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.

Pier House Resort & Spa
4.0 star property
9.0 out of 10, Wonderful, (1010)
"The Location was excellent! Everyone here was very knowledgeable, nice, and helpful! This place had everything you need! Restaurants, bars, pool, spa, and a private beach, And it was close and walkable to many restaurants, historical sites, retail shops, music, and more! We look forward to staying here again! "
The price is AED 846
AED 1,183 total
includes taxes & fees
1 Dec - 2 Dec
Pier House Resort & Spa
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1003)
"Liked everything Great staff"
The price is AED 1,008
AED 1,348 total
includes taxes & fees
15 Dec - 16 Dec
Ocean Key Resort - A Noble House Resort
Hyatt Centric Key West Resort and Spa
4.0 star property
9.0 out of 10, Wonderful, (1001)
"Great place! Will stay again"
The price is AED 1,514
AED 1,913 total
includes taxes & fees
24 Nov - 25 Nov
Hyatt Centric Key West Resort and Spa
The Saint Hotel Key West, Autograph Collection
3.5 star property
9.0 out of 10, Wonderful, (323)
"The friendly helpful staff"
The price is AED 779
AED 864 total
includes taxes & fees
3 Dec - 4 Dec
The Saint Hotel Key West, Autograph Collection
The Gardens Hotel
4.0 star property
9.8 out of 10, Exceptional, (991)
"Over the top staff and facilities. Rooms were perfect, very clean along with outstanding ambiance. Jazz in the afternoon, refreshments by the pool, and a friendly cat checking in on everyone. Highly recommend, with the convenient location to Duval Street a bonus!"
The price is AED 1,186
AED 1,308 total
includes taxes & fees
17 Dec - 18 Dec
The Gardens Hotel
La Concha Key West
4.0 star property
8.0 out of 10, Very Good, (1121)
"I stay here most times that I'm in Key West. Last year during the remodel was a rough time and not a pleasant experience. But this visit, seeing the transformation of the hotel, it is absolutely beautiful. The staff was amazing also. "
The price is AED 965
AED 1,195 total
includes taxes & fees
24 Nov - 25 Nov
La Concha Key West
Conch Republic Consul General's Cottage.-Historic District
9.4 out of 10, Exceptional, (149)
"Very clean and well equipped kitchen although we didn’t cook! Quiet neighborhood but not far from everything! Pool was very nice and relaxing!"
Conch Republic Consul General's Cottage.-Historic District
Tropical Inn
3.5 star property
9.6 out of 10, Exceptional, (283)
"Very friendly staff. A very cute place, will definitely stay again!!"
The price is AED 804
AED 996 total
includes taxes & fees
24 Nov - 25 Nov
Tropical Inn
H2O Suites - Adults Only
3.5 star property
9.8 out of 10, Exceptional, (521)
"Lovely rooms and courtyard, and the pool bar is intimate and pleasant with complimentary mimosas etc all day. The staff is friendly and knowledgeable. We would definitely stay again."
The price is AED 1,319
AED 1,619 total
includes taxes & fees
19 Dec - 20 Dec
H2O Suites - Adults Only
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1001)
"This property was amazing! The staff was friendly, communications were above expectations. I will refer this property to all my friends and if I visit Key West again I will stay there. "
The price is AED 617
AED 759 total
includes taxes & fees
2 Dec - 3 Dec
Duval House
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.
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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, Key West Burlesque Theater, or Key West Film Society. Whether you want to watch the sunset from your balcony or lounge around in luxurious bedding, you’ll have your choice of 42 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 42 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, Mallory Square, or Ernest Hemingway Home and Museum while you’re seeing the sights.