Town Key West hotels for couples?
Some of the best Old Town Key West hotels for couples include The Porch on Frances Inn and The Gardens Hotel. The Porch on Frances Inn is a popular inn with champagne service in each guestroom. Travelers also love The Gardens Hotel where you can enjoy champagne service and massage treatments in each guestroom. Find more romantic Old Town Key West hotels by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".
What are some of the best family hotels in Old Town Key West?
If you're vacationing with your family, Santa Maria Suites and The Reach Key West, Curio Collection by Hilton are some of the best family hotels in Old Town Key West. Santa Maria Suites has a great average guest score of 9.6 out of 10 and amenities like 2 outdoor pools and in-room cribs. Kids are welcome at The Reach Key West, Curio Collection by Hilton, too. Travelers leave glowing reviews of this resort, which has a private beach, an outdoor pool, in-room cribs, and more. To explore more family hotels in Old Town Key West, use the "Family friendly" filter in your search on Hotels.com.
What are some of the best Old Town Key West hotels with a pool?
Book a Old Town Key West hotel with a pool for some added relaxation or exercise on your trip. Santa Maria Suites is a top-rated resort with 2 outdoor pools, and an average guest score of 9.6 out of 10. This hotel also features a restaurant and a poolside bar. Ambrosia Key West is another great bed & breakfast that features 3 outdoor pools, along with a free continental breakfast and a terrace. For more Old Town Key West hotels with a pool, use the "Amenities" filter in your search and select "Pool" on Hotels.com.
What are some of the top Old Town Key West hotels with free parking?
If you're traveling by car, make your life easier by booking a Old Town Key West hotel with free parking. Our travelers like:
Is it worth staying in Old Town Key West?
You're spoilt for choice with 1,335 hotels in the area so it's easy to find your perfect somewhere. Basing yourself in Old Town Key West makes it easy to explore Key West, including the neighborhoods of Key West Historic District and New Town.
What are some great hotels in Old Town Key West with balconies?
There are some top hotels in Old Town Key West that offer rooms with a balcony. Check out The Porch on Frances Inn which has a high guest score of 9.6 out of 10, and furnished patios in some rooms. Another popular choice is The Gardens Hotel, which offers a furnished balcony/patio in every room, and has a great guest score of 9.8.
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