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.
Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

Old Town Key West
€1,416
per person
10 Nov - 13 Nov
found 12 hours ago
Return direct flight included
Orlando (ORL) to Key West (EYW)
9.8/10 Exceptional! (1,001 reviews)
We stayed for five days and we thoroughly enjoyed the property would highly recommend and would love to come back Kim and Maili from Seattle

Reviewed on 1 Oct 2026

The Key West Hotel

The Key West Hotel

Key West Historic District
€1,736
per person
10 Nov - 13 Nov
found 12 hours ago
Return direct flight included
Orlando (ORL) to Key West (EYW)
9.2/10 Wonderful! (563 reviews)
Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

Old Town Key West
€2,036
per person
10 Nov - 13 Nov
found 12 hours ago
Return direct flight included
Orlando (ORL) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
We arrived at Key West just after 12 noon on a Sunday. I was planning to just leave our luggage’s at the hotel since check in time was at 4pm. Catherine was the one that greeted us and help us out on our check in process. She was very professional and very friendly. We got our room ready right away and we didn’t have to wait until check in time at 4PM. Our room was right by the pool, it was clean, has a full size fridge and small microwave, some kitchen amenities (plates, cups, silverware’s) and a dehumidifier. The bathroom is clean and very spacious (shower area). We thought it will be loud since it’s close to the pool and the bar but the whole time we were there it was nice and quiet. There’s are near by restaurants, shops and coffee shops but I suggest to rent a scooter to get to the port area if you have any plans on going to any boating trips (it’s a good 20-30 mins walk from the hotel). We met dean on our 2nd day and he was very friendly and make sure to give us our parking pass for the scooter that we rented. Dean and Catherine definitely made our stay special. And we will definitely come back to stay at this facility on our next trip to Key West. I highly recommend this place if you want a relaxing, laidback stay at Key West.

Reviewed on 1 Oct 2026

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

Old Town Key West
€1,645
per person
10 Nov - 13 Nov
found 12 hours ago
Return direct flight included
Orlando (ORL) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
Very cute and clean property. The only thing I didn’t like was the fee for parking our rented golf cart in property.

Reviewed on 30 Sept 2026

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
€1,652
per person
10 Nov - 13 Nov
found 12 hours ago
Return direct flight included
Orlando (ORL) to Key West (EYW)
9.2/10 Wonderful! (1,016 reviews)
Clean.helpful staff.good a/c.good location.will definitely stay here again.

Reviewed on 1 Oct 2026

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
A white building with shutters, palm trees, and a lawn.

Old Town Key West

2 out of top 10 points of interest in this area

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

Find hotels in Old Town Key West
A coastal town with a prominent building featuring a blue awning, a chicken shack, and a store with colorful merchandise.

Downtown Key West

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

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A two-story house with green shutters and a wooden balcony.

Key West Historic District

2 out of top 10 points of interest in this area

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 Florida Keys Beaches.

Find hotels in Key West Historic District
A marina with yachts docked, a prominent red building, and a coastal cityscape in the background.

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Fort East Martello Museum and Gallery.

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A sunset over the ocean with scattered clouds.

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

Find hotels in Uptown - Upper Duval

Things to do near Florida Keys

The Florida Keys offer a delightful blend of beach and outdoor activities perfect for family vacations. Explore vibrant resorts, shopping areas, and shopping mall centres. Enjoy a variety of fun activities, including free kayak rentals, live music performances, excellent diving opportunities, and picturesque picnic spots, ensuring an unforgettable experience for all visitors.

Shopping

The Kite House, located 11.3km from Florida Keys, offers a delightful selection of gifts and souvenirs, while We Cycle Key West, just 9.7km away, provides a unique shopping experience with cycling gear and local treasures. Both are perfect for finding memorable keepsakes.

Recreation

Experience the serene atmosphere at Key West Golf Club, perfect for outdoor enthusiasts. Enjoy captivating performances at the Red Barn Theater, offering a delightful blend of romance and culture. For family fun, the MLK Community Pool & Community Center provides a refreshing retreat with sports and leisure activities.

Adventure

Explore John Pennekamp Coral Reef State Park for snorkelling amidst vibrant marine life in crystal-clear waters. For a thrilling experience, try paddleboarding through mangroves at Florida Keys Kayak Tours, where you can encounter diverse wildlife and enjoy the serene beauty of the surroundings.

Nightlife

The Florida Keys offer a vibrant nightlife atmosphere with lively bars and oceanfront lounges. Key West's Duval Street is renowned for its energetic pubs and live music venues, while Marathon features relaxed beach bars. Enjoy sunset celebrations and tropical cocktails as you mingle with locals and fellow travellers.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Florida Keys

Experience the stunning beaches and outdoor adventures of the Florida Keys, perfect for family holidays. Explore popular attractions such as modern squares, national parks, and historic civic buildings that offer a blend of culture and adventure. Don't miss Key West and the finest beaches in the area for a memorable getaway.

