Search Hotels with Connecting Rooms in Islamorada

Discover top Islamorada attractions

Islamorada, nestled in the Florida Keys, offers a unique blend of relaxation and adventure perfect for families seeking quality experiences. Begin your journey at the Florida Keys History & Discovery Center, where interactive exhibits bring local history to life, making it an educational yet fun outing for children and adults alike. For a taste of the area's vibrant marine life, the world-renowned Theater of the Sea is a must-visit; here, you can enjoy spectacular marine shows and even swim with dolphins, creating unforgettable memories for the whole family. If your crew is up for a bit of adventure, embark on a snorkeling or diving excursion at the nearby Alligator Reef, where colourful coral gardens and tropical fish await just beneath the surface. Anglers will be delighted by the fishing opportunities, with charter services available for both deep-sea and backcountry fishing, ensuring a thrilling day on the water. After a day of exploration, consider staying in the charming area of Plantation Key, where family-friendly resorts offer spacious rooms and stunning views of the sunset over the bay. Enjoy the convenience of on-site dining and water sports, ensuring every moment of your stay is filled with ease and enjoyment. With attentive guest service and a focus on quality, your family will feel pampered throughout your stay.

Find the best hotels with connecting rooms in Islamorada

For families or friends travelling together to Islamorada, these hotels offer the perfect blend of comfort and convenience with connecting rooms that enhance your stay. Discover your ideal retreat in this beautiful destination.

The Caribbean Resort

• Why it's great for extra space: The Caribbean Resort stands out as an exceptional option for those seeking connecting rooms, catering perfectly to families or larger groups. With an impressive review rating of 10.0, this Matecumbe gem ensures a memorable stay with spacious rooms and a host of amenities. The outdoor pool and hot tub offer relaxation, while the waterfront location enhances the overall charm of the resort.
• Other amenities: Guests can enjoy free cribs and highchairs, alongside modern conveniences like a fully equipped kitchen. With daily housekeeping, premium bedding, and air conditioning, comfort is paramount. The resort also provides a variety of water activities, including motorboating and snorkeling, ensuring fun for everyone. Explore the nearby shopping district and enjoy the beautiful gardens surrounding the resort.
• Neighborhood: Matecumbe
• Nearby attractions: Matecumbe United Methodist Church - 0.5 km, Florida Keys Brewing Co. - 0.8 km, Keys History & Discovery Center - 0.8 km

Amara Cay Resort

• Why it's great for extra space: Amara Cay Resort is an excellent choice for travelers seeking connecting rooms, ideal for families or groups. With a guest review rating of 8.8, this upscale hotel in Matecumbe features spacious rooms with connecting options, ensuring everyone stays close. Guests can enjoy a beachfront restaurant, outdoor pool, and complimentary breakfast, enhancing the overall experience for those travelling together.
• Other amenities: Additional features include free cribs and rollaway beds, a terrace for relaxation, and a fitness centre for maintaining your routine. The hotel offers a range of water activities, including scuba diving and nearby boat tours. With air conditioning, premium bedding, and Egyptian cotton sheets, comfort is assured. Enjoy ocean views from your room and take advantage of the resort's shuttle service for easy exploration of the area.
• Neighborhood: Matecumbe
• Nearby attractions: Bud n' Mary's Dive Center - 0.3 km, Indian Key Historic State Park - 1.1 km, Hurricane Monument - 2.3 km

Drop Anchor

• Why it's great for extra space: Drop Anchor provides a welcoming atmosphere for travelers who prefer connecting rooms, making it a fantastic option for families or groups visiting Islamorada. With a solid review rating of 8.8, this charming hotel ensures that guests can enjoy their privacy while being just a room away from loved ones. The hotel features an outdoor pool and easy access to the beach, perfect for sun-soaked days together.
• Other amenities: Guests can enjoy a kitchenette in their rooms, making meal preparations convenient. The hotel offers free housekeeping, beach towels, and access to sun loungers. Enjoy the beautiful views from your balcony or patio, and take advantage of nearby water sports such as kayaking and snorkeling. The hotel also includes a marina for boating enthusiasts and free off-street parking.
• Nearby attractions: Theater of the Sea - 0.5 km, Windley Key Fossil Reef Geological State Park - 0.4 km, Rain Barrel Village - 2.8 km

Hadley Resort and Marina

• Why it's great for extra space: Hadley Resort and Marina is a delightful choice for those needing connecting rooms, providing ample space for families or groups. With a review rating of 7.8, this hotel in Matecumbe ensures a comfortable stay with essential amenities. Guests can enjoy daily complimentary breakfast and have easy access to the beach, perfect for group outings.
• Other amenities: The resort features an outdoor pool, complimentary beach towels, and a playground for children to enjoy. Guests have access to water sports like kayaking and fishing right onsite. With options for early check-in and late check-out, flexibility is offered for all visitors. The hotel also provides air conditioning, a terrace area, and local attractions nearby for exploration.
• Neighborhood: Matecumbe
• Nearby attractions: History of Diving Museum - 0.6 km, Islamorada Brewery & Distillery - 0.5 km, Keys History & Discovery Center - 1.3 km