Key West Historic District Vacations from $295

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Your Key West Historic District Vacation

Experience all the wonderful things this neighborhood has to offer with a tailor-made Key West Historic District vacation package. However you imagine spending your time here, you'll find endless opportunities for relaxation, fun and adventure. Can't wait to explore the sights during your trip to Key West Historic District? Be sure to check out nearby attractions such as Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. Stop dreaming and start doing. When it's time to lock in your ideal vacation to Key West Historic District, Expedia will help you get there.

The Latest Key West Historic District Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Henrosa Hotel
Cavalier Hotel South Beach
The Retreat Collection at 1 Hotel & Homes South Beach
President Hotel
iCoconutGrove Vacation Rentals

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

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
$259 nightly
The price is $291 total per night from Aug 4 to Aug 5
$291 total
Aug 4 - Aug 5
Total includes taxes and fees
8.6/10 Excellent! (2,589 reviews)
"My girlfriend and I had a nice stay. It’s a decent place. The pool gets extremely crowded and there is not much seating options out by the pool area. Beds are not the most comfortable. Bar out by the pool was a great amenity. Lounge pool is nice for adults only who are looking to relax. Everything ..."

Reviewed on Jul 5, 2025

Southernmost Beach Resort and Guesthouses
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
Fully refundableReserve now, pay when you stay
$281 nightly
The price is $316 total per night from Aug 4 to Aug 5
$316 total
Aug 4 - Aug 5
Total includes taxes and fees
8.2/10 Very Good! (1,001 reviews)
"Oceanfront"

Reviewed on Jul 3, 2025

The Reach Key West, Curio Collection by Hilton
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
$291 nightly
The price is $328 total per night from Aug 4 to Aug 5
$328 total
Aug 4 - Aug 5
Total includes taxes and fees
8.2/10 Very Good! (213 reviews)
"Lovely hotel, rooms clean and spacious, staff very friendly. We would stay again."

Reviewed on Jul 4, 2025

Casa Marina Key West, Curio Collection by Hilton
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.

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

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.