Old Town Key West Travel Guide
Tourist Guide
Visit Old Town Key West
Stay near popular Old Town Key West attractions
Activities
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
AU$78
per adult
88% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
AU$76
per adult
86% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
AU$110
per adult
94% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
AU$176
per adult
98% of travellers recommend
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
AU$74
per adult
92% of travellers recommend
Afternoon Reef Snorkel & Catamaran Sail w/ Open Bar in Key West
AU$95
per adult
90% 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 AU$324 per night from 14 Sept to 15 Sept
AU$324
14 Sept - 15 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 AU$423 per night from 15 Sept to 16 Sept
AU$423
15 Sept - 16 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! (900 reviews)
"Very good cleaning and super friendly staff"
Reviewed on 8 Sept 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is AU$380 per night from 22 Sept to 23 Sept
AU$380
22 Sept - 23 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 ...
8.6/10 Excellent! (1,017 reviews)
"Would be helpful if the staff were friendly."
Reviewed on 7 Sept 2026
Southwinds Motel
1321 Simonton Street Key West FL
The price is AU$226 per night from 14 Sept to 15 Sept
AU$226
14 Sept - 15 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! (1,378 reviews)
"Small motel, not fancy. The room was clean and nice off street parking but charged $20 day to park on the premises. The breakfast was good."
Reviewed on 8 Sept 2026
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
The price is AU$368 per night from 14 Sept to 15 Sept
AU$368
14 Sept - 15 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! (1,405 reviews)
"Not as advertised. The rooms are small and dark with lots of unacceptable wear and tear. Our AC did not work upon arrival and required maintenance. There are no closets or storage but they had a wheel in clothing rack. Ants in our room. Lots of insane hidden fees…said it included a parking spot….but ..."
Reviewed on 8 Sept 2026
Douglas House - Adults Only
419 Amelia St Key West FL
The price is AU$202 per night from 29 Sept to 30 Sept
AU$202
29 Sept - 30 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! (521 reviews)
"Great spot right off Duval. Pool was nice with coffee, tea, and juices available 24x7. Jen at the front desk was awesome, Hanzi was there the last day and was also helpful. Only thing that was a little annoying was the keypads. By the end of the weekend, we had it down 😁"
Reviewed on 8 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.
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.
