Old Town Key West

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


Top hotels in Old Town Key West

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is S$773 per night from 23 Mar to 24 Mar
S$773
23 Mar - 24 Mar
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
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 10 Mar, 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 S$883 per night from 23 Mar to 24 Mar
S$883
23 Mar - 24 Mar
includes taxes & fees
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 are located ...
8.4/10 Very Good! (574 reviews)
Great stay

Reviewed on 9 Mar, 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 S$801 per night from 5 Apr to 6 Apr
S$801
5 Apr - 6 Apr
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 their reviews. ...
9.2/10 Wonderful! (1,060 reviews)
Room was great. Loved the slippers.

Reviewed on 10 Mar, 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 S$676 per night from 5 Apr to 6 Apr
S$676
5 Apr - 6 Apr
includes taxes & fees
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 property ...
8.6/10 Excellent! (1,015 reviews)
Resort Room was fine. Balcony small with other balcony to left and right akward

Reviewed on 10 Mar, 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 S$723 per night from 6 Apr to 7 Apr
S$723
6 Apr - 7 Apr
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, free Wi-Fi and 3 outdoor pools. Our guests praise the breakfast and the pool in their reviews. Popular ...
9.2/10 Wonderful! (1,198 reviews)
The hotel was very cozy. I enjoyed relaxing by the pool which is right next to the bar. Definitely had the vacation I wanted.

Reviewed on 11 Mar, 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 S$420 per night from 5 Apr to 6 Apr
S$420
5 Apr - 6 Apr
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 their reviews. ...
8.8/10 Excellent! (1,299 reviews)
The room was clean and the location is excellent; but the hotel is old and outdated, the staff is not friendly, breakfast was poor; it is definitely not worth the price

Reviewed on 11 Mar, 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.

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.

Other neighbourhoods around Old Town Key West

Sunset on Carnival Cruise in Key West.

Uptown - Upper Duval

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

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

Downtown Key West
Audubon House and Tropical Gardens featuring a house

Key West Historic District

4.5/5(66 area reviews)

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Ernest Hemingway Home and Museum.

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

Bahama Village

5/5(1 area review)

Bahama Village is noteworthy for its historical 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

If you're spending some time in The Meadows, The Unitarian Universalist Fellowship of Key West and Bayview Park are top sights worth seeing.

The Meadows


Old Town Key West