Key West Historic District Vacations from $558
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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.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $15,784, price is now $7,800 per person
$7,800
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
Glam Miami Nightlife - Resort Pool - Downtown
Downtown Miami
Price was $2,655, price is now $1,347 per person
$1,347
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
10/10 Exceptional! (1 review)
Loved this stay! The place was PERFECT. Could not ask for more!! Will definitely staying here again next time I’m in Miami.
Reviewed on Oct 20, 2026
Cavalier Hotel South Beach
South Beach
Price was $1,561, price is now $812 per person
$812
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (1,002 reviews)
I loved that it was an unique property & easily accessible to everything.
Reviewed on Nov 5, 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
Old Town Key West
4 out of top 10 points of interest in this area
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
$279 nightly
The price is $314 total per night from Nov 30 to Dec 1
$314 total
Nov 30 - Dec 1
Total with taxes and fees
8.6/10 Excellent! (3,660 reviews)
"Staff were not the most pleasant especially the bartenders and attendant at the beach"
Reviewed on Nov 11, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$287 nightly
The price is $323 total per night from Nov 23 to Nov 24
$323 total
Nov 23 - Nov 24
Total with taxes and fees
8.4/10 Very Good! (1,023 reviews)
"This hotel is very nice. It’s quiet;away from the noise. Has its own beach. I would give this hotel a 5 except nothing for tea drinkers in the rooms. So I’m giving a 4 However, Expedia only get a 2 for being dishonest. Telling me the hotel was 3-4 blocks from Duvall Street and for making us think ..."
Reviewed on Nov 12, 2026
La Concha Key West, Autograph Collection
430 Duval St Key West FL
$289 nightly
The price is $325 total per night from Nov 15 to Nov 16
$325 total
Nov 15 - Nov 16
Total with taxes and fees
8.8/10 Excellent! (516 reviews)
"The hotel and room were excellent"
Reviewed on Nov 9, 2026
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
Things to do
Champagne and Sunsets: A Key West Catamaran Adventure
$59
per adult
94% of travellers recommend
Shark and Wildlife Viewing Adventure in Key West
$99
per adult
100% of travellers recommend
Key West Half-Day Fishing Charter
$102
per adult
92% of travellers recommend
Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.