Hotels with connecting rooms in Key West, Florida

Discover top Key West attractions

Key West, Florida, beckons with its vibrant charm and a plethora of activities that promise an unforgettable getaway for quality-seeking travelers. Begin your adventure at the iconic Ernest Hemingway Home and Museum, where you can explore the lush gardens and learn about the legendary author's life amidst his beloved six-toed cats. Then, head to the breathtaking Dry Tortugas National Park, accessible by a scenic ferry ride, where you can snorkel in crystal-clear waters filled with marine life or explore the historic Fort Jefferson. For those seeking a unique culinary experience, indulge in fresh seafood at the renowned Blue Heaven, famous for its outdoor dining under a canopy of trees, where roosters roam freely. Don’t miss the sunset celebration at Mallory Square, where street performers and local artisans gather, creating an electric atmosphere as you watch the sun dip below the horizon. Finally, consider staying in the Historic Old Town area, where charming boutique hotels like The Southernmost Inn provide a perfect base for exploration, offering lush gardens, refreshing pools, and exceptional service that ensures you feel pampered. This area is not just about the sights—it's about the experience, with easy access to shops, cafes, and vibrant nightlife just steps from your door.

Find the best hotels with connecting rooms in Key West

For travelers seeking accommodations in Key West that feature connecting rooms, these hotels offer excellent choices that promise both comfort and convenience for families or groups. Each hotel is equipped with connecting room options to enhance your stay.

The Perry Hotel & Marina Key West

• Why it's great for extra space: The Perry Hotel & Marina Key West stands out for travelers needing connecting rooms, with an impressive review rating of 9.4. This upscale hotel offers spacious connecting room options that are perfect for families or groups, along with unique waterfront access and a delightful outdoor pool area that provides a vacation vibe.
• Other amenities: Additional features include a 24-hour fitness center, on-site shopping, and alfresco dining options at the restaurant. Guests can take advantage of the marina services, including kayak rentals and boat tours, enhancing their stay with exciting water activities. Furthermore, the hotel provides complimentary beach towels, daily housekeeping, and a shuttle service to explore the local area.
• Nearby attractions: Key West Tropical Forest and Botanical Garden - 1.16 miles, Key West Golf Club - 1.67 miles, Stock Island Yacht Club & Marina - 1.48 miles

Duval House

• Why it's great for extra space: Duval House is a charming option for travelers seeking connecting rooms, with a solid review rating of 9.2. This welcoming hotel features connecting room options that are perfect for groups or families, providing a cozy atmosphere in the heart of Old Town Key West.
• Other amenities: Guests can enjoy a heated pool, a beautiful terrace, and free breakfast daily. The hotel also offers self-parking, air conditioning, and a garden area for relaxation. With easy access to nearby attractions and activities like boating and snorkeling, travelers can immerse themselves in the vibrant local culture while enjoying the comforts of their connecting accommodations.
• 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

Pier House Resort & Spa

• Why it's great for extra space: Pier House Resort & Spa offers an excellent option for travelers looking for connecting rooms, enjoying an excellent review rating of 9.0. This resort not only provides connecting room arrangements but also features a stunning beachfront location, making it a great choice for families wanting to enjoy the sun and sand together.
• Other amenities: Guests can indulge in the full-service spa, which offers various treatments, or relax by the outdoor pool. The resort includes a restaurant with ocean views, fitness facilities, and complimentary beach towels. Additional perks include daily housekeeping, a concierge service for personalized assistance, and nearby activities such as snorkeling and kayaking for adventurous guests.
• Neighborhood: Key West Historic District
• Nearby attractions: Duval Street - 0.0 miles, Key West Shipwreck Museum - 0.16 miles, Mallory Square - 0.11 miles

Oceans Edge Key West Resort, Hotel & Marina

• Why it's great for extra space: Oceans Edge Key West Resort, Hotel & Marina is an ideal choice for travelers needing connecting rooms, a strong guest review rating of 8.8. This luxurious resort features connecting rooms that ensure families and groups can stay close while enjoying the splendid amenities of the hotel, including a beautiful outdoor pool and waterfront views that enhance the overall experience.
• Other amenities: Guests can take advantage of a range of facilities, including a fitness center that's open 24 hours, daily housekeeping, and a concierge service for personalized assistance. The hotel also offers boating tours, nearby golf courses, and water sports options like snorkeling and windsurfing for those looking to explore the stunning surroundings. Additional features include on-site dining, premium bedding, and complimentary beach towels, ensuring a comfortable and enjoyable stay for everyone.
• Nearby attractions: Key West Tropical Forest and Botanical Garden - 1.77 miles, Key West Golf Club - 1.72 miles, Stock Island Yacht Club & Marina - 0.34 miles

Havana Cabana at Key West

• Why it's great for extra space: Havana Cabana at Key West is perfectly suited for travelers seeking connecting rooms, receiving high praise with a review rating of 8.8. This vibrant hotel offers connecting rooms that cater to families, along with a range of enticing amenities such as a lovely outdoor pool and a poolside restaurant that enhances the tropical ambiance.
• Other amenities: Guests can enjoy a host of features including a hot tub, self-parking options, and an airport shuttle for added convenience. The hotel also boasts a fitness center nearby, a terrace for relaxation, and complimentary housekeeping services. With pet-friendly accommodations and a garden area, guests can enjoy the beautiful surroundings while feeling right at home.
• Neighborhood: New Town
• Nearby attractions: Florida Keys Beaches - 2.69 miles, Key West Tropical Forest and Botanical Garden - 1.16 miles, Key West Golf Club - 2.05 miles