Old Town Key West

Key West

Old Town Key West
Old Town Key West
Old Town Key West
Old Town Key West
Old Town Key West

Popular places to visit

Things to do


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 CA $272 per night from Aug 5 to Aug 6
CA $272
CA $399 total
Aug 5 - Aug 6
includes taxes & fees
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! (2,626 reviews)
"Less then 30 min walk to Sunset pier. Front desk was very friendly"

Reviewed on Jul. 21, 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 CA $296 per night from Aug 6 to Aug 7
CA $296
CA $415 total
Aug 6 - Aug 7
includes taxes & fees
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 ...
8.4/10 Very Good! (244 reviews)
"Pictures on the website did not do it just this beautiful property inside and out"

Reviewed on Jul. 21, 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 CA $326 per night from Jul 23 to Jul 24
CA $326
CA $448 total
Jul 23 - Jul 24
includes taxes & fees
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! (1,013 reviews)
Beautiful
"Great hotel. Great service. Great restaurant. Great Location"

Reviewed on Jul. 21, 2025

The Reach Key West, Curio Collection by Hilton
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street, Key West, FL
The price is CA $122 per night from Jul 29 to Jul 30
CA $122
CA $199 total
Jul 29 - Jul 30
includes taxes & fees
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! (1,134 reviews)
"It was very comfortable. The staff was friendly and the room was clean."

Reviewed on Jul. 21, 2025

The Southernmost Inn - Adults Only
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
The price is CA $171 per night from Jul 27 to Jul 28
CA $171
CA $231 total
Jul 27 - Jul 28
includes taxes & fees
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! (1,122 reviews)
"Seven years between visits, and I still love it!"

Reviewed on Jul. 19, 2025

Southwinds Motel
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue, Key West, FL
The price is CA $270 per night from Jul 23 to Jul 24
CA $270
CA $373 total
Jul 23 - Jul 24
includes taxes & fees
Stay at this 4-star hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular ...
9/10 Wonderful! (1,003 reviews)
"The hotel was very quiet and peaceful. Everything was well-maintained, clean, and thoughtfully arranged. A truly pleasant stay – I would definitely come back."

Reviewed on Jul. 18, 2025

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.

Other neighbourhoods around Old Town Key West

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

Uptown - Upper Duval

4.5/5(3 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
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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
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Key West Historic District

4.5/5(156 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 showing cycling and a house

Bahama Village

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
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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
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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 Clarence S. Higgs Memorial Beach Park.

White St. Gallery

Old Town Key West

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