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Holidays to Florida Keys

Accommodation, flights, car rentals, things to do and more - for your holiday in Florida Keys choose Expedia! Find everything you need to organize your trip to Florida Keys in one place. Enter your dates in the search bar above or scroll to our top deals below!

Top flight + hotel deals in Florida Keys

Hotel St Augustine
The Ritz-Carlton Coconut Grove, Miami
Sunset Inn
Trump National Doral Miami
Diplomat Beach Resort Hollywood, Curio Collection by Hilton
Hotel Riu Plaza Miami Beach

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

Top Hotel Deals

Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph Collection
4 out of 5
97450 Overseas Highway, Key Largo, FL
The price is £187 per night from 29 Nov to 30 Nov

This Key Largo resort is on the beach, 2 mi (3.2 km) from Dolphins Plus, and within 6 mi (10 km) of John Pennekamp Coral Reef State Park and Laura Quinn Wild ...

4.5/5Wonderful! (691 reviews)

"Playa Largo is truly a beautiful resort! The pool, the beach, the restaurants, the spa, and the sunset event every night is just the icing on the cake. I would highly recommend this property to anyone looking for a little luxury in Key Largo!"…"

Reviewed on 20 Nov 2020

Playa Largo Resort & Spa, Autograph Collection
Islander Resort
Islander Resort
3 out of 5
82100 Overseas Highway, Islamorada, FL
The price is £146 per night from 29 Nov to 30 Nov

Nestled on the beach, this Islamorada resort is 0.6 mi (1 km) from Florida Keys Brewing Co. and 2.7 mi (4.3 km) from Theater of the Sea. Hurricane Monument and ...

4.5/5Wonderful! (923 reviews)

"This resort is fabulous. We had ocean view with a huge beach area. The place is beautiful with bikes, kayaks, paddle boards and restaurant on site. Outdoor restaurant was by the pool and was very nice. Food was good. Pools and hot tub were amazing. Loved it so much we cancelled other hotel to come ..."…"

Reviewed on 20 Nov 2020

Islander Resort
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Baker's Cay Resort Key Largo, Curio Collection by Hilton
4 out of 5
97000 Overseas Hwy, Key Largo, FL
The price is £148 per night from 7 Dec to 8 Dec

Nestled on the beach, this Key Largo resort is 1 mi (1.7 km) from Bluefin Rock Harbor Marina and 2.8 mi (4.4 km) from Dolphins Plus. John Pennekamp Coral Reef ...

4.5/5Wonderful! (452 reviews)

"Beautiful location, nicely decorated. The beach is perfect and there are options for different tastes- watersports, quiet beach, etc."…"

Reviewed on 23 Nov 2020

Baker's Cay Resort Key Largo, Curio Collection by Hilton
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.

Top things to do in Florida Keys

Florida Keys

Far removed from the mainland lifestyle, the laid-back Florida Keys are the perfect tropical paradise and one of the best destinations for a fun-in-the-sun holiday. The Florida Keys are often called the American Caribbean, and for good reason. With balmy temperatures, pollution-free blue skies, bath-like turquoise waters and the only coral reef on mainland United States, there is much to enjoy. Unwind on the beach, party up a storm island-style and enjoy some watery eco-pursuits out on the waves.

The Florida Keys are an island chain at the southern tip of Florida, stretching over 100 miles into the Gulf of Mexico. At the furthest point from the mainland is the small but lively Key West, one of the most popular holiday hotspots.

For something more laid-back, try Key Largo, where you can explore the John Pennekamp State Park, or Islamorada, famed for its sport-fishing. In the middle of the islands is Marathon, home to many excellent holiday resorts. Off-the-beaten-track, Big Pine Key is the place to head for eco-pursuits and a truly relaxed vibe.

A holiday in Florida Keys means you can do as much or as little you like. Relax by the pool with a cocktail in hand, soak up the rays on a private island resort, or hire a boat and bob on the gently rippling sea. The waters surrounding the islands protected by the Florida Keys National Marine Sanctuary and the reefs are thriving.

Scuba diving here is first-class, and there are plenty of tours that will take you out to the best diving and snorkelling spots. Sport-fishing is big business, too, and you can book yourself on many eco-activities. You could also kayak to historic lighthouses, explore the Dry Tortugas National Park and Fort Jefferson or spend a day boating.

