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Top Holiday Package Deals in Old Town Key West
Price found within the past 48 hours. Click for updated prices.
Lighthouse Hotel - Key West Historic Inns
Old Town Key West
per person
Aug. 15 - Aug. 18
found 19 hours ago
Roundtrip flight included
Detroit (DTW) to Key West (EYW)
8.8/10 Excellent! (433 reviews)
This hotel is located in a perfect spot for enjoying key west. Laura at the front desk was so pleasant and very friendly and welcoming. We enjoyed our stay and the beds were unbelievably comfortable. We’ll be returning.
Reviewed on May 26, 2024
Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
per person
Aug. 2 - Aug. 5
found 2 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.8/10 Excellent! (1,002 reviews)
Great rooms and convenient to everything in Key West. Having a private beach was a great way to relax and enjoy the gulf.
Reviewed on May 25, 2024
Beachside Resort & Residences
Save 100% on your flight
per person
Jul. 2 - Jul. 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
8.4/10 Very Good! (1,002 reviews)
When we checked in very late Friday evening the reception staff member did not explain well to me how the accommodations were. I found out on my own where the building was that I was staying and that the parking lot was on the ground floor of the building. There were no luggage carts by our building to take our luggage to our room. I had to carry luggage for 4 people by myself. The room floor was very dirty as if it had been uninhabited for a long period of time and then open to rent without cleaning. There was a live cockroach in the bathroom of my room. The balcony door was broken and did not lock. The spout of sink in the kitchen was broken. The housekeepers did not speak English or Spanish so it was difficult to communicate with them. The restaurant on property Tavern n Town is excellent. The pool is excellent. The views are excellent. The showers and beds in the room are excellent. Oleg from bell services is excellent. Ría and John from breakfast at the restaurant are excellent employees. Rolando the evening restaurant manager is great. Caroli our server is great. The food expediter gentleman in the evening is excellent. The spaciousness of our room was very good.
Reviewed on May 26, 2024
Ibis Bay Beach Resort
Northside Resort
per person
Aug. 2 - Aug. 5
found 2 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
7.8/10 Good! (1,594 reviews)
Great amenities. Peacful waterfront, great pool. Restaurant was great. Transportation was useful and a lot of critters to feed and see. We are going back for Christmas.
Reviewed on May 27, 2024
Paradise Inn Key West - Adults Only
Key West Historic District
per person
Aug. 2 - Aug. 5
found 2 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (1,002 reviews)
The pool is was quiet and beautiful. Very relaxing. Our room was clean but the toilet kept not filling up with water. Also one staff member acted very annoyed by any request we had.
Reviewed on May 16, 2024
Where to stay in Old Town Key West
Find the best Old Town Key West areas and neighborhoods for the activities you enjoy most. Learn more about Old Town Key West
Key West Historic District
4 out of top 10 points of interest in this area
4.5/5(156 area reviews)
Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.
Old Town Key West Hotel Deals
Southernmost Beach Resort
1319 Duval Street, Key West, FL
Fully refundable
The price is CA $334 per night from Jun. 19 to Jun. 20
CA $334
CA $461 total
includes taxes & fees
Jun 19 - Jun 20
8.2/10 Very Good! (1,886 reviews)
"Nice place to stay"
Reviewed on May 26, 2024
Opal Key Resort & Marina, Key West
245 Front Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $435 per night from May 30 to May 31
CA $435
CA $543 total
includes taxes & fees
May 30 - May 31
8.8/10 Excellent! (1,009 reviews)
"Location is great as it is right off Duval Street!"
Reviewed on May 27, 2024
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $457 per night from Jun. 5 to Jun. 6
CA $457
CA $596 total
includes taxes & fees
Jun 5 - Jun 6
8.2/10 Very Good! (618 reviews)
"My husband and I stayed for a week and it was absolutely amazing, the food was great, being served drinks at the beach was amazing. 10/10 recommend to anyone looking for a tropical getaway."
Reviewed on May 13, 2024
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.
Explore other types of vacation packages
Frequently asked questions
Discover the most popular places to visit in Old Town Key West
Southernmost Point
4/5(160 reviews)
Snap a memorable photograph from the edge of North America at this monumental landmark.
Ernest Hemingway Home and Museum
4.5/5(77 reviews)
Meet six-toed cats and watch as the life of one America’s great writers unfolds before your eyes at his former home.
South Beach
4/5(52 reviews)
The southernmost beach in the continental United States is a convenient sandy enclave, just minutes from the center of town.
Things to do
Snorkel Adventure at Coral Reef
CA $60
Per adult
86% of travellers recommend
Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail
CA $199
Per adult
84% of travellers recommend
Guided Jet Ski Tour in Key West
CA $247
Per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.