Old Town Key West, FL

Key West

Key West Historic District
South Beach showing a beach, tropical scenes and general coastal views
Ernest Hemingway Home and Museum featuring interior views and a house
Florida Keys featuring a sandy beach, tropical scenes and general coastal views
Key West Historic District featuring signage

Old Town Key West Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
The price is ₩245,986 per night from Oct 6 to Oct 7
₩245,986
per night
Oct 6 - Oct 7
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,749 reviews)
"Great employees"

Reviewed on Sep 15, 2025

Southernmost Beach Resort and Guesthouses
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street, Key West, FL
The price is ₩249,769 per night from Oct 14 to Oct 15
₩249,769
per night
Oct 14 - Oct 15
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.2/10 Very Good! (351 reviews)
"This was my first time at this property. It is really a beautiful, boutique, like hotel with beautiful amenities, both inside and out. The beds were comfortable. The sheets were clean and comfortable. Rooms are slightly dated, but it works well with the overall feel of the property. The grounds are ..."

Reviewed on Sep 17, 2025

Casa Marina Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street, Key West, FL
The price is ₩277,099 per night from Oct 1 to Oct 2
₩277,099
per night
Oct 1 - Oct 2
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,006 reviews)
"It was a great experience, this place was amazing. Everyone was so nice."

Reviewed on Sep 19, 2025

The Reach Key West, Curio Collection by Hilton
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
The price is ₩174,037 per night from Sep 24 to Sep 25
₩174,037
per night
Sep 24 - Sep 25
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,183 reviews)
"Excellent for the prize"

Reviewed on Sep 19, 2025

Southwinds Motel
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street, Key West, FL
The price is ₩346,322 per night from Sep 24 to Sep 25
₩346,322
per night
Sep 24 - Sep 25
Stay at this 4-star hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,010 reviews)
"Location, clean"

Reviewed on Sep 21, 2025

Opal Key Resort & Marina, Key West
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street, Key West, FL
The price is ₩123,786 per night from Sep 28 to Sep 29
₩123,786
per night
Sep 28 - Sep 29
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.2/10 Very Good! (1,176 reviews)
"Handy for popular local area"

Reviewed on Sep 20, 2025

The Southernmost Inn - Adults Only
See all 1,325 properties in Old Town Key West
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.

Other neighborhoods around Old Town Key West

Key West Butterfly and Nature Conservatory featuring zoo animals, animals and flowers

Uptown - Upper Duval

4.5/5(72 area reviews)

If you're spending some time in Uptown - Upper Duval, Duval Street and Key West Butterfly and Nature Conservatory are top sights worth seeing.

Uptown - Upper Duval
Key West featuring a marina, a coastal town and general coastal views

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

Downtown Key West
Audubon House and Tropical Gardens featuring a house

Key West Historic District

4.5/5(4,033 area reviews)

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

Key West Historic District
Harry S. Truman Little White House which includes a house and cycling

Bahama Village

5/5(38 area reviews)

Bahama Village is noteworthy for its historic sites, and you can make a stop at top attractions like Duval Street and Key West Lighthouse and Keeper's Quarters Museum.

Bahama Village
Clarence S. Higgs Memorial Beach Park which includes landscape views, tropical scenes and a sandy beach

Casa Marina

While visiting Casa Marina, you might make a stop by sights like Clarence S. Higgs Memorial Beach Park and Florida Keys Beaches.

Casa Marina
Great location for great pictures, very nice beach

White St. Gallery

While White St. Gallery might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Duval Street and Saint Mary Star of the Sea.

White St. Gallery

Old Town Key West, FL