Find Romantic Hotels in Key West Historic District, Key West from CA $236

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Top Key West Historic District Romantic Hotels

Pier House Resort & Spa
View from room
Pier House Resort & Spa
4.0 star property
9.0 out of 10, Wonderful, (1011)
"Great time. Ty!"
The price is CA $322
CA $450 total
includes taxes & fees
Dec 1 - Dec 2
Pier House Resort & Spa
Ocean Key Resort - A Noble House Resort
Outdoor pool, sun loungers
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 CA $384
CA $526 total
includes taxes & fees
Dec 17 - Dec 18
Ocean Key Resort - A Noble House Resort
Hyatt Centric Key West Resort and Spa
Exterior
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 CA $576
CA $739 total
includes taxes & fees
Nov 24 - Nov 25
Hyatt Centric Key West Resort and Spa
The Saint Hotel Key West, Autograph Collection
Outdoor pool, sun loungers
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 CA $296
CA $333 total
includes taxes & fees
Dec 3 - Dec 4
The Saint Hotel Key West, Autograph Collection
The Gardens Hotel
Carriage House | Terrace/patio
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 CA $416
CA $468 total
includes taxes & fees
Nov 24 - Nov 25
The Gardens Hotel
La Concha Key West
Suite, 1 Bedroom, Non Smoking
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 CA $367
CA $455 total
includes taxes & fees
Nov 24 - Nov 25
La Concha Key West
Conch Republic Consul General's Cottage.-Historic District
Pool
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
11 Gecko's Garden - Adults Only
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 CA $306
CA $379 total
includes taxes & fees
Nov 24 - Nov 25
Tropical Inn
H2O Suites - Adults Only
Deluxe Suite, 1 King Bed, Private Pool | View from room
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 CA $501
CA $627 total
includes taxes & fees
Dec 19 - Dec 20
H2O Suites - Adults Only
Duval House
View from property
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1001)
"Weekend getaway with friends"
The price is CA $236
CA $296 total
includes taxes & fees
Dec 3 - Dec 4
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.
What's the best hotel for a romantic getaway to Key West Historic District?
Ocean Key Resort - A Noble House Resort is a favorite resort for couples, and features a full-service spa and 2 restaurants. Other good options for a romantic stay include The Saint Hotel Key West, Autograph Collection and Southernmost Beach Resort.
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.