When you’re completely waterlogged, dry off on land. Discover museums such as Ernest Hemingway’s House, funky festivals and rustic restaurants serving fresh seafood. Walk the original ocean railroad, drive the 100-mile long Overseas Highway and while away evenings watching the sunset on the beach or at the daily Sunset Celebration in Mallory Square.

Holidays to Florida Keys come in all shapes are sizes. Choose from hotels big and small, luxury or budget, secluded or in thick of the action and enjoy some escapism from the real world.

Plan your Florida Keys holiday with Expedia

  • Our 2020 bundled deals are currently unavailable, but you can now book our 2021 holiday packages deals. Buy your accommodation, flight or car together and get extra savings on your next trip!
  • We have selected for you amazing deals on incredible hotels in Florida Keys. Have a look simply by using the search bar above.
  • Most hotels come with free cancellation, because we believe that flexibility matters now more than ever!

For more information, visit our COVID-19 information page
Start browsing now!

*Some hotels require you to cancel at least 24-48 hours before check-in.

Frequently asked questions

How much does a Florida Keys holiday package cost?
Starting from as low as , you can tailor make your Florida Keys holiday package. Simply bundle hotels, flights and rental cars and be rewarded with discounts.
If I'm not able to travel, can I cancel my Florida Keys holiday package?
It’s good to know that you can cancel your Florida Keys booking if your plans have been upended. Whether you’ll incur a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.
How do I get a cheap travel package to Florida Keys?
You can save up to 15% if you bundle your flights, car rentals and hotels into a Florida Keys holiday package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer over 400 air carriers and 321,000 hotels across the world, so you’ll always have plenty of variety to choose from. Like to save even more? Add some popular activities to your package deal to unlock even more bargains! After all, travel is about more than just getting to your destination.
Where should I stay in Florida Keys?
Key West is a fantastic place to visit. Here, you’ll find popular sights such as Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens. Marathon also draws in many globetrotters eager to check out some of the best attractions in Florida Keys. Included in these are Sombrero Beach and Dolphin Research Centre.
What are the top hotels in Florida Keys?
For hotels in Key West with comfy beds and friendly service, you can’t beat Southernmost Beach Resort and Oceans Edge Key West Resort, Hotel & Marina. If you plan to explore Marathon as well, you can look forward to a wonderful night’s sleep at Isla Bella Beach Resort & Spa or Holiday Inn Express Hotel & Suites Marathon.
When is the best time of year to visit Florida Keys?
If travelling for less is a priority, is the best time of year to get away to Florida Keys. is typically the most expensive month, so expect your credit card to take a hit if you visit then. are the high season months and when this destination is often at its most exciting. Alternatively, consider if you’d prefer a quieter adventure.
How far in advance should I book my Florida Keys holiday?
While not all airlines advertise ticket prices early, you can usually compare international fares on Expedia up to a year in advance. This is the time when you can nab some incredible bargains. If you’re booking at the last minute, you could still be in luck. Low prices occasionally appear a few weeks prior to departure.
What does an Expedia Florida Keys travel package include?
That depends on you. You can select from a range of Florida Keys packages, such as a hotel, flight and rental car. You can also book a hotel and a flight, or a rental car and a flight. Once you’ve made your booking, you can add on the fun stuff like activities and tours. Whatever your perfect Florida Keys break looks like, get set to save!
What should I know before booking a Florida Keys travel package?
You’ll land amazing savings when you combine your flights, hotels and rental cars into a travel package. Not just that, booking everything in one spot makes trip planning much easier. So why waste time or money? Whether you’re organising a luxury city stay with your love or a budget solo adventure, have a look at our package deals today.
Does Expedia offer Book Now, Pay Later Florida Keys holiday packages?
If your reason for travel has suddenly cropped up, Expedia can help reduce any financial stress. Working in partnership with online lender Affirm, we offer a Book Now, Pay Later option for all holiday package bookings. It’s easy to set up a payment plan for your travel that works for you.
Can I choose my airline with a Florida Keys Expedia holiday package?
Yes, definitely. Expedia has more than 550 partner airlines to pick from across the world. With all that choice, finding the right carrier to fly you to Florida Keys will be a breeze.