Florida Keys Holidays

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Our guide on 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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Key West Historic District

4 out of top 10 points of interest in this area
4.5/5(10 area reviews)

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Ernest Hemingway Home and Museum.

Find hotel + flight trips in Key West Historic District

Our pick of the best Florida Keys Hotel Deals

Chesapeake Beach Resort
Chesapeake Beach Resort
2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is NZ$372 per night from 19 May to 20 May
NZ$372
per night
19 May - 20 May
8.8/10 Excellent! (1,314 reviews)
"Loved"

Reviewed on 11 May 2024

Chesapeake Beach Resort
Cheeca Lodge & Spa
Cheeca Lodge & Spa
4 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is NZ$540 per night from 23 May to 24 May
NZ$540
per night
23 May - 24 May
8.8/10 Excellent! (1,005 reviews)
"The resort site is beautiful and lovely to walk through at night! Thanks for a great week!"

Reviewed on 10 May 2024

Cheeca Lodge & Spa
Hawks Cay Resort
Hawks Cay Resort
4 out of 5
61 Hawks Cay Blvd, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is NZ$559 per night from 14 May to 15 May
NZ$559
per night
14 May - 15 May
7.8/10 Good! (1,001 reviews)
"nice"

Reviewed on 7 May 2024

Hawks Cay Resort
See all 7,944 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.

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.

Discover the most popular places to visit in Florida Keys

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Duval Street

5/5(5 reviews)

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
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Everglades National Park

This sprawling wetland park holds a seemingly endless supply of wildlife habitats and enthralling ecosystems.

Everglades National Park
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Zoo Miami

Experience a fascinating adventure exploring the world’s most magnificent creatures in their natural surroundings.

Zoo Miami

What to do in Florida Keys

Image for Morning Reef Snorkel With Unlimited Mimosas & Breakfast

Morning Reef Snorkel With Unlimited Mimosas & Breakfast

NZ$75
Per adult
90% of travellers recommend
Morning Reef Snorkel With Unlimited Mimosas & Breakfast
Image for Key West Premium Dolphin Watch Sunset Sail w/ Tapas Pairing

Key West Premium Dolphin Watch Sunset Sail w/ Tapas Pairing

NZ$128
Per adult
94% of travellers recommend
Key West Premium Dolphin Watch Sunset Sail w/ Tapas Pairing
Image for Miami to Key West Day Trip with Activity Options

Miami to Key West Day Trip with Activity Options

NZ$63
Per adult
82% of travellers recommend
Miami to Key West Day Trip with Activity Options
See all activities in Florida Keys

More holiday ideas

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