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$71
per adult
94% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
NZ$82
per adult
82% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
NZ$93
per adult
88% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
NZ$132
per adult
94% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
NZ$117
per adult
76% of travellers recommend
Key West Haunted Tour : Ghosts & Gravestones
NZ$65
per adult
88% 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
The price is NZ$455 per night from 29 Sept to 30 Sept
NZ$455
29 Sept - 30 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. ...
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is NZ$584 per night from 29 Sept to 30 Sept
NZ$584
29 Sept - 30 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 ...
Southwinds Motel
1321 Simonton Street Key West FL
The price is NZ$307 per night from 29 Sept to 30 Sept
NZ$307
29 Sept - 30 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! (1,389 reviews)
"Wonderful"
Reviewed on 27 Sept 2026
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
The price is NZ$487 per night from 29 Sept to 30 Sept
NZ$487
29 Sept - 30 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 ...
9.2/10 Wonderful! (1,428 reviews)
"From before we arrived we already knew we chose the right place to stay! We had questions about parking our motorcycle on property and there was no hesitation to share information and also connect with us. The staff is great. We are recommending this location and properties to friends and family. ..."
Reviewed on 24 Sept 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
Fully refundable
The price is NZ$514 per night from 5 Oct to 6 Oct
NZ$514
5 Oct - 6 Oct
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! (1,034 reviews)
"Beach and service"
Reviewed on 26 Sept 2026
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
The price is NZ$584 per night from 29 Sept to 30 Sept
NZ$584
29 Sept - 30 Sept
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. ...
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.
Check Old Town Key West hotel availability
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.
