Fleming Key Holidays

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    Better together

    Save up to €185 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Fleming Key

Price found within the past 48 hours. Click for updated prices.
President Hotel
Kimpton EPIC Hotel by IHG
Park Central South Beach
EAST Miami
Lyfe Resort & Residences

Top hotels in Fleming Key

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is €173 per night from 18 Aug to 19 Aug
€173
18 Aug - 19 Aug
includes taxes & fees
8.4/10 Very Good! (1,436 reviews)
"It was very homely and comfortable ."

Reviewed on 6 Aug 2025

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is €158 per night from 7 Sept to 8 Sept
€158
7 Sept - 8 Sept
includes taxes & fees
7.6/10 Good! (1,525 reviews)
"Just five minutes from the airport and the shuttle will take you into the Mallory Square area every hour. 10:30 is last shuttle back. Hopefully in the near future all the restaurants will be open and lobby bar but I didn’t have use any and didn’t know they weren’t done with renovations. Should have ..."

Reviewed on 5 Aug 2025

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
The price is €228 per night from 24 Aug to 25 Aug
€228
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (2,656 reviews)
"We enjoyed the restaurant and bar, they have great happy hour options."

Reviewed on 4 Aug 2025

Southernmost Beach Resort and Guesthouses
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 €793. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.