The Islands of Islamorada is a place where gentle sunlight, soft breezes, and the endless blues of the Atlantic create the perfect backdrop for time spent with the people who matter most. Thoughtfully designed villas, serene shoreline views, and quiet corners for connection shape an experience that feels both elevated and effortless. Here are a few of the moments and experiences that define a stay at The Islands.
1. Stay Steps from the Ocean
Set along a private stretch of coastline, The Islands features 22 four-bedroom villas and eight one-bedroom suites, each just steps from the water. Open and airy, every accommodation is shaped by natural light and coastal color. Spacious floor plans offer room for families and friends to gather, while private bedrooms and outdoor living areas allow guests to unwind at their own pace. It is oceanfront living that feels calm, restorative, and unmistakably Keys.
2. A Setting That Feels Worlds Away
Situated on Islamorada’s Upper Matecumbe Key, The Islands offers an ideal balance of seclusion and accessibility. Guests arrive by car or boat to a peaceful waterfront retreat that is only an hour and a half from Miami yet feels far removed from the pace of everyday life. Here, morning light dances across the Atlantic and evenings settle in with warm breezes and pastel skies.
3. Endless Ways to Be on the Water
Life at The Islands is deeply connected to the water. With 600 feet of private beach, guests enjoy effortless access to paddleboarding, kayaking, snorkeling, and more. Offshore, concierge-planned adventures include boating excursions, deep-sea fishing trips, diving expeditions, and private charters. For those who prefer to take in the view from land, two oceanfront pools, a spa, and our tiki bar offer relaxation with a front-row seat to the sea.
4. Thoughtful Amenities and Locally Inspired Experiences
The Islands brings the feel of a boutique resort to a private villa setting. Enjoy beachside spa services, marshmallow toasts, bike rides, outdoor fitness classes, shaded pickleball courts, and curated island experiences that introduce you to the best of the Florida Keys. Our concierge team connects guests with trusted local partners, ensuring each stay feels personal, effortless, and authentically Islamorada.
5. A Commitment to The Keys
We take pride in protecting the natural beauty and culture of Islamorada. The Islands supports sustainable practices, local businesses, and eco-conscious programming that allow guests to experience the Keys in a meaningful way. From exploring the area’s unique marine ecosystems to embracing the traditions that define island life, we invite guests to discover a destination that is both vibrant and deeply cared for.
