Key West Historic District Holidays

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Price found within the past 48 hours. Click for updated prices.
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
per person
28 May - 31 May
found 24 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8/10 Very Good! (1,143 reviews)
This hotel is not the cleanest, but the location is great and the staff were very friendly and helpful! We tried the restaurant that serves breakfast for the hotel for dinner the night before and it was terrible. No flavor to the food and the drinks were below average. We found other restaurants near by that were delicious. If the rooms were really cleaned it would be a wonderful place to stay.

Reviewed on 10 Apr 2025

Carillon Miami Wellness Resort

Carillon Miami Wellness Resort

5 out of 5
North Beach
per person
28 May - 31 May
found 24 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.8/10 Excellent! (704 reviews)
Beautiful property with amazing spa facilities!

Reviewed on 12 Apr 2025

President Hotel

President Hotel

3.5 out of 5
South Beach
per person
28 May - 31 May
found 24 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.2/10 Very Good! (1,331 reviews)
Loved our stay but had issues with the elevator working throughout the stay. Roof top pool very simple. Not loud. Definitely not for loud parties

Reviewed on 14 Apr 2025

President Villa

President Villa

3.5 out of 5
South Beach
per person
28 May - 31 May
found 24 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.2/10 Very Good! (1,002 reviews)
The resort-upgrade section had rooftop pool as bonus, large,clean spacious room, which was a little wasted for a solo traveler.

Reviewed on 15 Apr 2025

EAST Miami

EAST Miami

5 out of 5
Downtown Miami
per person
28 May - 31 May
found 24 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
9/10 Wonderful! (3,025 reviews)
Everything was great

Reviewed on 15 Apr 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 Saint Mary Star of the Sea.

Find hotels in Old Town Key West

Top hotels in Key West Historic District

Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is €336 per night from 11 May to 12 May
€336
includes taxes & fees
11 May - 12 May
8.6/10 Excellent! (2,393 reviews)
"Beautiful beach front property with great views, private balconies with ocean views, and outstanding beach front restaurant. Rooms were elegantly decorated with spacious bathrooms. Great amenities. The staff were super helpful and welcomed us with chilled glass of champagne."

Reviewed on 15 Apr 2025

Southernmost Beach Resort
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 €529 per night from 29 Apr to 30 Apr
€529
includes taxes & fees
29 Apr - 30 Apr
9/10 Wonderful! (1,006 reviews)
"Clean and friendly! Excellent restaurant- OneDuval"

Reviewed on 12 Apr 2025

Pier House Resort & 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
Fully refundableReserve now, pay when you stay
The price is €452 per night from 27 Apr to 28 Apr
€452
includes taxes & fees
27 Apr - 28 Apr
7/10 Good! (1,005 reviews)
"This place was absolutely amazing beautiful view of the Ocean,the Breakfast was amazing and the weather was awesome!!!!"

Reviewed on 12 Apr 2025

Casa Marina Key West, Curio Collection by Hilton
See all 1,773 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 €900, 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

MIAMI: Key West Day Trip with Boating Options

MIAMI: Key West Day Trip with Boating Options

€70
per adult
MIAMI: Key West Day Trip with Boating Options
Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar

Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar

€90
per adult
76% of travellers recommend
Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar
Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

€44
per adult
92% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
See all activities in Key West
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.