Key West Holidays
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Top Flight + Hotel Deals in Key West
Price found within the past 48 hours. Click for updated prices.
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was €3,057, price is now €2,166 per person
€2,166
per person
14 Mar - 20 Mar
found 23 hours ago
Return flight included
Dublin (DUB) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Being right on Duval Street if city noise bothers you you might want to stay a block or two off Duval. But if you want all the action then this place is fantastic. Staff is great and the room was nicely appointed and very comfortable.
Reviewed on 12 Dec 2025
Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
Price was €3,154, price is now €2,511 per person
€2,511
per person
14 Mar - 20 Mar
found 23 hours ago
Return flight included
Dublin (DUB) to Key West (EYW)
9/10 Wonderful! (1,006 reviews)
Room was fair. Some things did not work and were noted to staff
Reviewed on 24 Dec 2025
Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was €2,418, price is now €1,939 per person
€1,939
per person
14 Mar - 20 Mar
found 23 hours ago
Return flight included
Dublin (DUB) to Key West (EYW)
8.6/10 Excellent! (2,844 reviews)
Great place but pricy. Room was clean, but phone didn’t work and they offered no solution. Light and ceiling fan would randomly turn on/off. Concierge was helpful, check in went smooth. Just expensive, like everything else today.
Reviewed on 26 Dec 2025
Where to stay in Key West
Find the best Key West areas and neighborhoods for the activities you enjoy most. Learn more about Key West
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.
Key West Beach Holiday
Unwind on the shore while you watch the sunlight glistening across the water during your Key West holiday. If you're hoping for an unforgettable beach experience, a trip to Key West will definitely deliver. There's a good chance you've heard of Smathers Beach (3 kilometres away). We suggest staying in accommodation close by. However, many sightseers also opt for Key West packages that are closer to South Beach or Boca Chica Nude Beach, two other excellent nearby options.
Things You Should Know About Key West
- Escape the daily grind at one of our Key West beach hotels. The sweet sound of lapping water and seagulls cawing far above are just a couple of clicks away.
- If you're searching for lots of room to spread out and relax, Key West private holiday homes are a great choice. After a much-needed family getaway or a few nights escape with that special someone? Grand Maloney Hotel and The Capitana Key West will fit the bill.
- With a population of approximately 25,800 inches Key West, you're sure to find some friendly locals who are happy to share their sightseeing tips. For more handy hints, check out our Key West things to do page.
Top hotels in Key West
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is €259 per night from 4 Jan to 5 Jan
€259
4 Jan - 5 Jan 2026
includes taxes & fees
8.6/10 Excellent! (1,806 reviews)
Clean, beautiful room. Very friendly and accommodating staff. Shuttle was great too!
Reviewed on 21 Dec 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is €270 per night from 12 Jan to 13 Jan
€270
12 Jan - 13 Jan 2026
includes taxes & fees
8/10 Very Good! (1,787 reviews)
Clean room and amenities
Reviewed on 21 Dec 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
The price is €279 per night from 26 Jan to 27 Jan
€279
26 Jan - 27 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,757 reviews)
Great View
Reviewed on 22 Dec 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.
Popular places to visit
Duval Street
4.5/5(47 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.
Mallory Square
4/5(36 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.
Smathers Beach
4/5(10 reviews)
Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.
What to do in Key West
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
€52
per adult
88% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
€38
per adult
94% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
€23
per adult
90% of travellers recommend
Explore a world of travel with Expedia
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- Hotels near Mallory Square
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- Flights to Key West
- Flights from Key West Intl.
- American Airlines Manchester (MHT) to Key West (EYW) flights
- American Airlines Panama City (ECP) to Key West (EYW) flights
- Delta Athens (ATH) to Key West (EYW) flights
- Delta Orlando (MCO) to Key West (EYW) flights
- Flights from Albany (ALB) to Key West (EYW)
- Flights from Andros Town (ASD) to Key West (EYW)
- Flights from León (BJX) to Key West (EYW)
- Flights from Columbia (CAE) to Key West (EYW)
- Flights from Washington (DCA) to Key West (EYW)
- Flights from Newark Liberty Intl. Airport (EWR) to Key West (EYW)
- Flights from Goa (GOI) to Key West (EYW)
- Flights from Grand Rapids (GRR) to Key West (EYW)
- Flights from Iron Mountain (IMT) to Key West (EYW)
- Flights from Inta (INA) to Key West (EYW)
- Flights from Naples (NAP) to Key West (EYW)
- Flights from Chicago (ORD) to Key West (EYW)
- Flights from Point Hope (PHO) to Key West (EYW)
- Flights from Pullman (PUW) to Key West (EYW)
- Flights from Suceava (SCV) to Key West (EYW)
- Flights from Singapore (SIN) to Key West (EYW)
- Flights from Tullahoma (THA) 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
- Visit Key West
- Mallory Square
- Museum of Art & History at the Custom House
- Key West Historic District
- 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.
