Search Hotels with Connecting Rooms in Key West

Discover top Key West attractions

Key West, Florida, is a vibrant slice of paradise that promises adventure and relaxation for those ready to explore its unique offerings. Begin your journey at the Ernest Hemingway Home and Museum, where you can discover the life of the iconic author and meet the descendants of his beloved six-toed cats. From there, stroll down to Mallory Square, renowned for its sunset celebrations, where street performers and local vendors create a lively atmosphere as the sun dips below the horizon, painting the sky in hues of orange and pink. For a taste of the local marine life, the Key West Aquarium allows visitors to interact with stingrays and other aquatic creatures, making it a perfect family-friendly activity. If you’re looking for a thrill, consider a snorkelling excursion to the nearby coral reefs, where you can dive into crystal-clear waters and witness the vibrant underwater world. Finally, indulge in the culinary delights of Duval Street, home to a range of restaurants and bars offering fresh seafood and tropical cocktails. For accommodation, the Old Town area is particularly appealing, with charming boutique hotels and luxurious resorts that provide easy access to these attractions, ensuring you can enjoy the best of Key West while being pampered with attentive service. A stay in this picturesque neighbourhood not only enhances your experience but also places you at the heart of all the action.

Find the best hotels with connecting rooms in Key West

For families and groups seeking spacious rooms in Key West, these hotels offer the convenience of connecting rooms, ensuring comfort and togetherness during your stay.

Duval House

• Why it's great for extra space: The Duval House is a charming option for travelers looking for connecting rooms, with an excellent guest review rating of 9.4. Located in the historic Old Town Key West, this hotel offers a cozy atmosphere perfect for families or groups who wish to explore the local culture together while enjoying their own space within the connecting rooms.
• Other amenities: Guests can enjoy a heated pool, complimentary breakfast, and access to nearby kayaking and snorkeling. The hotel features self-parking options, express check-in, and a yard for outdoor relaxation. Each room is equipped with a kitchen, making it convenient for families to prepare meals together. Additional amenities include air conditioning, premium bedding, and toiletries, ensuring a comfortable stay.
• Neighborhood: Old Town Key West
• Nearby attractions: Duval Street - 0 km, Ernest Hemingway Home and Museum - 0.3 km, Key West Lighthouse and Keeper's Quarters Museum - 0.4 km

The Perry Hotel & Marina Key West

• Why it's great for extra space: Rated exceptionally high at 9.4, The Perry Hotel & Marina Key West is a fantastic choice for those requiring connecting rooms. The spacious rooms provide a comfortable setting for families or groups, allowing everyone to relax and enjoy their unique Key West experience together.
• Other amenities: This hotel features an outdoor pool with sun loungers, a marina with various water sports activities, and a restaurant serving alfresco dining. Guests can indulge in complimentary beach towels, daily housekeeping, and designer toiletries. Additionally, the hotel offers a fitness centre open 24 hours, shuttle services, and a beautiful terrace for breathtaking views. The Perry Hotel also provides convenient parking options and a concierge service to assist with local excursions and activities.
• Nearby attractions: Key West Tropical Forest and Botanical Garden - 1.9 km, Key West Golf Club - 2.7 km, Stock Island Yacht Club & Marina - 2.4 km

Oceans Edge Key West Resort, Hotel & Marina

• Why it's great for extra space: With a guest review rating of 8.8, Oceans Edge Key West Resort, Hotel & Marina is perfect for travelers needing connecting rooms. The spacious layout allows families or groups to enjoy their time together while taking advantage of the stunning waterfront views and luxurious amenities.
• Other amenities: This hotel features an outdoor pool and a marina for water activities, as well as an onsite restaurant and poolside bar for dining options. Guests can also enjoy complimentary beach towels, daily housekeeping, and access to fitness facilities available 24 hours. The hotel provides convenient self-parking and shuttles to local attractions, ensuring a straightforward experience. Plus, the nearby activities include snorkeling, kayaking, and windsurfing for adventurous guests.
• Nearby attractions: Key West Tropical Forest and Botanical Garden - 2.9 km, Key West Golf Club - 2.8 km, Stock Island Yacht Club & Marina - 0.6 km

Havana Cabana at Key West

• Why it's great for extra space: The Havana Cabana at Key West is an ideal choice for travelers looking for connecting rooms, an impressive guest review rating of 8.8. This stylish hotel features spacious connecting rooms, perfect for families or groups, allowing everyone to stay together comfortably while enjoying the vibrant atmosphere of New Town.
• Other amenities: Guests can relax in the outdoor pool or unwind in the hot tub after a day of exploring. The hotel offers a poolside bar for refreshing drinks and a restaurant serving delicious meals. Additional features include terrace and patio spaces for relaxation, concierge services for local insights, and free self-parking for convenience. The hotel also provides complimentary housekeeping, premium bedding, and air conditioning to ensure a pleasant stay.
• Neighborhood: New Town
• Nearby attractions: Florida Keys Beaches - 4.3 km, Key West Tropical Forest and Botanical Garden - 1.9 km, Key West Golf Club - 3.3 km

Beachside Resort & Residences

• Why it's great for extra space: Beachside Resort & Residences is an excellent choice for travelers seeking connecting rooms, featuring a solid guest review rating of 8.6. This resort-style hotel offers spacious rooms, making it perfect for families or groups who want to enjoy their time together while being close to the beach and local attractions.
• Other amenities: The hotel features an outdoor pool, hot tub, and a restaurant with kid-friendly meal options. Guests can take advantage of self-parking, complimentary beach towels, and fitness facilities available 24 hours. The hotel also includes a terrace, offering stunning ocean views, and convenient access to water sports activities like boating and snorkeling. With additional features like air conditioning, premium bedding, and daily housekeeping, guests can enjoy a relaxing stay.
• Nearby attractions: Key West Tropical Forest and Botanical Garden - 0.8 km, Key West Golf Club - 2.3 km, Stock Island Yacht Club & Marina - 3.7 km