Old Town Key West Travel Guide
Tourist Guide
Visit Old Town Key West
Stay near popular Old Town Key West attractions
Activities
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
NZ$79
per adult
94% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
NZ$58
per adult
82% of travellers recommend
Sunset Sail in Key West with Beverages Included
NZ$139
per adult
98% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
NZ$98
per adult
88% of travellers recommend
Shark and Wildlife Viewing Adventure in Key West
NZ$174
per adult
100% of travellers recommend
Key West Half-Day Fishing Charter
NZ$180
per adult
92% of travellers recommend
Our pick of the best Old Town Key West Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
The price is NZ$564 per night from 30 Nov to 1 Dec
NZ$564
30 Nov - 1 Dec
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. ...
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is NZ$573 per night from 23 Nov to 24 Nov
NZ$573
23 Nov - 24 Nov
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 ...
The Southernmost Inn - Adults Only
525 United Street Key West FL
The price is NZ$425 per night from 18 Nov to 19 Nov
NZ$425
18 Nov - 19 Nov
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! (1,461 reviews)
"Great location for the price"
Reviewed on 13 Nov 2026
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
The price is NZ$496 per night from 17 Nov to 18 Nov
NZ$496
17 Nov - 18 Nov
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 ...
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is NZ$586 per night from 13 Dec to 14 Dec
NZ$586
13 Dec - 14 Dec
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 NZ$373 per night from 1 Dec to 2 Dec
NZ$373
1 Dec - 2 Dec
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! (1,408 reviews)
"Staff very nice. Location good. Room clean, needs updated."
Reviewed on 12 Nov 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.
Our guide on 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.