  • Mallory Square: Experience the vibrant atmosphere of Mallory Square, a modern square located 9.7km from the Florida Keys, renowned for its lively sunset celebrations. Enjoy street performances, local artisans, and an array of delicious food vendors, all while soaking in the beautiful views of the Gulf of Mexico.
  • Fort Zachary Taylor Historic State Park: This national state park, also 9.7km away, offers stunning scenery and outdoor adventures. Explore the historic fort, enjoy swimming at the beach, or hike the nature trails that showcase the breathtaking landscapes and diverse wildlife of the area.
  • Harry S. Truman Little White House: Immerse yourself in history at this historic civic government building, located 9.7km from the Florida Keys. Once the winter retreat of President Truman, it reflects rich cultural heritage, featuring fascinating exhibits and guided tours that unveil the life and times of the 33rd President.

Best time to go to Florida Keys

The best time to visit Florida Keys can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Florida Keys falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature around Florida Keys falls in January, visitor numbers are average and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January70.9°F (21.6°C)No RainMostly SunnyAverageAverage
February72.1°F (22.3°C)No RainMostly SunnyAverageSlightly High
March73.2°F (22.9°C)No RainMostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No RainMostly SunnySlightly LowSlightly High
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
July84.0°F (28.9°C)Light RainMostly SunnySlightly HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September83.5°F (28.6°C)Light RainMostly SunnySlightly LowSlightly Low
October80.6°F (27.0°C)Light RainMostly SunnySlightly LowSlightly Low
November76.5°F (24.700000000000003°C)Light RainMostly SunnyAverageAverage
December73.6°F (23.1°C)No RainMostly SunnySlightly HighAverage

Tips to save on your trip to Florida Keys

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Florida Keys during the low season (August to October) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Florida Keys

Cheeca Lodge & Spa

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
€212
4 Oct - 5 Oct
includes taxes & fees
Cheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
€200
5 Oct - 6 Oct
includes taxes & fees
9.2/10 Wonderful! (1,788 reviews)
"We really enjoyed our stay except for rain"

Reviewed on 1 Oct 2026

Chesapeake Beach Resort
Waterside Suites & Marina

Waterside Suites & Marina

201 Ocean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
€147
4 Oct - 5 Oct
includes taxes & fees
9/10 Wonderful! (1,493 reviews)
"air conditioner"

Reviewed on 1 Oct 2026

Waterside Suites & Marina
See all 8,246 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.

Stay near popular Florida Keys attractions

A street with a pharmacy, a theater, and a yellow building.

Duval Street

9.2/10 (20,928 reviews)
Stroll the vibrant heart of Key West where historic architecture meets lively entertainment. Evening visits offer the full experience of Duval Street's renowned music scene and spirited local culture.
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A beach with a pier extending into the ocean during sunset.

Florida Keys Beaches

8.4/10 (858 reviews)
The Florida Keys' beaches showcase a coral island landscape with crystal-clear waters ideal for snorkelling. Relax under swaying palms at Bahia Honda State Park or explore marine life at Fort Zachary Taylor.
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A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

Southernmost Point

8.8/10 (17,214 reviews)
This colourful buoy marks the continental United States' southernmost point, just 90 miles from Cuba. Arrive early to capture your photo at this iconic Key West landmark without the typical crowds.
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A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.

Mallory Square

9.2/10 (15,939 reviews)
Mallory Square hosts Key West's legendary Sunset Celebration, where street performers and artisans gather nightly. Arrive early to secure a prime viewing spot for the breathtaking Gulf of Mexico sunset.
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A sailboat named 'Soundwave' docked at a calm harbor with clear blue water, surrounded by a sandy beach and lush greenery.

Sombrero Beach

9.0/10 (2,464 reviews)
Sombrero Beach offers a rare natural sandy shoreline in the Florida Keys with pristine white sands and turquoise waters. Watch for nesting loggerhead turtles while enjoying the peaceful palm-lined setting.
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A beach with white sand, palm trees, and a building in the background.

Smathers Beach

8.4/10 (8,320 reviews)
Key West's largest beach boasts half a mile of soft white sand and calm, shallow waters ideal for swimming. Rent paddleboards or jet skis, or simply relax under swaying palms with panoramic ocean views.
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A vintage typewriter on a wooden table with a notebook and pen beside it.

Ernest Hemingway Home and Museum

9.2/10 (8,543 reviews)
Step into the Spanish Colonial home where Hemingway wrote his classics, surrounded by descendants of his six-toed cats. Explore his writing studio and gardens for a glimpse into the legendary author's 1930s life.
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A coastal fortification with a staircase leading to a higher platform, overlooking the sea.

Fort Zachary Taylor Historic State Park

9.0/10 (4,544 reviews)
Explore a Civil War-era fortress housing the nation's largest collection of seacoast cannons. After touring the historic corridors, cool off at Key West's favourite beach with crystal-clear waters perfect for snorkelling.
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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

€42
per adult
82% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

€37
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Aboard the trolley in Key West

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

€48
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
See all activities in Florida Keys

Frequently asked questions

How much does a Florida Keys holiday package cost?
From just €1,416, 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.