Fleming Key Holidays

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Top Flight + Hotel Deals in Fleming Key

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 €2,467, price is now €1,301 per person
€1,301
per person
22 Jun - 29 Jun
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.6/10 Excellent! (1,003 reviews)
I spent 3 days and was amazing, the location was incredible, the room beautiful, air conditioned and elevator worked and was good, the only problem is that they gibe you chairs for the beach and then they force you to pay for umbrella, I would rather dont have anything but the sneaky way the umbrella people worked was not good. But to be honest I would go back to that hotel many many more times, it was as beautiful as it was on the pictures and more.

Reviewed on 29 Apr 2026

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
Price was €5,730, price is now €3,370 per person
€3,370
per person
1 Jul - 8 Jul
found 21 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
9.4/10 Exceptional! (1,495 reviews)
Don’t even think— just book it! Loved this property and all of its amenities!

Reviewed on 8 May 2026

President Hotel

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was €2,269, price is now €1,358 per person
€1,358
per person
1 Jul - 8 Jul
found 21 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.4/10 Very Good! (2,302 reviews)
Location is 10/10. 1 minute walk to beach. Staff is amazing, super kind and helpful. Overall, a great stay. Highly recommend.

Reviewed on 7 May 2026

The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was €2,246, price is now €1,349 per person
€1,349
per person
1 Jul - 8 Jul
found 21 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.2/10 Very Good! (1,830 reviews)
This hotel is very comfortable and welcoming, the service is excellent and the staff are very friendly. Highly recommended.

Reviewed on 7 May 2026

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Mid Beach
Price was €2,975, price is now €1,808 per person
€1,808
per person
22 Jun - 29 Jun
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.4/10 Very Good! (8,167 reviews)
Room to far from pool

Reviewed on 8 May 2026

Top hotels in Fleming Key

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 €202 per night from 3 Jun to 4 Jun
€202
3 Jun - 4 Jun
includes taxes & fees
8.4/10 Very Good! (2,206 reviews)
Great place to stay. Will stay again

Reviewed on 8 May 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 €245 per night from 8 Jun to 9 Jun
€245
8 Jun - 9 Jun
includes taxes & fees
8.8/10 Excellent! (1,810 reviews)
Staff was very helpful with all our needs. I would only recommend that the hot tub had hot water. It was cold and the jets were weak. Otherwise it was a perfect spot for us. We will be back.

Reviewed on 7 May 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 €272 per night from 25 May to 26 May
€272
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (3,289 reviews)
Check in was a long line. Front desk gave me wrong information

Reviewed on 7 May 2026

Southernmost Beach Resort and Guesthouses
See all 2,751 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 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.

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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.