Fleming Key Holidays from £799

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Top Fleming Key Flight + Hotel Deals

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

Casablanca Miami Beach

3 out of 5
North Beach
Save 100% on your flight
Price was £1,540, price is now £799 per person
£799
per person
21 Jun - 26 Jun
found 12 hours ago
Return flight included
Boston (BOS) to Miami (MIA)
5.8/10 (323 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 22 Feb 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 £20,339, price is now £10,420 per person
£10,420
per person
21 Jun - 26 Jun
found 1 day ago
Return direct flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
President Hotel Villa

President Hotel Villa

3.5 out of 5
South Beach
Save 100% on your flight
Price was £1,717, price is now £880 per person
£880
per person
21 Jun - 26 Jun
found 12 hours ago
Return flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (1,001 reviews)
Great service, very clean hotel.

Reviewed on 29 Apr 2026

President Hotel

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was £1,757, price is now £921 per person
£921
per person
21 Jun - 26 Jun
found 1 day ago
Return direct flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (2,272 reviews)
Great hotel in the heart of south beach, front desk was very friendly upon arrival and overall have no complaints! I’d recommend staying here

Reviewed on 5 May 2026

The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was £1,715, price is now £907 per person
£907
per person
21 Jun - 26 Jun
found 1 day ago
Return direct flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (1,816 reviews)
Location is everything and the Penguin provides exactly that. You are just steps away from the beach, right at Lummus Park and Ocean Drive, but without the noise of all the restaurants on Ocean Drive. The staff is very nice. The rooms, especially the bathrooms are small. Most rooms will not have a view. However, the rooms are clean and provide everything you need to rest up at night before going back outside to enjoy everything South Beach Miami has to offer. The AC units are a bit older and noisy, something that could be improved on, as well as the shelf right above the sink, which should be moved to the other side. Additional areas to hang wet clothes or towels would be nice too. The bedding was simple but clean. A headboard would have been nice and could spruce up the room instantly. The pool area provides a nice view of downtown Miami. It’s not big but if you want a pool, they got one. The Penguin is nothing fancy but was exactly what we needed during our stay, affordable, right at the beach, watching sunrises every morning with only a few steps to the beach and in walking distance to all the hot spots. We were happy with our decision to stay at the Penguin.

Reviewed on 4 May 2026

Fleming Key Essential Information

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

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 £175 per night from 12 May to 13 May
£175
12 May - 13 May
includes taxes & fees
8.4/10 Very Good! (2,188 reviews)
Rooms are clean and simple . Staff was great !!! Property surprisingly very nice . Starbucks on property a huge plus .

Reviewed on 4 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
The price is £220 per night from 10 May to 11 May
£220
10 May - 11 May
includes taxes & fees
8.8/10 Excellent! (1,804 reviews)
Breakfast was great. Check in was easy. Pool was refreshing.

Reviewed on 3 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 £265 per night from 31 May to 1 Jun
£265
31 May - 1 Jun
includes taxes & fees
8.8/10 Excellent! (3,272 reviews)
No sense of customer service

Reviewed on 4 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly 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.

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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. Flight-inclusive packages are ATOL protected.