Key West Historic District Holidays

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Price found within the past 48 hours. Click for updated prices.
Bay Breeze Premium Apartments By Eskape Collection

Bay Breeze Premium Apartments By Eskape Collection

4 out of 5
Price was €1,775, price is now €966 per person
€966
per person
31 Jan - 7 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.6/10 Excellent! (189 reviews)
From the very efficient and effective check in, courteous customer service, and spotless room, our stay was great from the beginning. The place was spacious and modern. There was a big wrap around balcony (we had the two bedroom), and large kitchen. Even a washer and dryer. The only cons were the water pressure in the bathroom sink, and after a certain time, you cannot get more towels. House cleaning is "ask if you want", its not every day. For us we liked our privacy, so this worked for us. Another thing we loved was the quiet. The views were ok. Go ahead and book, you will not regret.

Reviewed on 8 Dec 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was €21,927, price is now €9,945 per person
€9,945
per person
14 Mar - 20 Mar
found 24 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8/10 Very Good! (1 review)
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was €1,916, price is now €1,003 per person
€1,003
per person
31 Jan - 7 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Nice staff, great area

Reviewed on 9 Dec 2025

Flow Miami Hotel

Flow Miami Hotel

3.5 out of 5
Downtown Miami
Price was €1,979, price is now €1,055 per person
€1,055
per person
28 Jan - 4 Feb
found 11 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
9.2/10 Wonderful! (172 reviews)
Staff were really friendly and helpful. The apartment was excellent, it was clean and modern with all the equipment you would expect. Rooftop pool area looked amazing. Would definitely use this hotel brand in the future. Nice job Flow!

Reviewed on 24 Dec 2025

Pelican Hotel

Pelican Hotel

4 out of 5
South Beach
Price was €2,199, price is now €1,183 per person
€1,183
per person
14 Mar - 21 Mar
found 24 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
9.2/10 Wonderful! (394 reviews)
Perfect location! Cool room designs! Older building but well maintained.

Reviewed on 23 Dec 2025

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
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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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
The price is €344 per night from 13 Jan to 14 Jan
€344
13 Jan - 14 Jan 2026
includes taxes & fees
8.6/10 Excellent! (2,934 reviews)
Great Stay!

Reviewed on 21 Dec 2025

Southernmost Beach Resort and Guesthouses
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
The price is €436 per night from 12 Jan to 13 Jan
€436
12 Jan - 13 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Room with a view clean and a great location

Reviewed on 16 Dec 2025

Hyatt Centric Key West Resort and Spa
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
The price is €522 per night from 13 Jan to 14 Jan
€522
13 Jan - 14 Jan 2026
includes taxes & fees
8.2/10 Very Good! (479 reviews)
The view was almost spectacular except the hotel has permanently parked some kind of van right outside between the ocean view patios and the beach. It was there all week during our stay. We were on the second floor so it was really detracting from the view we paid for.

Reviewed on 21 Dec 2025

Casa Marina Key West, Curio Collection by Hilton
See all 1,770 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 €966, 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

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
Ernest Hemingway Home and Museum

Ernest Hemingway Home and Museum

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

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

€39
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

€50
per adult
86% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
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
90% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
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.