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.
Bahama Beach Club Pompano

Bahama Beach Club Pompano

4 out of 5
Save 100% on your flight
Price was $1,032, price is now $592 per person
$592
per person
Jan 5 - Jan 11
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.
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 $25,842, price is now $12,516 per person
$12,516
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This aparthotel 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.
Avi Lux Stay

Avi Lux Stay

4.5 out of 5
East Fort Lauderdale
Save 100% on your flight
Price was $1,978, price is now $1,047 per person
$1,047
per person
Jan 5 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8 hot tubs, an outdoor pool, and a gym are all featured at this smoke-free aparthotel. WiFi in public areas is free. Valet parking, a 24-hour business center, and luggage storage are also offered.
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
Price was $4,323, price is now $2,469 per person
$2,469
per person
Dec 21 - Dec 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and in-room childcare is an added bonus.
Ventura at Boca Raton

Ventura at Boca Raton

3 out of 5
East Boca Raton
Save 100% on your flight
Price was $1,195, price is now $692 per person
$692
per person
Dec 6 - Dec 11
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
An outdoor pool is featured at this condo, along with free WiFi in public areas and a computer station. There's a safe deposit box and multilingual staff can provide around-the-clock assistance.

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
Reserve now, pay when you stay
$235 nightly
The price is $265 total per night
$265 total
Oct 25 - Oct 26
Total with taxes and fees
A full-service spa, 3 outdoor pools, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and laundry service. 2 poolside bars and 2 bars/lounges are featured at this hotel, along with a gym.
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
$284 nightly
The price is $320 total per night
$320 total
Oct 28 - Oct 29
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
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $168 total per night
$168 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel's 2 outdoor pools and hot tub are among the featured amenities. Enjoy the free continental breakfast each morning. Self parking, a coffee shop, and a terrace are also offered.
Pool
Hot Tub
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue Key West FL
$245 nightly
The price is $276 total per night
$276 total
Oct 25 - Oct 26
Total with taxes and fees
This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. WiFi in public areas is free. Self parking, a garden, and luggage storage are also offered.
Pool
Pet friendly
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$294 nightly
The price is $331 total per night
$331 total
Oct 25 - Oct 26
Total with taxes and fees
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Enjoy the outdoor pool and visit the 3 bars/lounges and poolside bar for drinks.
Pool
Hot Tub
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
Free Cancellation
Reserve now, pay when you stay
$240 nightly
The price is $270 total per night
$270 total
Oct 26 - Oct 27
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
Don't see what you're looking for?
See all available properties in Key West Historic District
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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.

Stay near popular Key West Historic District attractions

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

Duval Street

9.2/10 (20,928 reviews)
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.
See properties

Frequently asked questions

How much are vacation packages to Key West Historic District?
$592 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

A two-story house with green shutters and a wooden balcony.
A church with a tall steeple, arched windows, and a central entrance.
A room with wooden floors, arched windows, a chandelier, and a red rope barrier.
A red brick building with arched windows and a tall chimney.
A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

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