Luxury Hotels & Resorts in Islamorada from AU$288

Islamoradaand its attractions for luxury travelers

Islamorada, often referred to as the ‘Sportfishing Capital of the World,’ offers an enticing blend of adventure and luxury for discerning travellers. For those inclined towards aquatic pursuits, a private charter fishing excursion can yield not only a trophy catch but also a taste of the local marine life. The stunning waters provide ideal conditions for snorkelling and diving, with the nearby Pennekamp Coral Reef State Park showcasing a kaleidoscope of vibrant corals and tropical fish. Land-based activities are equally appealing; exploring the lush trails of the Indian Key Historic State Park allows for a peaceful retreat into nature, offering stunning views and a chance to encounter exotic wildlife. For a taste of local culture, the Morada Way Arts and Cultural District hosts monthly art walks, where travelers can mingle with local artists while enjoying gourmet bites and fine wines. As for accommodation, the luxurious Cheeca Lodge & Spa stands out with its private beach, world-class spa, and exquisite dining options, creating a perfect base for relaxation after a day of exploration. The experience of unwinding in a beautifully appointed room, complete with ocean views, while enjoying attentive service, ensures that every moment spent in Islamorada feels both special and rejuvenating.

Find the best luxury hotels and resorts in Islamorada

For those seeking a luxurious escape in the picturesque setting of Islamorada, Florida, these hotels offer a blend of opulence and comfort. Each hotel provides a unique experience with top-tier amenities designed for discerning travellers.

Chesapeake Beach Resort

• Why it's great for a luxury retreat: Chesapeake Beach Resort is an exquisite choice for luxury travellers, with a glowing review rating of 9.2. With designer toiletries and resort views, travelers can truly indulge in a relaxing experience. The private beach access and attentive concierge service ensure a personalised stay that caters to all your needs.
• Other amenities: Guests can enjoy an outdoor pool for leisurely afternoons, complimentary breakfast to start the day right, and a variety of water activities, including boat tours and snorkeling nearby. The resort features air conditioning for comfort, a patio for serene outdoor moments, and beach towels for those sunny days by the shore. Enjoy ocean views from select rooms and other conveniences like a kitchenette and daily housekeeping.
• Neighborhood: Matecumbe
• Nearby attractions: History of Diving Museum - 0.9 km, Theater of the Sea - 1.7 km, Windley Key Fossil Reef Geological State Park - 1.8 km

Cheeca Lodge & Spa

• Why it's great for a luxury retreat: Cheeca Lodge & Spa stands out as a premier luxury destination with a remarkable review rating of 9.2. This resort offers a beachfront dining experience, a private hot tub, and 24-hour room service, providing travelers with the ultimate in relaxation and indulgence. The exquisite attention to detail, from premium bedding to designer toiletries, is perfect for luxury seekers.
• Other amenities: In addition to its luxurious accommodations, travelers can enjoy on-site tennis courts, a full-service spa with treatment rooms for massages, and recreational activities such as golf and kayaking. The resort also offers evening entertainment, a poolside bar for refreshing drinks, and a concierge service to assist with planning memorable experiences. The stunning resort structure and lush surroundings create an inviting atmosphere for relaxation and rejuvenation.
• Neighborhood: Matecumbe
• Nearby attractions: Matecumbe United Methodist Church - 0.1 km, Florida Keys Brewing Co. - 0.4 km, MoradaWay Arts & Cultural District - 0.6 km

Islander Resort

• Why it's great for a luxury retreat: With a stellar review rating of 9.2, Islander Resort is a top choice for luxury travellers looking for a beachfront paradise. This resort offers premium bedding, bathrobes, and champagne service, ensuring a lavish experience. Guests can enjoy the private beach access and the relaxing ambiance that complements the serene surroundings of Islamorada.
• Other amenities: The resort features a restaurant with ocean views, evening entertainment for a vibrant nightlife experience, and a poolside bar for leisurely afternoons. Additional luxuries include a concierge service, beach sun loungers, and cabanas for ultimate relaxation. Guests can also take advantage of on-site water sports equipment, including kayaking and snorkeling, as well as complimentary beach towels and a fitness centre for those who wish to stay active.
• Neighborhood: Matecumbe
• Nearby attractions: Matecumbe United Methodist Church - 0.9 km, Keys History & Discovery Center - 0.1 km, Islamorada Brewery & Distillery - 0.8 km

Amara Cay Resort

• Why it's great for a luxury retreat: Amara Cay Resort offers a luxurious retreat with an excellent review rating of 8.8. This resort is designed for those who appreciate elegance, featuring an upscale beachfront restaurant and premium bedding in every room. Guests can unwind in the private beach area and enjoy in-room massages for added indulgence.
• Other amenities: The resort's additional offerings include a poolside bar, a terrace for scenic views, and complimentary beach towels for a day in the sun. Guests can participate in on-site activities like kayaking and scuba diving, and enjoy the convenience of a fully equipped kitchen in select suites. With air conditioning and Egyptian cotton sheets, comfort is paramount throughout the stay.
• 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

La Siesta Resort & Villas

• Why it's great for a luxury retreat: La Siesta Resort & Villas is an idyllic luxury destination with a review rating of 8.6, perfect for discerning travellers. The resort features premium bedding, designer toiletries, and a private beach site, ensuring travelers experience the height of comfort and relaxation.
• Other amenities: Guests can enjoy a poolside bar, complimentary beach towels, and an outdoor pool for leisurely dips. The resort also offers convenient laundry facilities, self-parking, and easy access to nearby golf courses. With a kitchenette in select rooms and daily housekeeping, every need is catered to for a seamless stay. Additionally, the resort provides an electric car charging station and a range of activities, including kayaking and snorkeling.
• Neighborhood: Matecumbe
• Nearby attractions: Bud n' Mary's Dive Center - 0.9 km, Indian Key Historic State Park - 0.5 km, Hurricane Monument - 1.7 km