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
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
£58
per adult
94% 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. ...
8.6/10 Excellent! (3,590 reviews)
"The room was clean, service was good. But the staff wasn’t very helpful in explaining the water filling stations. Also, there was a really bad smell like gutter water, by one of the water filling station’s next to the swimming pools. They also charged a very high rate for the water bottle that was ..."
Reviewed on 8 Sept 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is £254 per night from 16 Sept to 17 Sept
£254
16 Sept - 17 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! (901 reviews)
"What an amazing resort!! Perfect for families. Loved it."
Reviewed on 8 Sept 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is £204 per night from 28 Sept to 29 Sept
£204
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 ...
8.6/10 Excellent! (1,019 reviews)
"In my opinion this location is the best in all of Key West. There is plenty of everything in the south side of the island. Unless you are going for the drunk college crown on the north side, stick to the south. The Reach has one of the few sand beaches directly on site. Also the pool is right there ..."
Reviewed on 8 Sept 2026
Southwinds Motel
1321 Simonton Street Key West FL
The price is £128 per night from 10 Sept to 11 Sept
£128
10 Sept - 11 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! (1,379 reviews)
"Love the Southwinds! It is a funky little beach hotel with old wall A/C units and a bar on property that plays live music most of the day and late into the night. Probably not everyone's cup of tea, but it is exactly right for me on a Key West adventure. The staff are all super nice and helpful. ..."
Reviewed on 8 Sept 2026
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
The price is £199 per night from 10 Sept to 11 Sept
£199
10 Sept - 11 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 £95 per night from 29 Sept to 30 Sept
£95
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! (524 reviews)
"I am so thankful me and my wife found this place ABSOLUTELY PERFECT!! I am already making plans to go back"
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
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.
