Overview

Built for the way families truly vacation, these expansive villas offer more than 3,100 square feet of thoughtfully designed living space—where comfort, privacy, and effortless style come together. Three en-suite king bedrooms provide a refined retreat for adults, while a dedicated bunk room gives younger guests a space that feels entirely their own.

At the heart of the home, a full kitchen and inviting dining area flow seamlessly into a ground-floor loggia, creating a relaxed, residential atmosphere that encourages lingering meals, easy mornings, and unhurried evenings.

Villa Highlights~

• Expansive four-bedroom villa, including a bunk room
• Private balcony
• Elegant coastal décor with high-end furnishings
• Open-concept living and dining areas
• Fully equipped gourmet kitchen with premium appliances
• Flat-screen TVs
• Cable programming
• Elevator (in 2 villas | on request)
• Two-car garage

The Islands of Islamorada~

Gracefully set along the turquoise waters of the Florida Keys, the Islands of Islamorada is a secluded oceanfront sanctuary where refined luxury meets the natural beauty of island life. Designed as an intimate, resort-style enclave, the property is framed by lush tropical landscaping, serene water views, and an atmosphere of effortless sophistication.

Guests are invited to experience a curated collection of upscale amenities created for both leisure and indulgence. An oceanfront tiki bar offers handcrafted cocktails in a relaxed yet elegant setting, while two resort-style pools provide tranquil spaces for sun-drenched afternoons. The private beach delivers a sense of rare seclusion, with soft sands and sweeping ocean views that invite moments of quiet reflection.

Resort Amenities~

• Tranquil private beach
• Private marina with boat slips
• Oceanfront bar
• Fitness facility
• Two sparkling swimming pools
• Jacuzzi
• Watersports
• Pickleball courts
• Oceanside golf tee
• Games (horseshoes, corn hole, ladder ball, board games)
• Playground
• Grill stations
• Two fire pits
• Parking

Dining~

Dining at The Islands of Islamorada is a relaxed yet refined experience, inspired by the flavors, freshness, and unhurried rhythm of the Florida Keys. At the heart of the property, the oceanfront tiki bar offers a casual, open-air setting where handcrafted cocktails and light fare are served just steps from the water. In addition, an on-site chef can prepare an array of breakfast and lunch selections to enjoy in-room.  With panoramic ocean views and warm island breezes, it’s the perfect place to linger from sunlit afternoons into golden-hour evenings.

Beyond the resort, Islamorada is celebrated as the culinary capital of the Florida Keys, offering an exceptional collection of waterfront restaurants, fresh seafood experiences, and chef-driven dining just moments away. Guests can savor locally inspired cuisine featuring freshly caught fish, tropical ingredients, and globally influenced flavors—all served in settings that range from elegant and intimate to relaxed and lively.

Resort Marina~

The Islands of Islamorada Marina offers seamless dockage for guests arriving by boat, providing a convenient and secure option for those bringing their own vessels. The on-site manager is available to assist with coordinating dock space, ensuring a smooth arrival and effortless stay on the water.

For guests eager to explore the legendary waters of the Florida Keys, private flats fishing boats can be arranged for the duration of your visit. Venture into pristine backcountry flats, crystal-clear channels, and world-renowned fishing grounds, where unforgettable days unfold amid stunning natural beauty. Whether you’re navigating at sunrise or returning at dusk, the marina serves as your gateway to an elevated island boating experience.

Poolside~

The two oceanfront pools and spa provide an elegant setting for relaxation and refined family enjoyment. Take in sweeping ocean views as you swim, unwind on expansive sun decks, or indulge in the soothing warmth of the hot tub. Thoughtfully designed with both serenity and sophistication in mind, each space offers a seamless blend of comfort, beauty, and island tranquility.

Watersports~

Discover an elevated world of aquatic adventure at The Islands of Islamorada, where the turquoise waters of the Florida Keys become your playground. Set out by kayak or paddleboard and glide effortlessly across crystal-clear seas, exploring the vibrant shoreline at your own pace. For those drawn to the exhilaration of the open water, Hobie Cat sailing offers a thrilling yet graceful way to harness the ocean breeze.

Wellness~

Fitness Center: Stay energized at the Ocean House 24-hour fitness center, where maintaining your routine is seamless—even while on island time. The fully equipped gym features state-of-the-art cardio machines, modern strength-training equipment, and a full selection of free weights. Thoughtfully designed to support workouts of every level, the space allows you to train at your own pace while enjoying the balance of wellness and relaxation in the Florida Keys.

Yoga Classes: As the sun rises, join us for a rejuvenating experience designed to awaken both body and mind. The experienced instructors guide you through a graceful flow of poses and mindful breathing, thoughtfully curated for all levels. Surrounded by breathtaking scenery and the calming rhythms of nature, each session offers a moment of balance, clarity, and renewal to begin your day.

Pickleball: Whether you’re a seasoned player or discovering the game for the first time, these impeccably maintained facilities and breathtaking surroundings create an exceptional setting for both spirited competition and effortless connection. Enjoy an engaging match with friends or fellow guests, where every rally is elevated by the energy of the game and the beauty of the natural landscape that surrounds you.