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 $1,635, price is now CA $839 per person
CA $839
per person
Jul 25 - Jul 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
2/10 (2 reviews)
Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Price was CA $6,167, price is now CA $3,014 per person
CA $3,014
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip 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

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was CA $34,322, price is now CA $19,064 per person
CA $19,064
per person
Jul 27 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8/10 Very Good! (1 review)
Pantera Rosa

Pantera Rosa

4 out of 5
South Beach
Price was CA $2,224, price is now CA $1,391 per person
CA $1,391
per person
Sep 3 - Sep 9
found 9 hours ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
8.8/10 Excellent! (72 reviews)
What I wanted is what I got. It was as expected, no frills. Sufficient room that met my expectations. Well situated near stores, restaurants, and the beach. Comfortable stay with the exception of periodic lack of hot water in the kitchen sink. Also it's directly in the view of neighbors so blinds had to be closed. There is an issue with reimbursement of deposit so that is being worked out.

Reviewed on Feb 21, 2026

Barcelona Studios Guesthouse

Barcelona Studios Guesthouse

2 out of 5
South Beach
Price was CA $1,558, price is now CA $998 per person
CA $998
per person
Aug 29 - Sep 5
found 13 hours ago
Roundtrip flight included
Hamilton (YHM) to Miami (MIA)
9.4/10 Exceptional! (222 reviews)
Me gustó su ubicación

Reviewed on Jun 20, 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 $177 per night from Jul 1 to Jul 2
CA $177
CA $279 total
Jul 1 - Jul 2
includes taxes & fees
8.4/10 Very Good! (2,434 reviews)
"Room was really nice and the water bottles are awesome, brought them home and using everyday. Pool was very nice too. Location to Key West was ideal. Property is well maintained and lawn toys are so fun for the family…appreciated it all."

Reviewed on Jun 23, 2026

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 refundableReserve now, pay when you stay
The price is CA $288 per night from Jun 29 to Jun 30
CA $288
CA $427 total
Jun 29 - Jun 30
includes taxes & fees
8.8/10 Excellent! (3,398 reviews)
"Clean room Pools Staff very friendly"

Reviewed on Jun 23, 2026

Southernmost Beach Resort and Guesthouses
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 CA $181 per night from Jun 28 to Jun 29
CA $181
CA $243 total
Jun 28 - Jun 29
includes taxes & fees
8/10 Very Good! (1,246 reviews)
"it was nice"

Reviewed on Jun 21, 2026

Hilton Garden Inn Key West / The Keys Collection
See all 2,710 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.
All Inclusive Vacations
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Beach Vacations
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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.