Fleming Key Packages (Flight + Hotel)

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    Save up to ฿4,531 when you book a flight and hotel together*
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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 ฿4,074 per night from 26 Aug to 27 Aug
฿4,074
฿6,233 total
26 Aug - 27 Aug
includes taxes & fees
8.4/10 Very Good! (1,468 reviews)
gorgeous view
"It was so nice—we ended up with a gorgeous view."

Reviewed on 18 Aug 2025

Beachside Resort & Residences
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ฿3,294 per night from 1 Sept to 2 Sept
฿3,294
฿4,622 total
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (1,069 reviews)
"Most excellent facility with very accommodating staff."

Reviewed on 18 Aug 2025

Hilton Garden Inn Key West / The Keys Collection
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 ฿5,829 per night from 4 Sept to 5 Sept
฿5,829
฿8,602 total
4 Sept - 5 Sept
includes taxes & fees
8.6/10 Excellent! (1,774 reviews)
"Honestly the best resort to stay in Key West. We stay here every time we drive down for the weekend. Worth every penny and would highly recommend, especially staying in a one bedroom suite. The grounds are gorgeous and well kept, right across the street from one of the best beaches. Free parking, ..."

Reviewed on 18 Aug 2025

Margaritaville Beach House Key West
See all 2,765 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.