
Key West Historic District Vacation Packages
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Top Holiday Package Deals in Key West Historic District
Price found within the past 48 hours. Click for updated prices.




Cavalier Hotel South Beach
South Beach
Save 100% on your flight
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
8.4/10 Very Good! (1,000 reviews)
Perfectly located on Ocean Drive with an old-school Art Deco vibe that feels both historic and fresh. The room was spotless, the A/C was ice cold, and the bed was genuinely comfortable. Staff was friendly and helpful. You’re across from the beach, but it still feels like a quiet escape. Would absolutely stay here again.
Reviewed on Jul. 1, 2025

President Hotel
South Beach
Save 100% on your flight
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
8.4/10 Very Good! (1,596 reviews)
It was good, the one who attended us at check in was quite friendly and at breakfast anyway everything was good, very kind...
I didn't like it was that we tried to get a glass of hot water and although it was only a "question" she replied "right now I'm very busy, come back in 10 minutes". On the day of cleaning, the one who was going to clean looked at me super badly "I knew that we can't be in the room when they go to do cleaning" but she was not nice at all and we were just about to leave the room...
Reviewed on Jul. 11, 2025
Where to stay in Key West Historic District
Find the best Key West Historic District areas and neighborhoods for the activities you enjoy most. Learn more about Key West Historic District

Old Town Key West
3 out of top 10 points of interest in this area
3.5/5(8 area reviews)
Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.
Key West Historic District Hotel Deals

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
The price is CA $272 per night from Aug 4 to Aug 5
CA $272
CA $398 total
Aug 4 - Aug 5
includes taxes & fees
8.6/10 Excellent! (2,611 reviews)
"Love this property; property is bigger than I thought but had so much to offer; had fun activities if you wanted to be involved; a block from southern most point; everything is so close to stay"
Reviewed on Jul. 9, 2025

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $296 per night from Aug 5 to Aug 6
CA $296
CA $414 total
Aug 5 - Aug 6
includes taxes & fees
8.2/10 Very Good! (224 reviews)
"Is very clean, the room is nice"
Reviewed on Jul. 11, 2025

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 $251 per night from Jul 18 to Jul 19
CA $251
CA $364 total
Jul 18 - Jul 19
includes taxes & fees
8.2/10 Very Good! (1,010 reviews)
"Beach access was great! Rooms very clean and all staff was friendly and helpful. Be prepared for the $50/day valet charge and no self parking available. We were SO glad we stayed here versus the nearby Southernmost resort. Beach seaweed was cleaned up and maintained. The beach at Southernmost was ..."
Reviewed on Jul. 6, 2025
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.
Frequently asked questions
Discover the most popular places to visit in Key West Historic District

Duval Street
4.5/5(161 reviews)
Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

Southernmost Point
4/5(160 reviews)
Snap a memorable photograph from the edge of North America at this monumental landmark.

Mallory Square
4.5/5(148 reviews)
Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.
Things to do

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $69
per adult
92% of travellers recommend

MIAMI: Key West Day Trip with Boating Options
CA $106
per adult

Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar
CA $136
per adult
74% of travellers recommend
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Packages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.