Florida Keys Holidays

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Top Flight + Hotel Deals in Florida Keys

Price found within the past 48 hours. Click for updated prices.
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was €2,758, price is now €1,774 per person
€1,774
per person
25 Dec - 1 Jan
found 20 hours ago
Return direct flight included
Athens (ATH) to Miami (MIA)
16.4/10 Exceptional! (1,491 reviews)
Great view, room was very clean, staff was amazing!!!

Reviewed on 20 Nov 2025

Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was €3,551, price is now €1,985 per person
€1,985
per person
25 Dec - 1 Jan
found 19 hours ago
Return direct flight included
Athens (ATH) to Miami (MIA)
16.8/10 Exceptional! (829 reviews)
Rooms were clean and the staff were good as well.

Reviewed on 19 Nov 2025

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
Price was €4,769, price is now €2,796 per person
€2,796
per person
25 Dec - 1 Jan
found 19 hours ago
Return direct flight included
Athens (ATH) to Miami (MIA)
16.8/10 Exceptional! (1,001 reviews)
Room was clean. Staff was friendly beach, restaurants and shops nearby. Also a convenient parking garage within walking distance.

Reviewed on 4 Nov 2025

President Hotel

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was €2,885, price is now €1,836 per person
€1,836
per person
25 Dec - 1 Jan
found 19 hours ago
Return direct flight included
Athens (ATH) to Miami (MIA)
16.8/10 Exceptional! (1,775 reviews)
The bartender wouldn’t give us non-alcoholic beverages in place of the free alcoholic ones. We ended up giving our tickets away last time. I booked us in there twice last November so I still have yo go back there on the 22nd. The breakfast is set up horribly ! You go down to the tiny main lobby and everyone in the 2 buildings that make up the hotel are all there in a line up that takes about 45 minutes to get to the two people serving you and they barely speak a lick of English and you have to try to get what you want to eat using hand gestures and they are cheap with the serving sizes. The second day there before we went on our cruise we just went down the street and bought breakfast from another hotel that was set up better. Not really looking forward to going back but I wasn’t able to cancel because the internet on the icon of the seas is shootie at best. I tried to cancel but couldn’t so I am going back on 22nd and not really looking forward to it.

Reviewed on 20 Nov 2025

President Hotel Villa

President Hotel Villa

3.5 out of 5
South Beach
Save 100% on your flight
Price was €2,885, price is now €1,836 per person
€1,836
per person
25 Dec - 1 Jan
found 19 hours ago
Return direct flight included
Athens (ATH) to Miami (MIA)
16.4/10 Exceptional! (996 reviews)
Very nice staff. Very accommodating.

Reviewed on 28 Oct 2025

Where to stay in Florida Keys

Find the best Florida Keys areas and neighborhoods for the activities you enjoy most. Learn more about Florida Keys
Default Image

Old Town Key West

2 out of top 10 points of interest in this area
5/5(6 area reviews)

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

Find hotels in Old Town Key West

Top hotels in Florida Keys

Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 out of 5
103800 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
The price is €229 per night from 1 Dec to 2 Dec
€229
1 Dec - 2 Dec
includes taxes & fees
9.2/10 Wonderful! (1,322 reviews)
Reefhouse is nice resort that’s small enough to get around in and access all of the amenities. It’s was nice to have good food and drinks on site. They light torches on the beach at sunset and have colored led lights under the tiki huts for relaxing in the loungers. Staff was very friendly.

Reviewed on 15 Nov 2025

Reefhouse Resort & Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is €185 per night from 23 Nov to 24 Nov
€185
23 Nov - 24 Nov
includes taxes & fees
9.2/10 Wonderful! (1,574 reviews)
Good spot.

Reviewed on 15 Nov 2025

Chesapeake Beach Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is €311 per night from 1 Dec to 2 Dec
€311
1 Dec - 2 Dec
includes taxes & fees
9/10 Wonderful! (1,261 reviews)
Amazing!

Reviewed on 14 Nov 2025

Cheeca Lodge & Spa
See all 8,417 properties in Florida Keys
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.

