Fleming Key Holidays
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- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Flight + Hotel Deals in Fleming Key
Price found within the past 48 hours. Click for updated prices.
Eco Stays
Flagami
€425
per person
12 Nov - 15 Nov
found 1 day ago
Return flight included
New York (LGA) to Miami (MIA)
8.8/10 Excellent! (14 reviews)
If you have a rental car to return at MIA it is a perfect spot. It was a little hard to find on a dark rainy night with all the major roadways crisscrossing nearby, but the host was great about responding. It was clean and very near the airport. In fact planes were taking off just over the building. My husband’s only complaint was that the remote needed batteries which they quickly rectified. However, they still didn’t have the channel with the football game he was anxious to watch. Overall a good location and value for those who just need a night before or after flying out.
Reviewed on 20 Sept 2026
Maison Felix
North Beach
€581
per person
12 Nov - 15 Nov
found 1 day ago
Return flight included
New York (LGA) to Miami (MIA)
9.8/10 Exceptional! (112 reviews)
I had an absolutely wonderful stay at this hotel! From the moment I arrived, the staff was friendly, welcoming, and incredibly helpful. The room was clean, comfortable, and beautifully maintained, with everything I needed for a relaxing stay.
Reviewed on 14 Sept 2026
Top hotels in Fleming Key
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
€220
28 Sept - 29 Sept
includes taxes & fees
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
€156
22 Sept - 23 Sept
includes taxes & fees
8.6/10 Excellent! (2,681 reviews)
"Was a great place beds could use a little upgrade"
Reviewed on 20 Sept 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
€229
4 Oct - 5 Oct
includes taxes & fees
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
How much does a Fleming Key holiday package cost?
From as low as €425. Yes, you read that correctly. Our Fleming Key holiday packages are the easiest way to make your budget last longer. Combine your favourite flights, hotels and rental car and explore this top destination.
How do I get a cheap travel package to Fleming Key?
Lock in flights that suit your schedule, add a hotel room to your booking and watch how much you save with a Fleming Key holiday package. It's as easy as that! From hotels and flights to rental cars and activities, Expedia makes travelling cheap and easy. And with over 550 airlines and 1,000,000 hotels globally to pick from, you'll never be short of choice.
Where should I stay in Fleming Key?
Holiday Makers come from all corners of the globe to experience Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens in Fleming Key. Book yourself a room close to these wonderful attractions and visit them at your leisure.
How far in advance should I book my Fleming Key holiday?
It's difficult to pick the best time for airfares, but we normally say the earlier, the better. Many international journeys on Expedia become available to compare up to 12 months in advance. If you're booking late, fear not. Bargain prices appear from time to time just weeks before departure dates.
What does an Expedia Fleming Key travel package include?
It all boils down to what sort of getaway you're thinking about. Fleming Key holiday deals can include flights, hotels and car rentals. You can mix and match to create the bundle that suits your budget and style. You can also add on experiences and activities after you've booked to land even bigger discounts.
What should I know before booking a Fleming Key travel package?
Discover deals to suit your budget with an Expedia package. Hotels, flights, rental cars — we're a one-stop shop for all of them. You'll save precious cash just for combining your bookings. Whether you're embarking on a ski trip or sipping cocktails on a beach, your perfect holiday is just clicks away.
Can I choose my airline with a Fleming Key Expedia holiday package?
Yes — that's the beauty of an Expedia holiday package. You're in control. We have access to more than 550 partner airlines around the world, so you have options galore when planning your Fleming Key getaway.
If I'm not able to travel, can I cancel my Fleming Key holiday package?
Whether it's your flight or hotel, you can cancel or alter it. Locked in your Fleming Key holiday package in the last 24 hours? You may be able to make changes at no cost. If it's been longer than that, you may incur a fee from your airline, hotel or car rental company. For more information, visit our Customer Service Portal. We'll help you every step of the way.
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- Flights to Key West
- Delta Dublin (DUB) to Key West (EYW) flights
- United Philadelphia (PHL) to Key West (EYW) flights
- Flights from Aberdeen (APG) to Key West (EYW)
- Flights from León (BJX) to Key West (EYW)
- Flights from Bellingham (BLI) to Key West (EYW)
- Flights from Bowling Green (BWG) to Key West (EYW)
- Flights from Charlotte (CLT) to Key West (EYW)
- Flights from Daytona Beach (DAB) to Key West (EYW)
- Flights from Washington (DCA) to Key West (EYW)
- Flights from Fort Lauderdale (FLL) to Key West (EYW)
- Flights from Hohhot (HET) to Key West (EYW)
- Flights from Indianapolis (IND) to Key West (EYW)
- Flights from Winston-Salem (INT) to Key West (EYW)
- Flights from New York (JFK) to Key West (EYW)
- Flights from London (LHR) to Key West (EYW)
- Flights from Nassau (NAS) to Key West (EYW)
- Flights from Philadelphia (PHL) to Key West (EYW)
- Flights from St. Petersburg (PIE) to Key West (EYW)
- Flights from Pullman (PUW) to Key West (EYW)
- Flights from San Antonio (SAT) to Key West (EYW)
- Flights from Seattle (SEA) to Key West (EYW)
- Flights from Somerset (SME) to Key West (EYW)
- Flights from Miami (TMB) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Flights from Tulsa (TUL) to Key West (EYW)
- Flights from Fort Walton Beach (VPS) to Key West (EYW)
- Flights from Vero Beach (VRB) to Key West (EYW)
- Flights from Windsor (YQG) to Key West (EYW)
- Flights from Montreal (YUL) 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
- Key West Lighthouse and Keeper's Quarters Museum
- Key West Holidays
- 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.
