Fleming Key Holidays from AU$3,019

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Fleming Key Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Mid Beach
Price was AU$3,863, price is now AU$3,019 per person
AU$3,019
per person
19 July - 24 July
found 1 day ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
8.4/10 Very Good! (8,242 reviews)
It was a great experience. We had a few hiccups, but the staff was on top of it and had ot resolved in a timely manner.

Reviewed on 1 June 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 AU$29,783, price is now AU$14,067 per person
AU$14,067
per person
19 July - 24 July
found 1 day ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
8/10 Very Good! (1 review)
EAST Miami

EAST Miami

5 out of 5
Brickell
Price was AU$4,058, price is now AU$3,257 per person
AU$3,257
per person
19 July - 24 July
found 1 day ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
9.2/10 Wonderful! (3,833 reviews)
The rooms were not cleaned properly. The bed sheets were dirty, and the furniture was filled with dust, which raised my allergies.

Reviewed on 1 June 2026

The Shelborne By Proper, a Member of Design Hotels

The Shelborne By Proper, a Member of Design Hotels

4 out of 5
South Beach
Price was AU$4,012, price is now AU$3,302 per person
AU$3,302
per person
19 July - 24 July
found 1 day ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
9.4/10 Exceptional! (186 reviews)
After spending decades in and out of Miami Beach — and even having a place here 30 years ago — I can confidently say that the Shelborne is the best hotel in Miami. It’s incredibly clean, modern, and beautifully designed, yet it still preserves the personality and charm that so many hotels have lost. The atmosphere feels exclusive and private while still being warm and welcoming. The service is exceptional. Every member of the staff goes above and beyond to make your stay memorable, effortless, and genuinely special. The facilities are outstanding, and the location is simply unbeatable — truly the best spot in Miami Beach. This hotel understands luxury without feeling pretentious. It feels sophisticated, comfortable, and authentic all at once. Just stay here. You will understand immediately why it stands out above the rest. Special thanks to Elie at the front desk.

Reviewed on 27 May 2026

Miami International Airport Hotel

Miami International Airport Hotel

3 out of 5
Price was AU$3,955, price is now AU$3,298 per person
AU$3,298
per person
19 July - 24 July
found 1 day ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
7.8/10 Good! (5,485 reviews)
Very clean, wonderful staff

Reviewed on 31 May 2026

Fleming Key Holiday

Fleming Key Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Miami Intl. Airport (MIA)

Our pick of the best 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 AU$302 per night from 7 June to 8 June
AU$302
7 June - 8 June
includes taxes & fees
8.4/10 Very Good! (2,324 reviews)
"Very disappointing, read why. If a hot tub/real restaurants are important/necessary to you, do not book here. They claim there is a hot tub on the premises, it is actually a 7 minute walk to a completely different hotel. (The properties are owned by the same company,this is false advertising. When ..."

Reviewed on 31 May 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 AU$409 per night from 29 June to 30 June
AU$409
29 June - 30 June
includes taxes & fees
8.8/10 Excellent! (3,345 reviews)
"Overall, we were very happy with our stay. The staff were extremely responsive to text requests and the food and bar beverages were very good and fairly priced. My only feedback is 1 - I purposely booked this hotel because it was one of the only ones with private beach access. Unfortunately, the ..."

Reviewed on 31 May 2026

Southernmost Beach Resort and Guesthouses
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 AU$420 per night from 15 June to 16 June
AU$420
15 June - 16 June
includes taxes & fees
8.8/10 Excellent! (1,806 reviews)
"Very friendly, clean shuttle to town."

Reviewed on 30 May 2026

Margaritaville Beach House Key West
See all 2,737 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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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 cancelling 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 travellers to Fleming Key during the COVID-19 outbreak?
In the era of COVID-19  travelling 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 holiday 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.

Explore a world of travel with Expedia

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