Find Romantic Hotels in Key West Historic District, FL

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Pick from 43 Key West Historic District Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Room
H2O Suites - Adults Only
3.5 star property
9.8 out of 10, Exceptional, (481)
"We will definitely be back to this hotel. Amazing staff, service and little attention to details. Special thanks to Angie at the bar, your were so sweet and made our afternoon at the pool enjoyable. "
The price is AED 1,686
AED 2,024 total
includes taxes & fees
27 May - 28 May
H2O Suites - Adults Only
Exterior
The Gardens Hotel
4.0 star property
9.6 out of 10, Exceptional, (913)
"Gardens Hotel is the very definition of a getaway. It's tropical, relaxing, and the rooms are spacious with incredibly comfortable beds. The staff is top-notch, providing excellent service, and the clientele is select, adding to the overall sophisticated atmosphere. Highly recommended for a perfect blend of luxury and tranquility."
The price is AED 921
AED 1,008 total
includes taxes & fees
27 May - 28 May
The Gardens Hotel
Room
Tropical Inn
3.5 star property
9.6 out of 10, Exceptional, (239)
"Wonderful hotel and area. Excellent for a weekend get away and very romantic"
The price is AED 683
AED 860 total
includes taxes & fees
27 May - 28 May
Tropical Inn
Conch Republic Style Swimming Pool.
Conch Republic Consul General's Cottage.-Historic District
9.4 out of 10, Exceptional, (137)
"The house has a lot of potential but very dated. First two days AC was broke and the fan in the master bedroom had no pull chain. Too hot for no air flow. The master bed was so old it squeaked every time you moved. Also mattress was too firm. The positives were the property cat and the location."
Conch Republic Consul General's Cottage.-Historic District
Courtyard
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1003)
"I enjoyed my stay at the Duval Housr. It gave me the feeling of being in old Florida, but with modern amenities. It was centrally located and is convenient to many of the old town places of interest. I also liked the continental breakfast with the vanilla yogurt, fruit and granola that was put together by the staff. The waffles, made on request were also wonderful. The property is picturesque and had a nostalgic feel. Overall, my stay was delightful!!!"
The price is AED 584
AED 736 total
includes taxes & fees
28 May - 29 May
Duval House
Exterior
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1003)
"All of it! We loved the location! We loved the staff! Thank you"
The price is AED 1,355
AED 1,756 total
includes taxes & fees
16 Jun - 17 Jun
Ocean Key Resort - A Noble House Resort
Exterior
Ridley House - Key West Historic Inns
3.5 star property
9.2 out of 10, Wonderful, (651)
"Our king size room was great. To say we had a patio is a stretch, however. We were right on the pool with a couple chairs and tables. I wouldn't call it a "patio"! The only caveat was no closet. Just some random hangers. And no bar soap to wash hands after using the loo. The chef and kitchen was amazing as was Sky. Don't expect housekeeping to be quick, either. But the size of the Inn and the accommodations will bering us back! See you soon! "
The price is AED 1,098
AED 1,358 total
includes taxes & fees
28 May - 29 May
Ridley House - Key West Historic Inns
Exterior
Hyatt Centric Key West Resort and Spa
4.0 star property
9.0 out of 10, Wonderful, (1003)
"Location, view, staff"
The price is AED 1,424
AED 1,800 total
includes taxes & fees
18 Jun - 19 Jun
Hyatt Centric Key West Resort and Spa
Outdoor pool
The Saint Hotel Key West, Autograph Collection
3.5 star property
9.0 out of 10, Wonderful, (315)
"In the bigger rooms a really nice place. The small rooms like a cage and not recommendable"
The price is AED 1,135
AED 1,277 total
includes taxes & fees
3 Jun - 4 Jun
The Saint Hotel Key West, Autograph Collection
View from room
Heron House - Adult Only
3.5 star property
9.0 out of 10, Wonderful, (1067)
"Staffs were friendly and it was quiet. Close to shopping and dining. Walkable distance to two beaches."
The price is AED 559
AED 708 total
includes taxes & fees
27 May - 28 May
Heron House - Adult Only
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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.

Frequently asked questions

Searching for romantic hotels in Key West Historic District?
Are you looking for a romantic getaway? Couples choose Key West Historic District for its breathtaking sunsets and great live music scene. If you’re a pair that loves cultural attractions, you might check out Red Barn Theater, Waterfront Playhouse, or Key West Burlesque Theater. Whether you want to watch the sunset from your balcony or lounge around in luxurious bedding, you’ll have your choice of 107 hotels and other lodging options in Key West Historic District to make for the perfect getaway.
How many romantic hotels should we expect to find in Key West Historic District?
Expedia has 107 romantic Key West Historic District hotels for you to get cozy in.
When is the best time to visit Key West Historic District?
The hottest months are usually August and July with an average temperature of 84°F,
  • Coldest months: January, February, March, and December
  • Driest months: March, February, December, and January
  • Rainiest months: September, October, August, and June
What is there to do in Key West Historic District?
There’s nothing better than seeing a new place with your sweetheart, so consider checking out all there is to see and do in Key West Historic District. Couples looking for a little of everything will enjoy Key West Historic District for its festivals, bars, and sunsets. You might think about stopping by Duval Street, Ernest Hemingway Home and Museum, or Key West Lighthouse and Keeper’s Quarters Museum while you’re seeing the sights.

Recent reviews of Key West Historic District hotels
Expedia verified reviews

Southwinds Motel

Southwinds Motel

5/5 Excellent
"The live music was wonderful and the Southwinds Motel is within walking distance to all the Key West excitment!"
A verified traveler stayed at Southwinds Motel
Posted 23 hours ago
Southwinds Motel