Fleming Key Vacation Packages

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Top Fleming Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
MirabileCondoDwntown MIA Brickell w PRKG

MirabileCondoDwntown MIA Brickell w PRKG

5 out of 5
Downtown Miami
Price was CA $1,497, price is now CA $706 per person
CA $706
per person
Jul 21 - Jul 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
2/10 (2 reviews)
The W - Bayshore Unit 1003

The W - Bayshore Unit 1003

3 out of 5
East Fort Lauderdale
Price was CA $4,305, price is now CA $1,394 per person
CA $1,394
per person
Jul 13 - Jul 20
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Miami (MIA)
6/10 (2 reviews)
I thoroughly enjoyed my stay at this hotel. The host was incredibly friendly and attentive, and the communication was prompt and efficient. The hotel itself was beautiful, and the staff was incredibly kind and helpful.

Reviewed on May 20, 2026

Brickell Bay 3505

Brickell Bay 3505

3 out of 5
Brickell
Price was CA $1,899, price is now CA $812 per person
CA $812
per person
Jul 9 - Jul 12
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
9.4/10 Exceptional! (3 reviews)
Great place and location! The pool was amazing.

Reviewed on May 9, 2026

Hollywood 1811

Hollywood 1811

2.5 out of 5
Hollywood Hills
Price was CA $4,121, price is now CA $1,792 per person
CA $1,792
per person
Jul 5 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
No reviews
Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Price was CA $13,270, price is now CA $5,950 per person
CA $5,950
per person
Aug 5 - Aug 12
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
5.8/10 (324 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.

Reviewed on Feb 22, 2026

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Fleming Key Hotel Deals

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 CA $186 per night from May 31 to Jun 1
CA $186
CA $287 total
May 31 - Jun 1
includes taxes & fees
8.4/10 Very Good! (2,294 reviews)
"Pool & staff was great"

Reviewed on May 28, 2026

Blue Flamingo Resort Key West
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 $317 per night from May 31 to Jun 1
CA $317
CA $444 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (1,802 reviews)
"The hotel/resort was large yet the pool had 11 umbrella and many thirty loungers to use. It was almost impossible to get a seat in shade. The rooms had one chair in it that was extremely low to the floor and difficult to get in and out of. We did love the access to downtown shuttles. Next time I ..."

Reviewed on May 27, 2026

Margaritaville Beach House 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 CA $292 per night from Jun 16 to Jun 17
CA $292
CA $430 total
Jun 16 - Jun 17
includes taxes & fees
8.8/10 Excellent! (3,341 reviews)
"I liked the room and the resort , the pool was great , I think for me a few times it was just other guests that was a turn off in one way or another. P.S. add a smoking section somewhere , would t be a bad idea . Over all was great stay !!"

Reviewed on May 27, 2026

Southernmost Beach Resort and Guesthouses
See all 2,738 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.
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Frequently asked questions

Can I cancel my flight booking to Fleming Key due to COVID-19?
Our handy Customer Service Portal has useful information about canceling or changing your flight due to COVID-19. Before booking your tickets, it's smart to look over the terms and conditions of your chosen airline too.
What's the best way to find cheap flights to Fleming Key that have flexible change policies?
Search for your affordable flights to Fleming Key, then tick the "No change fee" box directly below the "Flexible change policies" filter. It really is that simple. We know that travel plans change and flexibility is essential, so book with confidence with Expedia.
What are some of the general tips for travelers to Fleming Key during the COVID-19 outbreak?
In the era of COVID-19, traveling today comes with more challenges than usual. Cast your eye over these helpful tips before hopping on your plane to Fleming Key:
  • Find out if any travel restrictions apply to your origin and destination before locking in your flight. Also check if there are any special conditions you'll need to follow on arrival, such as installing a contact tracing app.
  • When you go through airport checkpoints, do not remove your face mask. You will be required to lower it briefly for identification purposes. Anyone refusing to wear a mask may face civil penalties and may also be escorted from the building.
  • To minimize the risk of cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA employee.
  • You are now allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on baggage. You'll have to remove it for X-ray screening.
  • Empty your personal items from your pockets, like your wallet and phone, and place them in your carry-on rather than the bins. This will minimize handling during screening.
  • Transport all food items in a clear plastic bag and also place them in a screening bin. Keeping your food separate from your carry-on means it's less likely a TSA employee will need to open and touch your bag for inspection.

Which airlines fly to Fleming Key?
Let Delta get you there. This top carrier offers 191 services per month to Key West Intl. Airport (EYW), a Fleming Key gateway.
How can I find cheap tickets to Fleming Key?
Book in advance, fly in or out of nearby airports, avoid school vacation time — there are plenty of ways! Another one is to take advantage of Expedia's "flexible dates" feature. Find a Fleming Key flight, then check out the prices for nearby dates. In the last seven days, the best price for a flight to Fleming Key was .
How much is a flight to Fleming Key?
In the last seven days, round-trip tickets to Fleming Key sold for as little as and reached a maximum price of . For one-way fares departing from (), the cheapest seat during this same period was only .
What are the most popular airports to fly into in Fleming Key?
Fleming Key's main airport is Key West Intl. Airport (EYW). Get your next awesome adventure underway by reserving an airfare on one of the 1119 flights per month to this destination.
When is the cheapest time to fly to Fleming Key?
Try to jet off early on in the week to nab the best airfare to Fleming Key. Tuesday is commonly the most economical day to take off, followed by Monday. Saturday typically has the highest fares. This is because lots of people prefer to begin their break on a weekend.
How much is a plane ticket to Fleming Key?
In the last seven days, flights to Fleming Key cost between and . Prices depend on multiple things, particularly the departure time, airline, seating class and when you make your booking.
Which airlines with flights to Fleming Key employ COVID-19 cleanliness policies?
In response to the ongoing pandemic, the majority of airlines have adopted additional steps and actions to help their passengers and crew fly with peace of mind. These carriers include:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • Frontier Airlines - this airline is known for electrostatic cleaning and conducting passenger temperature checks.

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