Find Hotels with Connecting Rooms in Key West Historic District, FL

Discover top Key West Historic District attractions

In the heart of Key West's Historic District, travelers can immerse themselves in a vibrant tapestry of culture and adventure. Start your journey at the Ernest Hemingway Home and Museum, where you can explore the charming grounds and learn about the life of the iconic author, often accompanied by the friendly six-toed cats that roam the hotel. Next, stroll along the picturesque streets to admire the colorful Victorian architecture, especially the famous gingerbread houses that tell the story of the island's rich history. Don’t miss a visit to the Key West Lighthouse and Keeper's Quarters Museum, where you can climb the 88 steps for breathtaking views of the turquoise waters and the bustling town below. For a taste of local flavor, indulge in a meal at a waterfront restaurant, sampling fresh seafood while enjoying the sunset over the Gulf of Mexico. As you wind down your day, consider staying at one of the boutique hotels that offer a blend of historic charm and modern luxury, complete with attentive service that makes you feel pampered. With amenities like heated pools, lush gardens, and complimentary breakfast, these hotels provide a perfect retreat after a day of exploration, ensuring a memorable family vacation.

Find the best hotels with connecting rooms in Key West Historic District

For travelers seeking a comfortable stay in Key West, these hotels offer excellent options with connecting rooms to accommodate larger groups or families. Each hotel provides a welcoming atmosphere and an array of amenities to ensure a delightful experience.

Duval House

• Why it's great for extra space: Duval House is a charming option for travelers needing connecting rooms, a stellar review rating of 9.2. This inviting guesthouse offers a tranquil environment with a lovely terrace and yard, ideal for relaxation after a day of exploring Key West. Guests can enjoy the complimentary breakfast and take advantage of the nearby historical attractions and beautiful beaches.
• Other amenities: Along with connecting rooms, Duval House offers amenities such as heated pools, self-parking, and convenient kitchen facilities in select rooms. Travelers can also enjoy local activities like kayaking and snorkeling, or simply relax on the porch or balcony while soaking in the tropical ambiance of Old Town.
• Neighborhood: Old Town Key West
• Nearby attractions: Duval Street - 0.03 miles, Ernest Hemingway Home and Museum - 0.21 miles, Key West Lighthouse and Keeper's Quarters Museum - 0.23 miles

Silver Palms Inn

• Why it's great for extra space: Silver Palms Inn stands out as a great choice for travelers looking for connecting rooms, with an impressive review rating of 9.2. This hotel combines comfort and convenience, providing guests access to an outdoor pool and complimentary breakfast to start their day right. Its location in Old Town offers easy access to local attractions and beautiful beaches.
• Other amenities: In addition to connecting rooms, Silver Palms Inn features amenities like free self-parking, Egyptian cotton sheets for a luxurious sleep experience, and daily housekeeping services. Guests can also explore nearby activities such as windsurfing, snorkeling, and boat tours, ensuring a fun-filled stay in Key West.
• Neighborhood: Old Town Key West
• Nearby attractions: Duval Street - 0.34 miles, Saint Mary Star of the Sea - 0.05 miles, Key West Lighthouse and Keeper's Quarters Museum - 0.45 miles

Pier House Resort & Spa

• Why it's great for extra space: Pier House Resort & Spa is an ideal choice for travelers who desire spacious rooms with connecting rooms. With a remarkable guest review rating of 9.0, this resort combines luxury and comfort, offering amenities like a full-service spa, hot tub, and a beautiful beachfront location. Guests can unwind by the pool or enjoy a refreshing drink at the poolside bar while soaking in the stunning ocean views.
• Other amenities: In addition to connecting rooms, this resort features a range of desirable amenities including daily housekeeping, designer toiletries, and an on-site restaurant with ocean views. The hotel also offers various exciting activities such as kayaking, scuba diving, and windsurfing nearby, ensuring guests have plenty of ways to explore and enjoy the vibrant Key West atmosphere.
• Neighborhood: Key West Historic District
• Nearby attractions: Duval Street - 0.0 miles, Key West Shipwreck Museum - 0.16 miles, Mallory Square - 0.11 miles

Pier House Resort & Spa

• Why it's great for extra space: Ideal for families and groups, the Pier House Resort & Spa features connecting rooms, ensuring everyone stays close while enjoying their own space. With a stellar guest review rating of 9.0, this resort offers a blend of comfort and luxury, including a full-service spa and beachfront access perfect for family fun.
• Other amenities: Guests can indulge in a range of relaxation options, including a hot tub and spa treatments like Thai massage and deep tissue massage. The resort also provides daily housekeeping, designer toiletries, and beach towels, enhancing the overall guest experience. With a poolside bar, outdoor pool, and options for windsurfing, kayaking, and scuba diving nearby, there’s no shortage of activities for all ages to enjoy.
• Neighborhood: Key West Historic District
• Nearby attractions: Duval Street - 0.0 miles, Key West Shipwreck Museum - 0.16 miles, Mallory Square - 0.11 miles

The Garden House

• Why it's great for extra space: The Garden House is an inviting option for families needing connecting rooms, making it easy to enjoy quality time together while maintaining personal space. With an excellent review rating of 9.0, this cozy hotel offers a relaxed atmosphere in the heart of the Historic District.
• Other amenities: The hotel features an outdoor pool, a lovely garden, and a terrace for peaceful moments. Guests appreciate the convenience of onsite parking and express check-in. Daily housekeeping, complimentary breakfast, and air conditioning ensure a comfortable stay, while close nearby the beach and local shopping adds to the appeal.
• Neighborhood: Key West Historic District
• Nearby attractions: Duval Street - 0.21 miles, Audubon House and Tropical Gardens - 0.41 miles, Key West Naval Station - 0.46 miles