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
CA $63
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $78
per adult
88% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $85
per adult
86% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
CA $111
per adult
94% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
CA $96
per adult
88% of travellers recommend
Old Town Key West Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is CA $186 per night from Sep 1 to Sep 2
CA $186
CA $310 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is CA $291 per night from Sep 13 to Sep 14
CA $291
CA $421 total
Sep 13 - Sep 14
includes taxes & fees
Book a 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 ...
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is CA $250 per night from Sep 8 to Sep 9
CA $250
CA $374 total
Sep 8 - Sep 9
includes taxes & fees
Book a 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 ...
8.6/10 Excellent! (1,017 reviews)
"Great place. Great atmosphere. Very friendly and helpful staff. Great location. Great food. I’ll be back."
Reviewed on Aug 22, 2026
Southwinds Motel
1321 Simonton Street Key West FL
The price is CA $158 per night from Sep 1 to Sep 2
CA $158
CA $224 total
Sep 1 - Sep 2
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 our 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 Aug 20, 2026
Douglas House - Adults Only
419 Amelia St Key West FL
The price is CA $108 per night from Sep 7 to Sep 8
CA $108
CA $133 total
Sep 7 - Sep 8
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free WiFi, 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 CA $356 per night from Aug 24 to Aug 25
CA $356
CA $455 total
Aug 24 - Aug 25
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 our reviews. ...
9.2/10 Wonderful! (1,189 reviews)
"I was very disappointed in how much lack of details about amenities there was from the staff, I had to ask about everything. Charging guests to park in your own parking deck is absolutely ridiculous too when you already pay resort fees for I’m not sure what. Upon arrival, we were told of a deposit ..."
Reviewed on Aug 23, 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.
Where to stay in Old Town Key West
Find the best Old Town Key West areas and neighborhoods for the activities you enjoy most.
Downtown Key West
If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.
Key West Historic District
Travelers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to make a stop by Duval Street and Florida Keys Beaches.
New Town
Though New Town might not have many top sights, you can venture to the surrounding area to see attractions 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.
