Key West Historic District Holidays

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Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Save 100% on your flight
Price was €1,775, price is now €1,132 per person
€1,132
per person
12 Jun - 17 Jun
found 7 hours ago
Return flight included
New York (NYC) to Key West (EYW)
9.4/10 Exceptional! (1,020 reviews)
Everything was clean in the room just a bit outdated, the rooms probably could use some updating. However, the pool area and grounds were absolutely beautiful. I would stay again just for the grounds and pool. It is next to the airport so during the day there are a lot of planes going out with some flight noise.

Reviewed on 24 Mar 2026

The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Save 100% on your flight
Price was €2,434, price is now €1,474 per person
€1,474
per person
12 Jun - 17 Jun
found 7 hours ago
Return flight included
New York (NYC) to Key West (EYW)
9.2/10 Wonderful! (536 reviews)
This place is absolutely amazing. We’ll return for sure. Don’t miss it!

Reviewed on 26 Mar 2026

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Save 100% on your flight
Price was €1,892, price is now €1,207 per person
€1,207
per person
12 Jun - 17 Jun
found 7 hours ago
Return flight included
New York (NYC) to Key West (EYW)
9.4/10 Exceptional! (1,019 reviews)
Everything about this property was amazing from the staff, to the clean rooms, to the pool!

Reviewed on 23 Mar 2026

Where to stay in Key West Historic District

Find the best Key West Historic District areas and neighborhoods for the activities you enjoy most. Learn more about Key West Historic District
Key West Historic District

Old Town Key West

4 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 Key West Historic District

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
The price is €508 per night from 15 Apr to 16 Apr
€508
15 Apr - 16 Apr
includes taxes & fees
8.4/10 Very Good! (588 reviews)
what a disappointment to stay in a hotel with such great potential but obvious neglect. From the cold, unwelcoming staff to the dirty, dated rooms to the old ugly dining areas with big heavy curtains and dark scratched floors-the hotel is clearly mismanaged. The entire place needs a good scrubbing, ...

Reviewed on 25 Mar 2026

Casa Marina Key West, Curio Collection by Hilton
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
The price is €489 per night from 5 Apr to 6 Apr
€489
5 Apr - 6 Apr
includes taxes & fees
9/10 Wonderful! (1,067 reviews)
Great location. The staff was great. The room was very clean.

Reviewed on 22 Mar 2026

Pier House Resort & Spa
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street Key West FL
Fully refundableReserve now, pay when you stay
The price is €403 per night from 19 Apr to 20 Apr
€403
19 Apr - 20 Apr
includes taxes & fees
9.2/10 Wonderful! (1,072 reviews)
The Resort was great and the staff was fantastic. the room has everything you need. This was our fourth time to this resort and Tim one of the managers remembered us and greeted us by name at the door. They really make you feel like family.

Reviewed on 26 Mar 2026

Opal Key Resort & Marina, Key West
See all 1,710 properties in Key West Historic District
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 Key West Historic District holiday package cost?
Less than you might think — from a low €1,132, actually! By combining flights, hotels and car rentals into a custom-built holiday package, your Key West Historic District escape is just a few clicks away.
How do I get a cheap travel package to Key West Historic District?
Book everything in the one place with our Key West Historic District holiday packages. We have deals on flights, hotels, tours and more that'll keep your pocketbook happy and adventurous side satisfied. And, with more than 550 airlines and 1,000,000 hotel options throughout the world to choose from, you'll have the flexibility to mix and match as you want.
Where should I stay in Key West Historic District?
Travellers come from far and wide to experience Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens in Key West Historic District. Book yourself a room within a stone's throw of these must-see attractions to make sightseeing easy.
What are the top hotels in Key West Historic District?
Secure a room at Southernmost Retreat: 2 Blocks From Duval In Old Town. It's one of the area's most sought-after hotels. Another top option in Key West Historic District is Walk to Duval Waterfront Marina View 2-Bed Galleon + Beach + Sunset Tiki Bar.
How far in advance should I book my Key West Historic District holiday?
Savvy travellers book early. Air carriers typically release flights up to 12 months ahead of departure, and this is an excellent opportunity to pick up some of the lowest prices. Just been told you need to take some holiday time next week? Don't fret. Expedia are never short of fantastic deals to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Key West Historic District travel package include?
Hotels, flights and a cool set of wheels for your road trip adventures. Simply select your preferred bundle and get access to incredible deals. Once you've made your booking, add on a few sightseeing tours and watch your savings stack up. When it comes to creating your Key West Historic District break, you're in control!
What should I know before booking a Key West Historic District travel package?
You'll enjoy amazing savings when you combine your flights, hotels and rental cars into a travel package. Plus, booking everything together will make your trip planning easier. So why waste time or money? Whether you're putting together a ritzy romantic getaway or a budget solo adventure, check out our holiday packages today.
Can I choose my airline with a Key West Historic District Expedia holiday package?
Yes, and with more than 550 airlines to select from across the globe, you have loads of choice. Look through the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Key West Historic District holiday package?
If your holiday plans in Key West Historic District have changed, it's a relief to know that it's possible to cancel your booking. If your booking was made less than 24 hours ago, you may be eligible for a refund. If your booking is older than that, your hotel, airline or car rental company may charge fees. To learn more, check our Customer Service Portal.

Popular places to visit

Duval Street

Duval Street

4.5/5(47 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
Mallory Square

Mallory Square

4/5(36 reviews)

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
Ernest Hemingway Home and Museum

Ernest Hemingway Home and Museum

4.5/5(23 reviews)

Meet six-toed cats and watch as the life of one America’s great writers unfolds before your eyes at his former home.

Ernest Hemingway Home and Museum

Things to do

Aboard the trolley in Key West

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

€50
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
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
Kayak the mangrove tidal creeks

Key West Mangrove Kayak Eco Tour

€69
per adult
100% of travellers recommend
Key West Mangrove Kayak Eco Tour
See all activities in Key West

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