Old Town Key West Travel Guide
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
£33
per adult
94% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
£59
per traveller
92% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
£50
per adult
88% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
£40
per adult
86% of travellers recommend
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
£39
per adult
92% of travellers recommend
Top hotels in Old Town Key West
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is £175 per night from 14 Sept to 15 Sept
£175
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 £226 per night from 13 Sept to 14 Sept
£226
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 ...
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is £205 per night from 28 Sept to 29 Sept
£205
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 £127 per night from 7 Sept to 8 Sept
£127
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! (1,373 reviews)
"Southwinds Motel has to be the absolute best spot I’ve stayed at when it comes to conveniences on site along with an awesome location and proximity to sites and activities. Perfectly located around the Southernmost part of Key West, Southwinds gives you fully stocked bar WITH a built-in liquor store. ..."
Reviewed on 3 Sept 2026
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
The price is £200 per night from 8 Sept to 9 Sept
£200
8 Sept - 9 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 £83 per night from 9 Sept to 10 Sept
£83
9 Sept - 10 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! (512 reviews)
"Loved this property. Have been coming to KW for last 40+ years and never stayed here? Great location. Our room was more like and apartment. We were down from Miami for rum festival and were close to all of the different events at Douglas. The property was meticulously kept. The staff was helpful. ..."
Reviewed on 2 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
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.
