Hotels in Old Town Key West
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The Southernmost Inn - Adults Only
The Southernmost Inn - Adults Only3.0 star property
Old Town Key West
8.2 out of 10, Very Good, (1213)
8.2/10
Very Good
(1213)
The price is $149
$149
$213 total
includes taxes & fees
Dec 18 - Dec 19
9.4 out of 10, Exceptional, (1024)
9.4/10
Exceptional
(1024)
The price is $149
$149
$235 total
includes taxes & fees
Dec 18 - Dec 19
9.6 out of 10, Exceptional, (1004)
9.6/10
Exceptional
(1004)
The price is $131
$131
$173 total
includes taxes & fees
Dec 18 - Dec 19
9.4 out of 10, Exceptional, (1011)
9.4/10
Exceptional
(1011)
The price is $148
$148
$188 total
includes taxes & fees
Dec 18 - Dec 19
9.8 out of 10, Exceptional, (145)
9.8/10
Exceptional
(145)
The price is $214
$214
$240 total
includes taxes & fees
Dec 18 - Dec 19
9.6 out of 10, Exceptional, (363)
9.6/10
Exceptional
(363)
The price is $194
$194
$243 total
includes taxes & fees
Dec 18 - Dec 19
Paradise Inn Key West - Adults Only
Paradise Inn Key West - Adults Only3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1005)
9.2/10
Wonderful
(1005)
The price is $209
$209
$280 total
includes taxes & fees
Dec 18 - Dec 19
9.0 out of 10, Wonderful, (1138)
9.0/10
Wonderful
(1138)
The price is $139
$139
$190 total
includes taxes & fees
Dec 22 - Dec 23
The price is $180
$180
$202 total
includes taxes & fees
Dec 18 - Dec 19
8.8 out of 10, Excellent, (1000)
8.8/10
Excellent
(1000)
The price is $179
$179
$269 total
includes taxes & fees
Dec 22 - Dec 23
8.8 out of 10, Excellent, (1247)
8.8/10
Excellent
(1247)
The price is $164
$164
$218 total
includes taxes & fees
Dec 18 - Dec 19
Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1076)
9.2/10
Wonderful
(1076)
The price is $259
$259
$342 total
includes taxes & fees
Dec 18 - Dec 19
The Cabana Inn Key West - Adults Only
The Cabana Inn Key West - Adults Only3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1006)
8.8/10
Excellent
(1006)
The price is $134
$134
$196 total
includes taxes & fees
Dec 18 - Dec 19
Ella's Cottages - Key West Historic Inns
Ella's Cottages - Key West Historic Inns3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (408)
9.4/10
Exceptional
(408)
The price is $259
$259
$342 total
includes taxes & fees
Dec 18 - Dec 19
9.0 out of 10, Wonderful, (265)
9.0/10
Wonderful
(265)
The price is $306
$306
$371 total
includes taxes & fees
Dec 18 - Dec 19
9.8 out of 10, Exceptional, (581)
9.8/10
Exceptional
(581)
The price is $329
$329
$438 total
includes taxes & fees
Dec 18 - Dec 19
Seascape Tropical Inn - Adult Exclusive
Seascape Tropical Inn - Adult Exclusive3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (404)
9.0/10
Wonderful
(404)
The price is $371
$371
$468 total
includes taxes & fees
Jan 12 - Jan 13, 2026
9.6 out of 10, Exceptional, (224)
9.6/10
Exceptional
(224)
The price is $213
$213
$264 total
includes taxes & fees
Dec 23 - Dec 24
9.2 out of 10, Wonderful, (285)
9.2/10
Wonderful
(285)
The price is $133
$133
$175 total
includes taxes & fees
Dec 18 - Dec 19
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.
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.
When is the best time to visit Old Town Key West?
When is the best time to visit Old Town Key West?Our prices for hotels in Old Town Key West are cheapest in September
When is the best time to visit Old Town Key West?
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
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°
December, High crowds, average high temperature 24 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
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23°
January, Low crowds, average high temperature 23 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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23°
February, Moderate crowds, average high temperature 23 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
24°
March, High crowds, average high temperature 24 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
22°
26°
April, Moderate crowds, average high temperature 26 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
24°
27°
May, High crowds, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
26°
29°
June, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
29°
July, High crowds, average high temperature 29 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
28°
30°
August, Moderate crowds, average high temperature 30 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
28°
29°
September, Low crowds, average high temperature 29 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
28°
28°
October, Low crowds, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
26°
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
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.
Key West Butterfly and Nature Conservatory
4.6/5 (841 reviews)
Old Town Key West is home to Key West Butterfly and Nature Conservatory, so why not stop by during your stay in Key West. Why not take a stroll along the beaches and watch the sunset while you're here? If you have fun at Key West Butterfly and Nature Conservatory, you'll love MLK Community Pool & Community Center, just a short walk away.
Photo by Ron Herman
Open Photo by Ron Herman
Clarence S. Higgs Memorial Beach Park
4.1/5 (2,339 reviews)
When the beach is calling your name, you might want to head down to Clarence S. Higgs Memorial Beach Park, located 1.2 mi (1.9 km) from central Key West. If you want to continue walking by the waves, head to South Beach, Smathers Beach, and Simonton Beach, located nearby.
Key West Lighthouse and Keeper's Quarters Museum
4.2/5 (543 reviews)
Key West Lighthouse and Keeper's Quarters 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 Ernest Hemingway Home and Museum, Duval Street, and Key West Butterfly and Nature Conservatory.
Florida Keys Eco - Discovery Center
4.3/5 (128 reviews)
Florida Keys Eco - Discovery Center 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 Florida Keys National Marine Sanctuary, Fort Zachary Taylor Historic State Park, and Key West Lighthouse and Keeper's Quarters Museum.
Check out reviews of Old Town Key West hotels guests love
The Cabana Inn Key West - Adults Only
10/10 Excellent
"Spotless room Excellent, attentive staff"
Wicker Guesthouse
10/10 Excellent
"The whole experience was awesome, looking forward to returning next year."
The Reach Key West, Curio Collection by Hilton
10/10 Excellent
"Highly recommended "
Southernmost Beach Resort and Guesthouses
10/10 Excellent
"Comfortable bed, nice amenities enjoyed live music in the afternoon by the pool. "
Lighthouse Hotel - Key West Historic Inns
10/10 Excellent
"Property was beautiful. Beds so comfy! Loved watching the cats at The Hemingway House across the street. Close cafe, restaurant and bars within 3 minute walk. Lush gardens surrounds the property and pool/dinning area. We stayed in the Snowhite Suite, 1st floor. Had a private patio, separate living room and huge bathroom. Great space for 2-3 people. We look forward to coming back. "
Opal Key Resort & Marina, Key West
10/10 Excellent
"Great helpful staff"
Southwinds Motel
10/10 Excellent
"It is a charming motel, impeccable cleanliness, and enjoyed the friendliness of the staff! We were pleasantly pleased with the location of one block from Duvall Street."
Duval House
10/10 Excellent
"The garden area was fabulous "
Bishop Hotel Key West
10/10 Excellent
"Clean room. Professional, courteous staff. Great value. I would stay there again."
Find out more about Old Town Key West