Fleming Key Vacation Packages

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Top Fleming Key Vacation Deals

Prices and availability subject to change. Additional terms may apply.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Jul. 14 - Jul. 21
Roundtrip non-stop flight included
Montreal (YUL) to Miami (MIA)
8/10 Very Good! (1 review)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
May 31 - Jun. 3
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
9/10 Wonderful! (1,012 reviews)
Staff is wonderful and the food and drinks were great. Highly recommend.

Reviewed on Apr. 24, 2024

Mayfair House Hotel & Garden

Mayfair House Hotel & Garden

4.5 out of 5
Coconut Grove
Save 100% on your flight
per person
Jun. 30 - Jul. 5
Roundtrip flight included
Montreal (YUL) to Miami (MIA)
9/10 Wonderful! (477 reviews)
Very nice property.

Reviewed on Apr. 23, 2024

Amazing Apartments at H Beach House

Amazing Apartments at H Beach House

3.5 out of 5
Hollywood Beach
Save 100% on your flight
per person
Jul. 13 - Jul. 20
Roundtrip non-stop flight included
Montreal (YUL) to Miami (MIA)
9.6/10 Exceptional! (8 reviews)
Beautiful views from the pool area. Well kept grounds, and updated beautiful units. The only downside we experienced is a lack of elevators for the size of the tower. The waits for elevators often exceeded 20 minutes especially trying to go down in the late morning (around checkout time).

Reviewed on Feb. 20, 2024

Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
Save 100% on your flight
per person
Jun. 8 - Jun. 15
Roundtrip flight included
Québec (YQB) to Miami (MIA)
8.4/10 Very Good! (1,012 reviews)
We had a great time at Grand Pelican Resort. I love the beach front location, the big balcony, the view is spectacular, the food and service are excellent. I didn’t give 4 stars because the cleaning was mediocre and the building overall is due for an upgrade. Also the valet parking is overpriced and there is no self park parking available.

Reviewed on Apr. 24, 2024

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 CA $396 per night from Apr. 29 to Apr. 30
CA $396
CA $535 total
includes taxes & fees
Apr 29 - Apr 30
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 Apr. 22, 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 CA $443 per night from Apr. 30 to May 1
CA $443
CA $585 total
includes taxes & fees
Apr 30 - May 1
8.2/10 Very Good! (1,807 reviews)
"Good experience. In walking distance to everything"

Reviewed on Apr. 23, 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 CA $403 per night from May 13 to May 14
CA $403
CA $541 total
includes taxes & fees
May 13 - May 14
8.4/10 Very Good! (1,764 reviews)
"Can't wait to go back"

Reviewed on Apr. 22, 2024

Margaritaville Beach House Key West
See all 2,667 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.

Explore other types of vacation packages

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Frequently asked questions

How much does a Fleming Key vacation package cost?
From as low as CA $991. Yes, you read that correctly. Our Fleming Key vacation packages are the easiest way to make your budget last longer. Combine your favorite 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 vacation package. It’s as easy as that! From hotels and flights to rental cars and activities, Expedia makes traveling 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?
Vacationers 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 vacation?
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 vacation 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 vacation is just clicks away.
Can I choose my airline with a Fleming Key Expedia vacation package?
Yes — that’s the beauty of an Expedia vacation 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 vacation package?
Whether it’s your flight or hotel, you can cancel or alter it. Locked in your Fleming Key vacation 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

4.5/5(161 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

4.5/5(148 reviews)

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.

Mallory Square
Image for Smathers Beach

Smathers Beach

4/5(56 reviews)

Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.

Smathers Beach

Other vacations you might like

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