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


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 ₩306,260 per night from Jun 8 to Jun 9
₩306,260
₩455,556 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! (3,353 reviews)
"Loved this hotel! However my platinum status I was suppose to get a free upgrade at hotel and was charged additional 250 by hotel so disappointed in that but property gorgeous rooms clean pool beautiful and comfortable beds! Pool and beach were beautiful"

Reviewed on Jun 3, 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 ₩385,289 per night from Jun 17 to Jun 18
₩385,289
₩535,916 total
Jun 17 - Jun 18
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! (687 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 ₩393,167 per night from Jun 11 to Jun 12
₩393,167
₩502,100 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! (1,119 reviews)
"We booked this hotel because it is situated in the heart of the tourist area in Key West. It is within walking distance to everything. The hotel was great and we had an excellent stay."

Reviewed on Jun 2, 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 ₩297,550 per night from Jun 10 to Jun 11
₩297,550
₩436,883 total
Jun 10 - Jun 11
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! (1,007 reviews)
"These guys went above and beyond, especially Connor, who really helped me when I realized we booked the wrong days. He worked diligently with Expedia to make sure that our dates were changed. Even upgrading our room for the troubles we had with the being able to rebook through Expedia. The hotel ..."

Reviewed on Jun 2, 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 ₩202,916 per night from Jun 15 to Jun 16
₩202,916
₩279,350 total
Jun 15 - Jun 16
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! (1,341 reviews)
"The rooms are nice. We like the continental breakfast before we head to the close by beach. You can get passes for a beach chair and towels. We like the convenience of the location. The only thing we didn't like is that the pool closest to our room was locked before the actual time, but we were able ..."

Reviewed on Jun 3, 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 ₩184,015 per night from Jun 10 to Jun 11
₩184,015
₩275,313 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.

Where to stay in Old Town Key West

Find the best Old Town Key West areas and neighborhoods for the activities you enjoy most.

Key West Historic District

Travelers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to make a stop by Duval Street and Florida Keys Beaches.

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.

Uptown - Upper Duval

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

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden.

Historic Seaport

While visiting Historic Seaport, you might make a stop by sights like Duval Street and Florida Keys Beaches.



Old Town Key West, FL