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.
Oceans Edge Key West Resort, Hotel & Marina
Price was €1,957, price is now €1,368 per person
€1,368
per person
22 Mar - 28 Mar
found 1 day ago
Return direct flight included
Dublin (DUB) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
The entire resort was absolutely beautiful. It was also very welcoming. Not just in appearance but the staff were all so friendly and wonderful to work with!
Reviewed on 16 Jan 2026
The Key West Hotel
Key West Historic District
Price was €3,602, price is now €2,210 per person
€2,210
per person
22 Mar - 28 Mar
found 1 day ago
Return direct 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
The Perry Hotel & Marina Key West
Price was €2,356, price is now €1,675 per person
€1,675
per person
22 Mar - 28 Mar
found 1 day ago
Return direct flight included
Dublin (DUB) to Key West (EYW)
9.4/10 Exceptional! (1,151 reviews)
Rooms need to be quieter lots of noise from hall and next door food menu needs more options and lower prices
Reviewed on 15 Jan 2026
Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was €2,602, price is now €1,935 per person
€1,935
per person
22 Mar - 28 Mar
found 1 day ago
Return direct flight included
Dublin (DUB) to Key West (EYW)
8.6/10 Excellent! (2,844 reviews)
Easy walk to beach. Front desk and text communication with hotel was very active and communicative, they checked in each day. Housekeeping was great each day. Pools were clean. Easy to get uber/taxi back to airport. Hotel held bags at checkout with ease.
Reviewed on 17 Jan 2026
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Price was €2,126, price is now €1,599 per person
€1,599
per person
22 Mar - 28 Mar
found 1 day ago
Return direct flight included
Dublin (DUB) to Key West (EYW)
9.2/10 Wonderful! (1,044 reviews)
Amazing!! Clean, cozy and the continental breakfast including was really good. I highly recommend!
Reviewed on 16 Jan 2026
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
5 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
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is €358 per night from 19 Jan to 20 Jan
€358
19 Jan - 20 Jan
includes taxes & fees
8/10 Very Good! (1,854 reviews)
The resort was beautiful and had many options for entertainment and dining. The rooms were clean and nicely decorated. The free shuttle to/from Duval Street area was a nice perk - however it stunk that we had to pay $15/day just to park our car at the resort during our stay on top of the daily $50 ...
Reviewed on 14 Jan 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
The price is €569 per night from 21 Jan to 22 Jan
€569
21 Jan - 22 Jan
includes taxes & fees
8.6/10 Excellent! (3,015 reviews)
Perfect location
Reviewed on 13 Jan 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
The price is €378 per night from 19 Jan to 20 Jan
€378
19 Jan - 20 Jan
includes taxes & fees
8.8/10 Excellent! (1,772 reviews)
Although not a lot of amenities you didn't need to pay for, we enjoyed the option to be away from the craziness of Key West and still be able to enjoy it via the very convenient shuttle. Gorgeous resort - we will be back!
Reviewed on 13 Jan 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.
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.
Smathers Beach
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
92% of travellers recommend
Explore a world of travel with Expedia
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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.
