Old Town Key West Travel Guide
Key West
Visit Old Town Key West
Stay near popular Old Town Key West attractions
Top hotels in Old Town Key West
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is ฿6,758 per night from 22 Jun to 23 Jun
฿6,758
฿9,997 total
22 Jun - 23 Jun
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! (3,393 reviews)
"Staff members nice helpful and got checkin two hours early"
Reviewed on 13 Jun 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is ฿9,133 per night from 18 Jun to 19 Jun
฿9,133
฿12,484 total
18 Jun - 19 Jun
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 Southernmost Point and Duval Street ...
8.6/10 Excellent! (709 reviews)
"The ambiance of the old building was unique. The staff were very attentive and accommodating. The grounds were mostly clean and well kept. There were some areas that needed attention or were worn. Our room was very clean and well kept. All in all it was a nice stay. Nothing special. But ..."
Reviewed on 13 Jun 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is ฿5,997 per night from 28 Jun to 29 Jun
฿5,997
฿8,956 total
28 Jun - 29 Jun
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! (1,019 reviews)
"Stayed the first week of June. Rooms were nice but property felt very dated. Not a lot of beaches in Key West so was excited to find a property with a man made one. Unfortunately there was a ton of seaweed and it was essentially not usable. The pool was small and underwhelming. Food and drink on ..."
Reviewed on 11 Jun 2026
Southwinds Motel
1321 Simonton Street Key West FL
The price is ฿4,390 per night from 15 Jun to 16 Jun
฿4,390
฿6,043 total
15 Jun - 16 Jun
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. ...
8.6/10 Excellent! (1,354 reviews)
"The room was very comfy, and the bedding/pillows were great. The only downside to me is that the center parking lot floods, and you might have to talk through inches deep water to get across it. And the pools feel like you are in a concrete jungle in an urban surrounding, as opposed to a tropical ..."
Reviewed on 13 Jun 2026
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
The price is ฿8,478 per night from 23 Jun to 24 Jun
฿8,478
฿10,827 total
23 Jun - 24 Jun
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! (1,129 reviews)
"Very beautiful and clean place to stay. We had an ocean view room, and it was amazing. The bed was very comfortable and the rooms were very clean. Definitely worth the money to stay at this property. We did not use the pool, but we noticed a lot of guests enjoying it each day .The food at the on ..."
Reviewed on 13 Jun 2026
The Southernmost Inn - Adults Only
525 United Street Key West FL
The price is ฿3,680 per night from 15 Jun to 16 Jun
฿3,680
฿5,612 total
15 Jun - 16 Jun
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. ...
8.4/10 Very Good! (1,389 reviews)
"Lovely hotel very comfortable room. Great pool facilities. Helpful staff. Would recommend this hotel."
Reviewed on 11 Jun 2026
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 for the activities you enjoy most.
Key West Historic District
Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Florida Keys Beaches and 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.
New Town
While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.
Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Florida Keys Beaches and Southernmost Point are top sights worth seeing.
Historic Seaport
If you're spending some time in Historic Seaport, Florida Keys Beaches and Duval Street are top sights worth seeing.
