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Top Holiday Package Deals in Old Town Key West
Prices and availability subject to change. Additional terms may apply.
Ibis Bay Beach Resort
Northside Resort
per person
Jun. 26 - Jun. 30
Roundtrip flight included
Toronto (YYZ) to Key West (EYW)
7.8/10 Good! (1,614 reviews)
The only reason why I gave the property a rating of four for the staff and services was for the services available not the staff.. the staff was awesome but the services they offered.. kayaking.. golf cart rentals and bikes was not available are whole stay
Reviewed on Apr. 26, 2024
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
per person
Jul. 6 - Jul. 13
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.2/10 Wonderful! (667 reviews)
The fact there was only one elevator was a bummer. We didnt find the luggage carrrier until well after we climbed all 52 stairs several times to bring all our belongings up. Our room was amazing and the view was so nice. I would definitely recommend staying here
Reviewed on Mar. 25, 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 $441 per night from Apr. 28 to Apr. 29
CA $441
CA $582 total
includes taxes & fees
Apr 28 - Apr 29
8.2/10 Very Good! (1,787 reviews)
"Very happy with staff and service!"
Reviewed on Apr. 24, 2024
Heron House - Adult Only
512 Simonton St, Key West, FL
The price is CA $244 per night from Apr. 28 to Apr. 29
CA $244
CA $302 total
includes taxes & fees
Apr 28 - Apr 29
9/10 Wonderful! (1,039 reviews)
"Excellent Stay"
Reviewed on Apr. 21, 2024
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $519 per night from May 19 to May 20
CA $519
CA $641 total
includes taxes & fees
May 19 - May 20
8.8/10 Excellent! (666 reviews)
"This is a great location in Old Town. The bungalows are whimsical and unique from each other. The staff were excellent from check in to check out. The breakfast was outstanding and we started every morning sitting outside in the lush surroundings. We would definitely stay here again."
Reviewed on Apr. 25, 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.
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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.
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.
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.
Things to do
Snorkel Adventure at Coral Reef
CA $80
Per adult
86% of travellers recommend
Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail
CA $221
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.