Old Town Key West, FL

Key West

Key West Historic District
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

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
Fully refundable
The price is ¥83,832 per night from Mar 24 to Mar 25
¥83,832
¥105,855 total
Mar 24 - Mar 25
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,139 reviews)
we stayed in a standard room but it was lovely and close to the pools with a wonderful side patio. pretty property. would definitely stay there again.

Reviewed on Mar 10, 2026

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 ¥90,624 per night from Apr 5 to Apr 6
¥90,624
¥112,608 total
Apr 5 - Apr 6
includes taxes & fees
Book a stay at this 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! (573 reviews)
Great stay

Reviewed on Mar 9, 2026

Casa Marina Key West, Curio Collection by Hilton
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 ¥82,719 per night from Apr 5 to Apr 6
¥82,719
¥99,276 total
Apr 5 - Apr 6
includes taxes & fees
Stay at this hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (1,076 reviews)
Room was great. Loved the slippers.

Reviewed on Mar 10, 2026

Opal Key Resort & Marina, Key West
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 ¥70,445 per night from Apr 5 to Apr 6
¥70,445
¥89,907 total
Apr 5 - Apr 6
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,013 reviews)
Clean rooms and great staff

Reviewed on Mar 9, 2026

The Reach Key West, Curio Collection by Hilton
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 ¥72,490 per night from Apr 6 to Apr 7
¥72,490
¥89,543 total
Apr 6 - Apr 7
includes taxes & fees
Stay at this 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 attractions ...
9.2/10 Wonderful! (1,195 reviews)
The private bungalow was perfect for our stay with our pup! The property was very pet friendly and very clean and the staff was welcoming. The bartender had great recommendations for local restaurants and activities and made us feel like family. 10/10.

Reviewed on Mar 10, 2026

Winslow's Bungalows - Key West Historic Inns
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is ¥44,940 per night from Apr 5 to Apr 6
¥44,940
¥55,886 total
Apr 5 - Apr 6
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (1,298 reviews)
We were there for six days and the room was cleaned once and that was only after I ask. Room was clean but in poor overall condition. Would not return.

Reviewed on Mar 7, 2026

Southwinds Motel
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

Sunset on Carnival Cruise in Key West.

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
Duval Street

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
Not a bad beach, just not very big.

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
Aerial view of Island Key West . Florida. USA.

The Meadows

While visiting The Meadows, you might make a stop by sights like The Unitarian Universalist Fellowship of Key West and Bayview Park.

The Meadows


Old Town Key West, FL