Key West Historic District Holidays from NZ$3,411

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Top Holiday Package Deals in Key West Historic District

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
Price was NZ$5,476, price is now NZ$3,411 per person
NZ$3,411
per person
12 Feb - 19 Feb
found 9 hours ago
Return direct flight included
Weyers Cave (SHD) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
Room was good .. except for a dusty smell

Reviewed on 24 Dec 2025

The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Save 100% on your flight
Price was NZ$9,055, price is now NZ$5,125 per person
NZ$5,125
per person
12 Feb - 19 Feb
found 9 hours ago
Return direct flight included
Weyers Cave (SHD) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Being right on Duval Street if city noise bothers you you might want to stay a block or two off Duval. But if you want all the action then this place is fantastic. Staff is great and the room was nicely appointed and very comfortable.

Reviewed on 12 Dec 2025

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was NZ$9,076, price is now NZ$5,830 per person
NZ$5,830
per person
12 Feb - 19 Feb
found 9 hours ago
Return direct flight included
Weyers Cave (SHD) to Key West (EYW)
9.4/10 Exceptional! (390 reviews)
The check in staff was not hospitable. The pool was not heated, and the couch in our suite was very dirty/dinghy. Location is great and property is beautiful. We had amazing staff at check out. I recommend staying at Winslows Bungalows their sister property. More pool options, bar, and impeccable customer service.

Reviewed on 20 Dec 2025

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

3.5 out of 5
Key West Historic District
Save 100% on your flight
Price was NZ$6,963, price is now NZ$4,548 per person
NZ$4,548
per person
12 Feb - 19 Feb
found 9 hours ago
Return direct flight included
Weyers Cave (SHD) to Key West (EYW)
9.2/10 Wonderful! (845 reviews)
Excellent location with access to all areas of the island either on foot or bus. Breakfast was staffed by Sonia who went out of her way to meet any requests. The staff were very friendly and helpful.

Reviewed on 21 Dec 2025

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was NZ$5,867, price is now NZ$3,884 per person
NZ$3,884
per person
12 Feb - 19 Feb
found 9 hours ago
Return direct flight included
Weyers Cave (SHD) to Key West (EYW)
9/10 Wonderful! (831 reviews)
Property location was excellent walkable. Staff was awesome. Breakfast was good. Air conditioner kept up! Loved our room and front porch!

Reviewed on 24 Dec 2025

Our guide on 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

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

Our pick of the best Key West Historic District Hotel Deals

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 NZ$695 per night from 13 Jan to 14 Jan
NZ$695
13 Jan - 14 Jan 2026
includes taxes & fees
8.6/10 Excellent! (2,932 reviews)
Everything was wonderful. Resort was well kept and clean. Staff very friendly and accommodating.

Reviewed on 20 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 NZ$881 per night from 12 Jan to 13 Jan
NZ$881
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
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
9/10 Wonderful! (1,005 reviews)
All of the staff were nice and smiling and helped me out when I checked in.

Reviewed on 19 Dec 2025

Get rates
Pier House Resort & Spa
See all 1,767 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 NZ$3,411, 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.

Discover the most popular places to visit in Key West Historic District

Duval Street

Duval Street

5/5(5 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(3 reviews)

Enjoy the lively crowds, energetic performers and stunning sunset that make this city square the most popular meeting place in the evenings.

Mallory Square
Key West Butterfly and Nature Conservatory showing food, animals and zoo animals

Key West Butterfly and Nature Conservatory

4/5(1 review)

This conservatory houses a flower-filled forest and a colourful butterfly population that attracts visitors from around the globe.

Key West Butterfly and Nature Conservatory

Activities

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

NZ$78
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

NZ$47
per adult
90% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Aboard the trolley in Key West

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

NZ$100
per adult
86% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
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.