Key West Historic District Vacations from $242
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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.
Cavalier Hotel South Beach
South Beach
Price was $548, price is now $242 per person
$242
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8.6/10 Excellent! (1,009 reviews)
This was a very unique hotel compared to where we usually stay. May not be unique to Miami but this was our first trip to Miami. Staff was very courteous. Enjoyed staying there and will stay again.
Reviewed on Jul 7, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $11,841, price is now $5,646 per person
$5,646
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Nobu Hotel Miami Beach
Mid Beach
Price was $1,014, price is now $483 per person
$483
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8.6/10 Excellent! (1,415 reviews)
Our room was not ready when we arrived due to water issues at the hotel. We were relocated to a room at the hotel next door, which was in poor condition. The room was dirty, and the sink was clogged with standing water. We had to stay there for approximately four days, which was a very disappointing experience.
We received only $200 in compensation, which did not come close to covering the difference in value or the inconvenience we experienced. We paid significantly more for our stay at Nobu than what we received in return, and the hotel was unwilling to adjust the rate to reflect the accommodations at the neighboring hotel.
Overall, we were very disappointed with how the situation was handled and with the level of customer service. Unfortunately, we will not be returning.
Reviewed on Jul 8, 2026
Barcelona Studios Guesthouse
South Beach
Price was $608, price is now $296 per person
$296
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
9.4/10 Exceptional! (228 reviews)
Great place. An apartment building that has been converted into hotel. Very clean, AC works well and the two queen beds were comfortable. It had a terrific kitchen so you don't have to eat out every night, and there were several food markets near by. The beach is only a 5 minute walk away, and if you're going out for dinner or drinks, Ocean Drive and Espanola Way are right there.
Reviewed on Jul 7, 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
4.5/5(229 area reviews)
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
$232 nightly
The price is $261 total per night from Jul 16 to Jul 17
$261 total
Jul 16 - Jul 17
Total with taxes and fees
8.8/10 Excellent! (3,435 reviews)
"3 pools to choose from."
Reviewed on Jul 9, 2026
Pier House Resort & Spa
1 Duval St Key West FL
$376 nightly
The price is $423 total per night from Jul 15 to Jul 16
$423 total
Jul 15 - Jul 16
Total with taxes and fees
9/10 Wonderful! (1,221 reviews)
"From check in to check out very accommodating and friendly. The grounds were beautiful! Beach front was great for being in Key West! Room was comfortable and clean. Restaurants were great. Best side of the Island to be on. Everything was walkable. Right at the end of Duval. So many options around. ..."
Reviewed on Jul 8, 2026
La Concha Key West, Autograph Collection
430 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$225 nightly
The price is $253 total per night from Aug 2 to Aug 3
$253 total
Aug 2 - Aug 3
Total with taxes and fees
9/10 Wonderful! (433 reviews)
"Great location"
Reviewed on Jul 6, 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
Shark and Wildlife Viewing Adventure in Key West
$93
per adult
100% of travellers recommend
Miami to Key West Day Trip with Activity Options
$39
per adult
84% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
96% of travellers recommend
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- Tennessee Williams Key West Exhibit
- Schooner Western Union
- Mallory Dock
- San Carlos Institute - Casa Cuba
- Red Barn Theater
- Museum of Art & History at the Custom House
- Harry S. Truman Little White House
- Florida Keys Eco - Discovery Center
- Key West Museum of Art and History
- Southernmost Point
- The Kite House
- Mel Fisher Maritime Museum
- All inclusive Vacation Packages Key West
- Saint Mary Star of the Sea
- Duval Street
- Jackson Square
- Sails To Rails Museum at Flagler Station
- Fort Zachary Taylor Historic State Park
- Fort East Martello Museum and Gallery
- Key West National Wildlife Refuge
- Old Town Key West Vacations
- Key West Vacations
- Boca Chica Nude Beach
- Donkey Milk House
- Key West Shipwreck Museum
- Visit Downtown Key West
- Audubon House and Tropical Gardens
- Key West Butterfly and Nature Conservatory
- Key West Lighthouse and Keeper's Quarters Museum
- Visit Key West
- Key West Cemetery
- Ernest Hemingway Home and Museum
- Bahama Village Vacations
- Custom House Museum
- Key West Burlesque Theater
- Waterfront Playhouse
- Mallory Square
- Sunset Key Vacations
- Key West Firehouse Museum
- Smathers Beach
- Curry Mansion Museum
- South Beach
- Clarence S. Higgs Memorial Beach Park
- Robbie's
- Key West Tropical Forest and Botanical Garden
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.