Find Romantic Hotels in Key West Historic District, FL

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Check availability on Key West Historic District Romantic Hotels

Tonight
8 Nov - 9 Nov
Tomorrow
9 Nov - 10 Nov
Next weekend
14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov

Top Key West Historic District Romantic Hotels

3 outdoor pools, pool umbrellas, sun loungers
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (2863)
"Great stay! Has everything you need and walking distance to everything as well!"
United States
Natasha
The price is AED 650
AED 999 total
includes taxes & fees
30 Nov - 1 Dec
Southernmost Beach Resort and Guesthouses
Fireplace
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (423)
"Great hotel! "
United States
Randy
The price is AED 933
AED 1,271 total
includes taxes & fees
1 Dec - 2 Dec
Casa Marina Key West, Curio Collection by Hilton
Exterior
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1023)
"View was amazing, great location and friendly staff"
United States
Stacey
The price is AED 966
AED 1,326 total
includes taxes & fees
1 Dec - 2 Dec
Hyatt Centric Key West Resort and Spa
Beach nearby
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

Old Town Key West
9.6 out of 10, Exceptional, (141)
"Wonderful and quiet property but in walking distance to the excitement. Great communication and easy check in and check out. We will be back!"
United States
Krista
The price is AED 327
AED 876 total
includes taxes & fees
12 Nov - 13 Nov
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Outdoor pool, pool umbrellas, sun loungers
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (1001)
"Everything about this property is excellent. The staff are incredibly friendly and the rooms and grounds are pristine. Easy access to dining, coffee and more on site. "
United States
Jesse
The price is AED 871
AED 1,200 total
includes taxes & fees
19 Nov - 20 Nov
The Reach Key West, Curio Collection by Hilton
Interior
Grand Maloney Hotel

Grand Maloney Hotel

2.0 star property
Key West Historic District
7.6 out of 10, Good, (11)
"Amazing room within walking distance to Duvall and the marina! "
United States
Jennifer
The price is AED 562
AED 1,261 total
includes taxes & fees
19 Nov - 20 Nov
Grand Maloney Hotel
Studio Suite | Living area | 32-inch Smart TV with cable channels, books
Eden House

Eden House

3.5 star property
Key West Historic District
9.0 out of 10, Wonderful, (1001)
"The grounds and buildings were very well upkept but had the wonderful old feel. I loved the wooden banisters and all the seating around the property. I will be staying here again on future visits. AMAZING STAY!!! "
United States
Patricia Foster Moore
The price is AED 906
AED 1,141 total
includes taxes & fees
26 Nov - 27 Nov
Eden House
Signature Apartment, 1 Bedroom, Kitchen, Poolside (Room 17) | Terrace/patio
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (121)
"Great place to stay always clean an the employees are very respectful "
United States
Charles
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Poolside bar
Duval Inn

Duval Inn

3.0 star property
Old Town Key West
8.6 out of 10, Excellent, (708)
"The pool and breakfast were good."
United States
Winston
Duval Inn
Mansion Room #201 - Ocean View with private balcony - Adults Only | Terrace/patio
Southernmost House

Southernmost House

4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1000)
"Cozy Hotel ☺️"
United States
ERIKO
The price is AED 1,055
AED 1,528 total
includes taxes & fees
7 Dec - 8 Dec
Southernmost 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.
View all properties

Top Key West Historic District Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Wonderful place to stay. Uber pickup was easy. Trolly available across the street for trolly. We had great dining options."
Teresa Weatherford 4-night trip
Posted 2 days ago
Southernmost Beach Resort and Guesthouses

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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, Waterfront Playhouse, or Key West Burlesque Theater. Whether you want to soak in a hot tub or get a couples' massage, you'll be sure to find accommodation in Key West Historic District to make for the perfect couples' getaway.
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, Saint Mary Star of the Sea, or Ernest Hemingway Home and Museum while you're seeing the sights.