Deals on vacations and trips to Key West Historic District

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Key West Historic District flight + hotel vacation packages

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

Broadmore Miami Beach

3.5 out of 5
North Beach
Save 100% on your flight
Price was $764, price is now $384 per person
$384
per person
Jan 6 - Jan 12
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. A coffee shop, a terrace, and luggage storage are also on offer.
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 $23,396, price is now $11,032 per person
$11,032
per person
Jan 1 - Jan 6
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
This condo resort features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.
Bahama Beach Club Pompano

Bahama Beach Club Pompano

4 out of 5
Price was $1,299, price is now $640 per person
$640
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and litter boxes. Enjoy the outdoor pool and conveniences like a garden and barbecue grills.
Flow Miami Hotel

Flow Miami Hotel

3.5 out of 5
Downtown Miami
Price was $1,293, price is now $638 per person
$638
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This apartment features an outdoor pool and a 24-hour gym. WiFi in public areas is free. Valet parking and a safe deposit box are also offered on site.
The Local House

The Local House

3.5 out of 5
South Beach
Price was $1,578, price is now $799 per person
$799
per person
Jan 6 - Jan 12
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. A poolside bar, a coffee shop, and a terrace are also provided.

Top Key West Historic District hotels deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Free Cancellation
$234 nightly
The price is $264 total per night
$264 total
Oct 29 - Oct 30
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.
Pool
Spa
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$240 nightly
The price is $270 total per night
$270 total
Oct 15 - Oct 16
Total with taxes and fees
This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.
Pool
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
Free Cancellation
Reserve now, pay when you stay
$263 nightly
The price is $295 total per night
$295 total
Oct 30 - Oct 31
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free WiFi.
On private beach
Pool
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St, Key West, FL
$219 nightly
The price is $246 total per night
$246 total
Oct 15 - Oct 16
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
Pool
Pet friendly
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St, Key West, FL
$457 nightly
The price is $514 total per night
$514 total
Oct 15 - Oct 16
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-in.
On private beach
Pool
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$241 nightly
The price is $271 total per night
$271 total
Oct 30 - Oct 31
Total with taxes and fees
This resort features a private beach, a full-service spa, and a restaurant. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.
On private beach
Pool
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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.

Popular places to visit

Duval Street featuring signage

Duval Street

With a visit to Duval Street, a favorite shopping spot in Key West, you can search for that perfect souvenir. Wander the seaside or discover the area's beautiful sunsets.

Duval Street
Mallory Square which includes a sunset and a bay or harbor as well as a large group of people

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 featuring heritage elements and a house

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

Frequently asked questions

How much are vacation packages to Key West Historic District?
$384 is all you need to spend for a fantastic break in Key West Historic District. Bundle your flights and hotel into a Travelocity package and watch how the savings start to add up. With these kinds of prices, you'll want to start packing your suitcase now!
Where can I get the best vacation package deals for Key West Historic District?
Walking away with a great package deal to Key West Historic District is a breeze with Travelocity. With as many as 400 air carriers and 1,000,000 properties all over the globe, you'll have loads of choice when it comes to your hotels and flights.
Why should I purchase my Key West Historic District vacation bundle via Travelocity?
By booking your hotel, flights, activities and car rental all in one place, you'll save time and money. We offer round-the-clock customer support, and you'll know that you'll always be getting the best deal possible with our Price Match Guarantee. So, what are you waiting for? Book that dream vacation today and start packing!
Can I save on my Key West Historic District car rental if I combine it with my hotel or flight?
You certainly can — and booking one of our Key West Historic District vacation packages is the easiest way to do this. Bundle any combination of a hotel, flight, car and tour and land great discounts. The more you book, the more you save. There are loads of exciting sights in and around Key West Historic District that are worth a road trip, including Zoo Miami (110 mi from Key West Historic District). Nothing beats exploring amazing places like this with the freedom of your own rental car.
What is the best time of year to go to Key West Historic District?
January, March and July are the most popular months to visit, while September, October and December are typically quieter. If you have a limited budget, you'd be better off visiting in . is usually the priciest time of the year to stop by.
What is there to do in Key West Historic District?
Pull out your travel plan and pencil in Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens. They're two of the most well-known attractions in Key West Historic District.

Photos of local treasures

Browse Key West Historic District vacation photos for more inspiration

Audubon House and Tropical Gardens featuring a house
Saint Mary Star of the Sea which includes a church or cathedral
Ernest Hemingway Home and Museum featuring interior views and a house
Custom House Museum featuring heritage architecture
Ernest Hemingway Home and Museum featuring heritage elements and a house

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