Old Town Key West, FL

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 ¥32,133 per night from Jun 8 to Jun 9
¥32,133
¥47,796 total
Jun 8 - Jun 9
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! (3,350 reviews)
"Are room was ok. There was an unusable beach. The smell was terrible. The restaurants were not kid friendly and made no effort to accommodate a 10 year old. Had 3 different menus and wouldn't cook anything that was on the bar menu that used the same kitchen. All kinds of additional fees at checkout. ..."

Reviewed on Jun 1, 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 ¥37,771 per night from Jun 28 to Jun 29
¥37,771
¥53,244 total
Jun 28 - Jun 29
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! (686 reviews)
"We were really disappointed by the beach. It’s rocky and was covered in seaweed (during our visit). The pools are beautiful, staff was lovely. The room was enormous and well maintained. I just wish we had more transparency regarding the condition of the beach."

Reviewed on May 30, 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 ¥41,251 per night from Jun 11 to Jun 12
¥41,251
¥52,680 total
Jun 11 - Jun 12
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! (1,121 reviews)
"Very clean room and great staff, the restaurant is great, Lolita's has great food and a great ocean front view. Location is the best in Key West."

Reviewed on Jun 1, 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 ¥31,002 per night from Jun 24 to Jun 25
¥31,002
¥45,628 total
Jun 24 - Jun 25
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! (1,006 reviews)
"The room was not was shown in pictures very small n cramped not close to what I saw n to expensive compared to other $500 properties"

Reviewed on Jun 1, 2026

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 ¥23,019 per night from Jun 8 to Jun 9
¥23,019
¥31,272 total
Jun 8 - Jun 9
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. ...
8.6/10 Excellent! (1,340 reviews)
"The rooms are nice. They provide necessary amenities and are cleaned well. Not a lot of space, but fair for a motel setting. There is loud music next door at a bar, which I enjoyed, but that’s something to be aware of if you’re a light sleeper. The staff was helpful and this area of the island was ..."

Reviewed on May 31, 2026

Southwinds Motel
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
The price is ¥19,307 per night from Jun 10 to Jun 11
¥19,307
¥28,886 total
Jun 10 - Jun 11
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. ...
8.4/10 Very Good! (1,374 reviews)
"Pool was wonderful"

Reviewed on May 28, 2026

The Southernmost Inn - Adults Only
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

Uptown - Upper Duval

Uptown - Upper Duval

4.5/5(74 area reviews)

If you're spending some time in Uptown - Upper Duval, Southernmost Point and Duval Street are top sights worth seeing.

Uptown - Upper Duval
Downtown Key West

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
Key West Historic District

Key West Historic District

4.5/5(4,090 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
Bahama Village

Bahama Village

5/5(39 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
Casa Marina

Casa Marina

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

Casa Marina
Aerial view of Island Key West . Florida. USA.

The Meadows

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

The Meadows


Old Town Key West, FL