Key West Historic District Vacations from $1,201
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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.
Creekside Inn
Save 100% on your flight
Price was $2,345, price is now $1,201 per person
$1,201
per person
Jun 14 - Jun 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
7.8/10 Good! (1,027 reviews)
A good place for a short stay. The staff is very friendly. Room was clean and they welcomed our Shih Tzu.
It is definitely more of a motel environment and the property is old and undergoing some renovations.
If you have loud neighbors, you’ll have to sleep with an extra pillow over your head.
Reviewed on Mar 30, 2026
Casablanca Miami Beach
North Beach
Price was $3,046, price is now $1,518 per person
$1,518
per person
Jun 19 - Jun 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
5.8/10 (321 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great.
It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.
Reviewed on Feb 22, 2026
1 Hotel South Beach
South Beach
Price was $7,450, price is now $4,051 per person
$4,051
per person
Jun 20 - Jun 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (1,464 reviews)
We love, love, love the 1 hotel in Miami. The facilities are immaculate, the staff are accommodating and friendly, we’ve always had a gorgeous room when we’ve been there. We had a very small issue with our showerhead- my husband reached out to the concierge and it was fixed immediately while we were at dinner. I had a great, very relaxing prenatal massage and enjoyed meals at all of the restaurants on the premises. If you’re in Miami and want to be on the beach in the lap of luxury, go to 1 hotel!
Reviewed on Mar 26, 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
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$517 nightly
The price is $582 total per night from Apr 15 to Apr 16
$582 total
Apr 15 - Apr 16
Total with taxes and fees
8.4/10 Very Good! (594 reviews)
Waterfront property in a quiet part of Key West
Reviewed on Mar 29, 2026
Pier House Resort & Spa
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$592 nightly
The price is $666 total per night from Apr 8 to Apr 9
$666 total
Apr 8 - Apr 9
Total with taxes and fees
9/10 Wonderful! (1,074 reviews)
We had breakfast every morning with a view of the water. The food was excellent! The beach and pool vibe was very relaxed. There was music on the deck where we had lunch and you could hear the music by the pool. Not too loud, just a nice selection for relaxing by the pool. The bed was a little firm ...
Reviewed on Mar 30, 2026
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
Fully refundableReserve now, pay when you stay
$384 nightly
The price is $432 total per night from Apr 19 to Apr 20
$432 total
Apr 19 - Apr 20
Total with taxes and fees
9.2/10 Wonderful! (1,077 reviews)
Great location. The price is too much since the waterfront views are often blocked by massive cruise ships docked right in front of the hotel.
Reviewed on Mar 27, 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.
Discover the most popular places to visit in Key West Historic District
Duval Street
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.
Mallory Square
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.
Ernest Hemingway Home and Museum
Meet six-toed cats and watch as the life of one America’s great writers unfolds before your eyes at his former home.
Things to do
Key West: Shark and Wildlife Viewing Catamaran Tour
$99
per adult
100% of travellers recommend
Miami to Key West Day Trip with Activity Options
$39
per adult
82% of travellers recommend
Key West Half-Day Fishing Charter
$95
per adult
90% of travellers recommend
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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.