Find Romantic Hotels in Key West Historic District, Key West

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Top Key West Historic District Romantic Hotels

Southernmost Beach Resort and Guesthouses

4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (2879)
"Loved loved loved this hotel Comfy bed, great shower, fantastic breakfast in the beach bar Would highly recommend "
United Kingdom
Philippa
$240 nightly
The price is $270
Nov 30 - Dec 1
Total with taxes and fees
Southernmost Beach Resort and Guesthouses

Duval House

3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1010)
"Love it, place was beautiful and staff was very friendly."
United States
Robert
$179 nightly
The price is $199
Nov 25 - Nov 26
Total with taxes and fees
Duval House

Casa Marina Key West, Curio Collection by Hilton

4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (443)
"Great hotel! "
United States
Randy
$299 nightly
The price is $336
Dec 2 - Dec 3
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton

Hyatt Centric Key West Resort and Spa

4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1007)
"View was amazing, great location and friendly staff"
United States
Stacey
$291 nightly
The price is $327
Nov 30 - Dec 1
Total with taxes and fees
Hyatt Centric Key West Resort and Spa

The Reach Key West, Curio Collection by Hilton

4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (1010)
"The friendly and helpful staff, beautiful private beach, and location of the property wowed us beyond expectations! "
United States
Julie
$290 nightly
The price is $326
Dec 17 - Dec 18
Total with taxes and fees
The Reach Key West, Curio Collection by Hilton

Duval Inn

3.0 star property
Old Town Key West
8.6 out of 10, Excellent, (710)
"The pool and breakfast were good."
United States
Winston
$168 nightly
The price is $190
Nov 25 - Nov 26
Total with taxes and fees
Duval Inn

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

Old Town Key West
9.6 out of 10, Exceptional, (142)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
United States
Diane V.
$237 nightly
The price is $263
Nov 25 - Nov 26
Total with taxes and fees
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

Grand Maloney Hotel

2.0 star property
Key West Historic District
7.6 out of 10, Good, (11)
"It was clean quiet and was within walking distance to every thing. Going to stay there again in the future "
United States
Jodee
$323 nightly
The price is $355
Nov 30 - Dec 1
Total with taxes and fees
Grand Maloney Hotel

Eden House

3.5 star property
Key West Historic District
9.0 out of 10, Wonderful, (1002)
"The staff was very friendly and helpful"
United States
Marc
$263 nightly
The price is $296
Nov 25 - Nov 26
Total with taxes and fees
Eden House

Southernmost House

4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1005)
"Great place with excellent staff. "
United States
Willie
$322 nightly
The price is $362
Dec 15 - Dec 16
Total with taxes and fees
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.

Find out more about Key West Historic District

Key West Historic District attractions for couples

The Key West Historic District offers a captivating blend of history, culture, and adventure that is sure to delight travelers. Begin your journey at the Ernest Hemingway Home and Museum, where you can walk through the rooms where the famous author penned some of his greatest works, and meet the six-toed cats that roam the lush gardens. Just a short stroll away, the Key West Lighthouse and Keeper's Quarters Museum provides breathtaking views of the island from its top, while sharing the storied past of maritime navigation. For a taste of local flavor, don't miss the lively atmosphere of Duval Street, packed with charming bars, restaurants, and shops, perfect for indulging in fresh seafood and local cocktails. As the sun sets, head to Mallory Square for the iconic sunset celebration, where street performers, artisans, and local musicians gather to create a vibrant community experience. Finally, a visit to the Mel Fisher Maritime Museum offers a fascinating glimpse into the treasures of shipwrecks, showcasing artifacts that tell the tales of lost galleons. When it comes to accommodations, staying in the Historic District means you're never far from these attractions. Opt for a boutique hotel that reflects the island's charm, featuring lush courtyards, inviting pools, and personalized service that makes you feel right at home. Whether you're sipping coffee on a sun-drenched balcony or unwinding in a plush room after a day of exploration, the unique character and attentive hospitality in this area will ensure your family vacation is both memorable and luxurious.

Find the best romantic hotels in Key West Historic District

Key West is a paradise for couples seeking romance, with its stunning sunsets and vibrant atmosphere. Here are some top hotel choices that offer the perfect setting for a romantic getaway.

