Key West Historic District Holidays
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Price found within the past 48 hours. Click for updated prices.
The Penguin Hotel
South Beach
Save 100% on your flight
Price was €1,655, price is now €1,014 per person
€1,014
per person
13 Mar - 18 Mar
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.2/10 Very Good! (1,491 reviews)
Nice staff and great location on South Beach. The Penguin is clean and very comfortable.
Reviewed on 7 Feb 2026
Solé Miami, A Noble House Resort
Ocean Four
Price was €2,003, price is now €1,239 per person
€1,239
per person
3 Apr - 9 Apr
found 15 hours ago
Return flight included
New York (JFK) to Miami (MIA)
8.4/10 Very Good! (1,935 reviews)
The suite was clean and well prepared. Unfortunately, there was no furniture on the tbalcony and we had to bring out the chairs from the room
Reviewed on 6 Feb 2026
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
4 out of top 10 points of interest in this area
5/5(6 area reviews)
While visiting Old Town Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.
Top hotels in Key West Historic District
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
The price is €522 per night from 10 Feb to 11 Feb
€522
10 Feb - 11 Feb
includes taxes & fees
8.6/10 Excellent! (3,063 reviews)
The location was great. The room could have been cleaner. There were fruit flies in the bathroom.
Reviewed on 6 Feb 2026
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
The price is €485 per night from 17 Feb to 18 Feb
€485
17 Feb - 18 Feb
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
The property was beautiful. Rooms were very nice and clean. On the water with awesome views Will make this our go to place on future vacations
Reviewed on 30 Jan 2026
Pier House Resort & Spa
1 Duval St Key West FL
9/10 Wonderful! (1,029 reviews)
First time staying at Pier House. We really liked it. We felt that it was more chill than some of the other resorts we’ve stayed at. We stayed in the spa building which was quiet. Nice big room and bathroom. Food was really good at the beach bar. Had a lot of fun hanging out in The Chart Room every ...
Reviewed on 1 Feb 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.
Frequently asked questions
Popular places to visit
Duval Street
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.
Mallory Square
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.
Ernest Hemingway Home and Museum
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
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
€43
per adult
88% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
€37
per adult
94% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
€105
per adult
96% of travellers recommend
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- Flights to Key West
- American Airlines Fort Lauderdale (FLL) to Key West (EYW) flights
- Delta Orlando (MCO) to Key West (EYW) flights
- Silver Airways Orlando (MCO) to Key West (EYW) flights
- United Fort Lauderdale (FLL) to Key West (EYW) flights
- Flights from Albany (ALB) to Key West (EYW)
- Flights from León (BJX) to Key West (EYW)
- Flights from Bellingham (BLI) to Key West (EYW)
- Flights from Nashville (BNA) to Key West (EYW)
- Flights from Boston (BOS) to Key West (EYW)
- Flights from Cancun (CUN) to Key West (EYW)
- Flights from Daytona Beach (DAB) to Key West (EYW)
- Flights from Dakar (DSS) to Key West (EYW)
- Flights from Fort-de-France (FDF) to Key West (EYW)
- Flights from Fort Lauderdale (FLL) to Key West (EYW)
- Flights from New York (JFK) to Key West (EYW)
- Flights from Londonderry (LDY) to Key West (EYW)
- Flights from Marco Island (MRK) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from Pensacola (PNS) to Key West (EYW)
- Flights from Pullman (PUW) to Key West (EYW)
- Flights from Orlando (SFB) to Key West (EYW)
- Flights from Tullahoma (THA) to Key West (EYW)
- Flights from Tulsa (TUL) to Key West (EYW)
- Big Pine Key Flea Market
- Big Pine Key Holidays
- Boca Chica Nude Beach
- Custom House Museum
- Duval Street
- Ernest Hemingway Home and Museum
- Visit Fleming Key
- Fort East Martello Museum and Gallery
- Fort Zachary Taylor Historic State Park
- Harry S. Truman Little White House
- Visit Bahama Village
- Key West Butterfly and Nature Conservatory
- Visit Historic Seaport
- Visit Key West Historic District
- Key West Lighthouse and Keeper's Quarters Museum
- Key West Holidays
- Visit Key West
- Mallory Square
- Museum of Art & History at the Custom House
- Robbie's
- San Carlos Institute - Casa Cuba
- Simonton Beach
- Smathers Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.