Key West Historic District Vacations from $494
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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.
iCoconutGrove Vacation Rentals
Coconut Grove
per person
Sep 19 - Sep 22
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
9.2/10 Wonderful! (1,000 reviews)
The property was in a very populated area with lots of shops, restaurants and nightlife (if that’s your thing). The studio was very clean and there were no issues at all. Unlike hotel rooms, I could not hear what was happening right next door, so it was quiet as well.
I would stay here again.
Reviewed on Jul 12, 2025
Casablanca Miami Beach
North Beach
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip flight included
New York (JFK) to Miami (MIA)
5.8/10 (303 reviews)
It was great for beach access. Nothing in our room worked. Coffee pot was broke. Stove was broke. We had to switch on and off the breakers to use it. Toilet would tflush half the time.
Reviewed on Jun 21, 2025
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
3 out of top 10 points of interest in this area
4.5/5(226 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 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! (2,613 reviews)
"Enjoyed our stay very much."
Reviewed on Jul 18, 2025
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street, Key West, FL
Fully refundableReserve now, pay when you stay
$270 nightly
The price is $304 total per night from Aug 5 to Aug 6
$304 total
Aug 5 - Aug 6
Total includes taxes and fees
8.4/10 Very Good! (236 reviews)
"The property is great. You have a small "Beach" which is very rare in Key West. The staff is friendly and great. The rooms are normal size, comfortable and clean. I would definitely recommend it and would stay there if i go back."
Reviewed on Jul 14, 2025
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street, Key West, FL
Fully refundableReserve now, pay when you stay
$295 nightly
The price is $332 total per night from Aug 3 to Aug 4
$332 total
Aug 3 - Aug 4
Total includes taxes and fees
8.2/10 Very Good! (1,017 reviews)
"The Reach was a terrific choice for lodging on Key West. It is a place you could literally stay at just to enjoy all the island has to offer. They have excursions available, a restaurant that has key lime pie, a gift shop with ice cream and snacks. They've thought of it all."
Reviewed on Jul 13, 2025
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
Duval Street
4.5/5(3,475 reviews)
Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.
Southernmost Point
4.5/5(3,182 reviews)
Snap a memorable photograph from the edge of North America at this monumental landmark.
Mallory Square
4.5/5(3,096 reviews)
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.
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
$45
per adult
92% of travellers recommend
Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar
$99
per adult
74% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
$126
per adult
98% of travellers recommend
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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- Key West Vacations
- All inclusive Vacation Packages Key West
- Ernest Hemingway Home and Museum
- Duval Street
- Key West Cemetery
- The Kite House
- Saint Mary Star of the Sea
- Donkey Milk House
- Visit Key West
- San Carlos Institute - Casa Cuba
- Old Town Key West Vacations
- Key West Lighthouse and Keeper's Quarters Museum
- Tennessee Williams Key West Exhibit
- Jackson Square
- Curry Mansion Museum
- Oldest House Museum and Garden
- Red Barn Theater
- Sails To Rails Museum at Flagler Station
- Key West Burlesque Theater
- South Beach
- Schooner Western Union
- Fort Zachary Taylor Historic State Park
- City Zoo Gallery
- Harry S. Truman Little White House
- Bahama Village Vacations
- Audubon House and Tropical Gardens
- Mel Fisher Maritime Museum
- Key West Butterfly and Nature Conservatory
- Southernmost Point
- Roy John-Karl Gallery
- Custom House Museum
- Visit Downtown Key West
- Romantic Vacation Packages Key West
- Key West Museum of Art and History
- Mallory Dock
- MLK Community Pool & Community Center
- Florida Keys Eco - Discovery Center
- Visit Old Town Key West
- Simonton Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.