Fleming Key Holidays

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Our pick of the best Fleming Key Hotel Deals

Havana Cabana at Key West
Havana Cabana at Key West
4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is NZ$555 per night from 29 Apr to 30 Apr
NZ$555
per night
29 Apr - 30 Apr
8.6/10 Excellent! (1,434 reviews)
"This is an amazing place, I loved the vintage style of Cuba. Such an amazing experience"

Reviewed on 22 Apr. 2024

Havana Cabana at Key West
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
The price is NZ$614 per night from 28 Apr to 29 Apr
NZ$614
per night
28 Apr - 29 Apr
8.2/10 Very Good! (1,805 reviews)
"We had the best time! The staff is amazing, the property is clean and well maintained and the rooms are up to date and modern!"

Reviewed on 20 Apr. 2024

Southernmost Beach Resort
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is NZ$594 per night from 13 May to 14 May
NZ$594
per night
13 May - 14 May
8.4/10 Very Good! (1,764 reviews)
"Can't wait to go back"

Reviewed on 22 Apr. 2024

Margaritaville Beach House Key West
See all 2,663 properties in Fleming Key
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 . 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.

Discover the most popular places to visit in Fleming Key

Image for Duval Street

Duval Street

5/5(5 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.

Duval Street
Image for Mallory Square

Mallory Square

4/5(3 reviews)

Enjoy the lively crowds, energetic performers and stunning sunset that make this city square the most popular meeting place in the evenings.

Mallory Square
Image for Smathers Beach

Smathers Beach

4/5(3 reviews)

Palm trees line the pristine white sands of this popular Key West beach where locals and visitors come to swim, sunbathe and play water sports.

Smathers Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.