Find Romantic Hotels in Key West Historic District, Key West from $155

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.

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