The Marquesa Hotel

  • Why it's great for a couples retreat: The Marquesa Hotel is an exquisite choice for travelers looking for a romantic escape in Key West. With a stellar review rating of 9.8, this charming hotel features romantic touches throughout, including serene outdoor spaces and an inviting pool area that creates an intimate atmosphere. Guests can indulge in champagne service and unwind in luxurious accommodations adorned with designer toiletries, ensuring a memorable stay for couples seeking romance and relaxation.
  • Other amenities: Beyond its romantic ambiance, The Marquesa Hotel boasts additional amenities to enhance the experience. Guests can explore the nearby beach or enjoy activities such as kayaking and snorkeling. The hotel also offers a terrace and patio for leisurely moments, along with concierge services to assist with local adventures. With its historical district location and nearby boat tours, guests can easily immerse themselves in the local culture and beauty of Key West.
  • Neighborhood: Key West Historic District
  • Nearby attractions: Duval Street - 0.5 miles, Audubon House and Tropical Gardens - 0.59 miles, Saint Mary Star of the Sea - 0.59 miles

Simonton Court Historic Inn & Cottages

  • Why it's great for a couples retreat: Simonton Court Historic Inn & Cottages is a quaint and romantic destination, perfect for couples looking to immerse themselves in the charm of Key West. With an impressive review rating of 9.8, this inn features outdoor pools and lush gardens that create a cozy and intimate atmosphere. The inn’s deep soaking bathtubs and complimentary breakfast add a touch of luxury to the romantic experience for guests seeking relaxation and comfort.
  • Other amenities: Couples will appreciate the additional amenities offered at Simonton Court, including easy access to nearby beaches and water activities like snorkeling and scuba diving. The hotel also provides free toiletries and air conditioning for added comfort during their stay. With its historical district location, guests can enjoy leisurely strolls through the picturesque streets filled with charm and romance.
  • Neighborhood: Key West Historic District
  • Nearby attractions: Duval Street - 0.16 miles, Audubon House and Tropical Gardens - 0.32 miles, Mel Fisher Maritime Museum - 0.38 miles

Island City House Hotel

  • Why it's great for a couples retreat: Island City House Hotel is a delightful retreat for couples, featuring a cozy and charming environment perfect for romance. Boasting a review rating of 9.6, this hotel offers a lovely outdoor pool and beautiful terraces where guests can relax and enjoy the tropical surroundings. The serene atmosphere and elegant rooms make it an ideal spot for couples looking to create lasting memories together.
  • Other amenities: In addition to its romantic setting, Island City House Hotel provides a variety of amenities to enhance the stay. Guests can enjoy easy access to the nearby beach and enjoy water activities such as snorkeling and sailing. The hotel features off-street parking and a friendly concierge to assist with arrangements. With its historical district location, couples can explore the charming streets of Key West right outside their door, making every moment special.
  • Neighborhood: Key West Historic District
  • Nearby attractions: Duval Street - 0.3 miles, Key West Naval Station - 0.38 miles, Saint Mary Star of the Sea - 0.48 miles

Westwinds Inn

  • Why it's great for a couples retreat: Westwinds Inn is an inviting retreat for couples looking to enjoy a romantic getaway in Key West. This hotel boasts a solid review rating of 9.4 and features a lovely outdoor pool surrounded by lush greenery, providing a tranquil space for relaxation. The cozy atmosphere and intimate settings make it ideal for couples seeking a memorable escape together.
  • Other amenities: In addition to its romantic offerings, Westwinds Inn provides guests with complimentary breakfast options and convenient amenities such as parking and a kitchenette for added convenience. Couples can explore nearby beaches or enjoy exciting activities like kayaking and snorkeling. With its prime location in the historical district, guests can easily discover the local charm and beauty of Key West right outside their door.
  • Neighborhood: Key West Historic District
  • Nearby attractions: Duval Street - 0.41 miles, Audubon House and Tropical Gardens - 0.65 miles, Key West Naval Station - 0.25 miles

L'Habitation Guest House

  • Why it's great for a couples retreat: L'Habitation Guest House is a charming and romantic haven for couples in Key West, featuring a cozy atmosphere that encourages intimacy and relaxation. This lovely guest house has a review rating of 9.4 and offers inviting outdoor spaces, making it a perfect spot for couples to unwind and connect. With its Victorian design, the hotel exudes a romantic charm that enhances the experience for guests seeking a memorable getaway.
  • Other amenities: Beyond its enchanting ambiance, L'Habitation Guest House offers various amenities to ensure a comfortable stay. Guests can enjoy a complimentary breakfast each morning and explore the nearby beaches or enjoy water activities like sailing and snorkeling. With concierge services available, couples can also easily plan their local adventures. The guest house's location in the historical district allows for leisurely strolls through beautiful streets, making every moment special.
  • Neighborhood: Key West Historic District
  • Nearby attractions: Duval Street - 0.06 miles, Audubon House and Tropical Gardens - 0.19 miles, Mel Fisher Maritime Museum - 0.25 miles

Top Key West Historic District Hotel Reviews

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 12 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?
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion! is a favorite guesthouse for couples, and features free WiFi and concierge services. Other good options for a romantic stay include FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion! and CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!.
How many romantic hotels should we expect to find in Key West Historic District?
Expedia has 12 romantic Key West Historic District hotels for you both to enjoy.
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 Historic Seaport while you're seeing the sights.

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