TOP 10 Oceanfront lodging with dining in Islamorada, Florida

Located at 81801 Overseas Highway in Islamorada, Florida, Cheeca Lodge & Spa offers a luxurious retreat surrounded by turquoise waters, towering palms, and calm breezes. This oceanfront resort invites guests to experience barefoot luxury and embrace the laid-back lifestyle of the Florida Keys. With a range of thrilling activities, luxurious accommodations, exceptional dining options, and unparalleled relaxation, Cheeca Lodge & Spa promises an unforgettable getaway. Whether you're looking to celebrate love with a picturesque oceanfront wedding or host a productive corporate retreat, Cheeca Lodge & Spa offers the perfect venue. With over 15,000 square feet of meeting space, impeccable service from event planners, and a stunning backdrop of the Atlantic ocean, this resort is ideal for weddings, sales meetings, conferences, and more.

Hadley Resort Marina is a stunning oceanfront lodging establishment located at 82749 Overseas Highway in Islamorada, Florida. Situated in the heart of the Florida Keys, our resort offers easy access to all of the popular activities in the area. Our guest rooms are beautifully designed and equipped with modern amenities such as HDTVs and free WiFi to ensure a comfortable stay. Whether you choose a spacious suite or a cozy standard room, we have accommodations to fit every budget.

La Jolla Resort is an iconic lodging institution located at 82216 Overseas Highway in Islamorada, Florida, United States. Known for its "Old Florida" charm, the resort offers a front-row seat for stunning sunsets over the Florida Keys. Situated in the heart of the Purple Isle, guests are just moments away from all the island has to offer. Complimentary activities such as kayaking, biking, and fishing are available for the whole family to enjoy. The resort's multi-bedroom bayfront lodges offer modern luxury in a laid-back setting, perfect for families or groups. With Islamorada's unique beauty and wide-ranging attractions, La Jolla Resort is the perfect destination for a memorable Florida Keys getaway.