Florida Keys Holidays

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    Save up to €185 when you book a flight and hotel together*
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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
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Old Town Key West

3 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 Saint Mary Star of the Sea.

Find hotels in Old Town Key West

Top hotels in Florida Keys

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 €194 per night from 12 Aug to 13 Aug
€194
12 Aug - 13 Aug
includes taxes & fees
9/10 Wonderful! (1,479 reviews)
Really nice
"The hotel is very well located. It was a very comfortable place and Jeff was very nice and made great omelettes in the morning"

Reviewed on 6 Aug 2025

Chesapeake Beach Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is €212 per night from 13 Aug to 14 Aug
€212
13 Aug - 14 Aug
includes taxes & fees
9/10 Wonderful! (1,139 reviews)
"Great all around!"

Reviewed on 8 Aug 2025

Cheeca Lodge & Spa
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard, MM 47, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is €283 per night from 8 Sept to 9 Sept
€283
8 Sept - 9 Sept
includes taxes & fees
9/10 Wonderful! (1,015 reviews)
"Great place! Would definitely go back!"

Reviewed on 7 Aug 2025

Isla Bella Beach Resort & Spa
See all 8,272 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
Smathers Beach featuring tropical scenes, a beach and a luxury hotel or resort

Smathers Beach

Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.

Smathers Beach

What to do in Florida Keys

12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

€24
per adult
78% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
12-Hours Day Trip in Key West from Miami

Full Day Trip in Key West from Miami

€24
per adult
Full Day Trip in Key West from Miami
Key West Day Trip & Glass Bottom-Boat Tour from Miami

Key West Day Trip & Glass Bottom-Boat Tour from Miami

€111
per traveller
Key West Day Trip & Glass Bottom-Boat Tour from Miami
See all activities in Florida Keys

Frequently asked questions

How much does a Florida Keys holiday package cost?
From just , you can tailor your Florida Keys package. Simply bundle hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Florida Keys?
Booking a hotel and flight together with Expedia won't just save valuable time — it'll save you dollars too. A Florida Keys holiday package makes it simple to arrange the perfect trip. With more than 550 airlines around the world to pick from, finding convenient flights that suit your busy schedule won't be an issue. On top of that, we've got over 1,000,000 hotel options globally to choose from. Now that's choice! Whatever your budget, Expedia can show you the world.
Where should I stay in Florida Keys?
If you want to explore popular attractions such as Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens, head for Key West. You might want to stay for a while to really get to know this buzzing city.
What are the top hotels in Florida Keys?
When it comes to properties in Key West, Margaritaville Beach House Key West and Southernmost Beach Resort are two fantastic options. If you're considering heading to Marathon, 24 North Hotel Key West and Faro Blanco Resort & Yacht Club will make you feel at home.
How far in advance should I book my Florida Keys holiday?
Travellers are normally able to browse international flights on Expedia within 12 months of departure. Booking at the last minute? With a little bit of luck, it's still possible to nab a cheaper ticket just weeks before your flight.
What does an Expedia Florida Keys travel package include?
That depends on what you're after. If you're travelling alone, you might decide to combine flights and hotels. Bringing the whole crew to Florida Keys? A travel package including rental cars, flights and hotels might be a better fit. Expedia gives you the freedom to customize your travel package.
What should I know before booking a Florida Keys travel package?
A package can be more affordable than separately booking everything you need for your trip. For example, bundle your flights, hotels and rental cars and save a tidy sum. No matter your holiday goals, you'll find a package that's right for you.
Can I choose my airline with a Florida Keys Expedia holiday package?
Yes, you can. We offer more than 550 partner airlines all over the world, so choose the carrier that's a good fit for your travel needs.
If I'm not able to travel, can I cancel my Florida Keys holiday package?
Don't worry if you're rethinking your Florida Keys holiday package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We realise life can occasionally throw a spanner in the travel works, so look up our Customer Service Portal if that happens. When you're ready to make changes, we'll take care of it.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.