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 ฿4,782 per night from 13 Sept to 14 Sept
฿4,782
฿7,787 total
13 Sept - 14 Sept
includes taxes & fees
Stay at this spa 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. ...
8.6/10 Excellent! (3,573 reviews)
"Was not as the pictures portrayed very small the air conditioner was right in your face the ceiling fan kept going on and off all during the night and beeping waking us up just a bad place to stay for the money. We had to put up a 500 dollar deposit that we were not expecting. Just do not stay ..."
Reviewed on 5 Sept 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is ฿6,880 per night from 6 Sept to 7 Sept
฿6,880
฿9,962 total
6 Sept - 7 Sept
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! (898 reviews)
"Clean room"
Reviewed on 4 Sept 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is ฿6,128 per night from 28 Sept to 29 Sept
฿6,128
฿9,116 total
28 Sept - 29 Sept
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 ...
Southwinds Motel
1321 Simonton Street Key West FL
The price is ฿4,005 per night from 7 Sept to 8 Sept
฿4,005
฿5,617 total
7 Sept - 8 Sept
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! (1,377 reviews)
"It was small and old fashioned, but it had an old Florida vibe that we loved. Everything we needed was there. The staff were very helpful."
Reviewed on 5 Sept 2026
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
The price is ฿6,419 per night from 7 Sept to 8 Sept
฿6,419
฿8,888 total
7 Sept - 8 Sept
includes taxes & fees
Stay at this hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and breakfast (surcharge). Our guests praise the breakfast and the pool in their reviews. Popular ...
Douglas House - Adults Only
419 Amelia St Key West FL
The price is ฿3,879 per night from 8 Sept to 9 Sept
฿3,879
฿4,800 total
8 Sept - 9 Sept
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free Wi-Fi, daily housekeeping and a garden. Popular attractions Duval Street and Ernest Hemingway Home and Museum ...
9.6/10 Exceptional! (513 reviews)
"Great place to stay! Awesome Property and Management!"
Reviewed on 4 Sept 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.
Downtown Key West
While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.
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 Duval Street and Florida Keys Beaches.
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 Fort East Martello Museum and Gallery.
Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.
