Key West Historic District Vacation Packages

Name: Southernmost Beach Resort and Guesthouses
Price range: CA $268
Rating: 8.8

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Top Holiday Package Deals in Key West Historic District

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

Luxuri Suites

South Beach

CA $1,139

per person

Aug 1 - Aug 7

found 1 hour ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

6.8/10 (53 reviews)

Dicen tener estacionamiento pero no respondieron al mensaje de whatsapp que les envíe pidiendole la ubicación de dicho estacionamiento o al menos una playa pública donde estacionar.

Reviewed on May 29, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $15,626

per person

Jul 27 - Aug 1

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

8/10 Very good! (1 review)

Ibis Bay Beach Resort

Northside Resort

CA $1,338

per person

Aug 10 - Aug 17

found 24 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Key West (EYW)

8/10 Very good! (2,313 reviews)

Breakfast needs improvement because it lacks variety.

Reviewed on Jun 24, 2026

Pantera Rosa

South Beach

CA $1,365

per person

Sep 3 - Sep 9

found 21 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Miami (MIA)

8.8/10 Excellent! (72 reviews)

The property is great. The location is perfect. The room was outstanding. Checkin is an absolute nightmare!!! Took us an hour from arrival to get our room. It's all done online, nobody to greet you. I saw one person in 4 days on the property. Requested fresh towels sent a text message had to send it again 8 hours later. Finally, got our towels.

Reviewed on Jun 26, 2026

Beach Plaza

South Beach

CA $1,539

per person

Sep 3 - Sep 9

found 21 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Miami (MIA)

8.6/10 Excellent! (170 reviews)

Well located hotel within walking distance to Ocean Drive. The room was comfortable and quiet. It’s a pity that the restaurant and bar is not operating currently, would be lovely to enjoy drinks there. Otherwise was the perfect stay for us as we explored South Beach!

Reviewed on Jun 25, 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

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

Old Town Key West

4 out of top 10 points of interest in this area

3.5/5(8 area reviews)

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

Key West Historic District Hotel Deals

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundableReserve now, pay when you stay

CA $268

CA $406 total

Jul 7 - Jul 8

includes taxes & fees

8.8/10 Excellent! (3,401 reviews)

"Disappointing that the breakfasts were not included as per their website. Found upon arrival that you had to be staying in the "Guest House" to get the free breakfast. $65.00 per day resort fees seems exorbitant as did the $50.00 per night to park our golf cart. Had a ceiling fan malfunction that ..."

Reviewed on Jun 25, 2026

Pier House Resort & Spa

1 Duval St Key West FL

Fully refundableReserve now, pay when you stay

CA $398

CA $547 total

Jul 7 - Jul 8

includes taxes & fees

9/10 Wonderful! (1,197 reviews)

"The hotel was perfect and clean. The beach and pool were lovely and there were plenty of options for food and drink. The staff were super friendly and responsive. And the location was amazing for exploring Key West."

Reviewed on Jun 26, 2026

Hyatt Centric Key West Resort and Spa

601 Front St Key West FL

Fully refundableReserve now, pay when you stay

CA $303

CA $440 total

Jul 13 - Jul 14

includes taxes & fees

9/10 Wonderful! (1,004 reviews)

"It’s okay, but for the price the bed could have been more comfortable."

Reviewed on Jun 26, 2026

See all 1,689 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 vacation package cost?

Less than you might think — from a low CA $1,139, actually! By combining flights, hotels and car rentals into a custom-built vacation 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 vacation 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?

Travelers 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 vacation?

Savvy travelers 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 vacation 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 vacation packages today.

Can I choose my airline with a Key West Historic District Expedia vacation 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 vacation package?

If your vacation 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.

Stay near popular Key West Historic District attractions

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

Duval Street

9.2/5 (20,928 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.

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