Popular places to visit

Duval Street

Duval Street

Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

Duval Street
Mallory Square

Mallory Square

Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.

Mallory Square
Sombrero Beach showing a beach and general coastal views

Sombrero Beach

Play beach games; go swimming, kayaking or snorkeling; and lounge in the sun at one of Marathon’s most visited beaches.

Sombrero Beach

What to do in Florida Keys

Key Largo Coral Reef Glass Bottom Boat Adventure

Key Largo Coral Reef Glass Bottom Boat Adventure

€39
per adult
88% of travellers recommend
Key Largo Coral Reef Glass Bottom Boat Adventure
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

€48
per adult
86% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Florida: Key West Overseas Highway Self-Driving Tour

Florida: Key West Overseas Highway App-Based Driving Audio Tour

€15
per traveller
80% of travellers recommend
Florida: Key West Overseas Highway App-Based Driving Audio Tour
See all activities in Florida Keys

Frequently asked questions

Can I cancel my flight booking to Florida Keys due to COVID-19?
If you've yet to book your tickets, read the terms and conditions of the airfare you're considering. If you've already reserved your flight to Florida Keys, make use of our Customer Service Portal. The information here will help determine which COVID-19 policies apply to your booking and guide you with the next steps.
What's the best way to find cheap flights to Florida Keys that have flexible change policies?
We understand that things can change from one minute to the next, so booking a flexible ticket with Expedia is a sensible idea. Just tick the "No change fee" box directly under the "Flexible change policies" filter. Your low-cost, flexible flight to Florida Keys is just a few clicks away.
What are some of the general tips for travellers to Florida Keys during the COVID-19 outbreak?
The COVID-19 pandemic has brought about dramatic changes to the way we travel. If you're planning an escape to Florida Keys, the following tips will help you navigate these new rules and challenges:
  • Research what, if any, rules or restrictions apply to both your origin and destination. It may not be possible to travel depending on local circumstances, so be sure to check before you lock something in.
  • When you pass through airport screening, keep your face mask on. You will be asked to briefly lower it for identification purposes. Anyone refusing to wear a mask may be fined and denied entry.
  • Avoid handing your boarding pass directly to a TSA employee. Instead, position the pass on the reader and then hold it up to allow the agent to visually inspect it.
  • TSA is now permitting passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on luggage. This will have to be removed from your bag for screening.
  • Put any personal items (phone, wallet and keys) in your carry-on rather than a bin to minimize handling during screening.
  • Separate any food you have for X-ray screening. Placing it in a clear plastic bag and into a bin reduces the need for a TSA employee to touch and inspect your belongings.

Which airlines fly to Florida Keys?
Delta is a leading airline servicing Florida Keys. Search for airfares to Key West Intl. Airport (EYW) and you'll have 191 Delta flights each month to pick from.
How can I find cheap tickets to Florida Keys?
An effective strategy for scoring cheap airfares is to be flexible with your travel dates. Begin with searching for your flight to Florida Keys, then click on the "flexible dates" box to see prices for nearby days. Another helpful hint? Book well in advance. To give you an idea of fares, was the best price for a flight to Florida Keys in the last seven days.
How much is a flight to Florida Keys?
The cost of a round-trip journey to Florida Keys in the last seven days ranged between and . If you were travelling one way from (), you could have gotten a great deal from only .
What are the most popular airports to fly into in Florida Keys?
Start planning your Florida Keys escape by securing one of the 1119 flights each month to Key West Intl. Airport (EYW). This is the region's main entry point.
When is the cheapest time to fly to Florida Keys?
Jet off on a Tuesday to boost your odds of picking up the cheapest deal to Florida Keys. Mondays are usually the second most affordable day to depart. Saturday is normally the most expensive day to fly anywhere.
How much is a plane ticket to Florida Keys?
In the last seven days, ticket prices to Florida Keys varied from to .
Which airlines with flights to Florida Keys employ COVID-19 cleanliness policies?
As passengers begin travelling once again, most reputable airlines have introduced social distancing and other important measures to help lessen the spread of COVID-19. Here are some of them:
  • 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.

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