Fleming Key Vacations from ￥223,094

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The Latest Fleming Key Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was ￥349,046, price is now ￥223,094 per person
￥223,094
per person
Apr 21 - Apr 27
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
I had a wondeful time at this hotel (1/20-1/24/2026). The staff was polite, friendly and always ready to help. Room was clean and stylish exacly like the photo. The location is perfect: quiet and peaceful. And the same time not far from popular places. I really enjoyed my stay and would definitely recommend this hotel to others.

Reviewed on Jan 26, 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 ￥4,470,032, price is now ￥2,277,750 per person
￥2,277,750
per person
Mar 12 - Mar 18
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Miami (MIA)
8/10 Very Good! (1 review)
Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Mid Beach
Save 100% on your flight
Price was ￥803,728, price is now ￥547,868 per person
￥547,868
per person
Apr 21 - Apr 27
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.2/10 Very Good! (7,303 reviews)
Room nice. Weather not so good

Reviewed on Jan 30, 2026

Flow Miami Hotel

Flow Miami Hotel

3.5 out of 5
Downtown Miami
Price was ￥465,812, price is now ￥331,511 per person
￥331,511
per person
Mar 12 - Mar 18
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Miami (MIA)
9.2/10 Wonderful! (172 reviews)
Beautiful clean room/apartment. Loved the location and view at night. We walked to our cruise. Staff was also very friendly and helpful. Would stay here again!

Reviewed on Jan 25, 2026

Find the Best Fleming Key Vacation Packages

Fleming Key Hotel Deals

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 ￥71,145 per night from Feb 3 to Feb 4
￥71,145
￥91,238 total
Feb 3 - Feb 4
includes taxes & fees
8.6/10 Excellent! (3,034 reviews)
Nice clean resort! Great fun time!

Reviewed on Jan 26, 2026

Southernmost Beach Resort and Guesthouses
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is ￥48,833 per night from Feb 4 to Feb 5
￥48,833
￥59,097 total
Feb 4 - Feb 5
includes taxes & fees
8/10 Very Good! (2,057 reviews)
Laid back vibe.

Reviewed on Jan 27, 2026

Ibis Bay Beach Resort
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
The price is ￥48,446 per night from Feb 4 to Feb 5
￥48,446
￥64,101 total
Feb 4 - Feb 5
includes taxes & fees
8.8/10 Excellent! (1,790 reviews)
Very clean room. Amazing view. Wonderful property!! Would absolutely stay here again!!!

Reviewed on Jan 30, 2026

Oceans Edge Key West Resort, Hotel & Marina
See all 2,837 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

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.