Old Town Key West
Key West
Visit Old Town Key West
Stay near popular Old Town Key West attractions
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
S$58
per adult
94% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
S$162
per adult
98% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
S$72
per adult
88% of travellers recommend
Key West's All-Inclusive Combo With Jetski, Parasail, Snorkeling & Lunch
S$208
per adult
88% of travellers recommend
Key West Sunset Sail with Live Music, Drinks and Appetizers!
S$125
per adult
92% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
S$35
per adult
86% of travellers recommend
Top hotels in Old Town Key West
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
The price is S$290 per night from 1 Sept to 2 Sept
S$290
1 Sept - 2 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. ...
8.8/10 Excellent! (3,549 reviews)
"Parking and resort fees expensive for what you get."
Reviewed on 21 Aug, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is S$389 per night from 13 Sept to 14 Sept
S$389
13 Sept - 14 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! (863 reviews)
"Some of the house keepers didn’t speak English which was occasionally a problem for us and other guests.Also, it would be nice if they had drinks and snacks available 24 hours because the marketplace closes too early and low a bit lacking. Once the marketplace closes closes you’re stuck with the ..."
Reviewed on 20 Aug, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is S$337 per night from 14 Sept to 15 Sept
S$337
14 Sept - 15 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! (1,014 reviews)
"Toilet was broken. Had to ask for it to be fixed. Plus the resort fees and taxes they add on top of the cost you see when you book will cost you over a hundred dollars a day more at checkout."
Reviewed on 19 Aug, 2026
Southwinds Motel
1321 Simonton Street Key West FL
The price is S$222 per night from 8 Sept to 9 Sept
S$222
8 Sept - 9 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)
"This was day 16 of a US road trip and this was BY FAR my favorite stay. 1 block away from Duval St. Free drink tickets. Great bed and pillows. Microwave, fridge. Everything was GREAT! Only downside was we went to bed at 10 and the nearby bar was still playing loud live music, however the loud AC ..."
Reviewed on 20 Aug, 2026
Douglas House - Adults Only
419 Amelia St Key West FL
The price is S$184 per night from 8 Sept to 9 Sept
S$184
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 ...
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
The price is S$420 per night from 31 Aug to 1 Sept
S$420
31 Aug - 1 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.
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 Key West Tropical Forest and Botanical Garden.
Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.
