5 Caribbean and Florida Waterfront Homes with Resort-Style Living

Along the water’s edge in Saint John, Double Vision is a unique masonry residence paired with a private studio cottage, both oriented to capture bi-directional water views. The home’s inverted design places three bedrooms on the ground floor, while the great room sits upstairs to maximize panoramic outlooks to the southeast and northwest. Vaulted ceilings lend volume to the main living space, complemented by a well-laid-out kitchen finished with custom mahogany cabinetry and quartz countertops. Outdoor living is thoughtfully layered: a covered wraparound porch spans the upper level, and a large covered porch off the lower bedroom wing faces Coral Harbor. Set behind a gated entry with a fenced-in property and beautiful gardens, the separate studio masonry cottage—complete with its own gate—offers privacy and flexibility for a caretaker or long- or short-term tenant, all within a calm waterfront setting.

Along the oceanfront in Hollywood, this residence at Ocean Palms offers a thoughtful balance of scale and privacy within one of the area’s premier buildings. The layout is notably spacious, with three bedrooms arranged for comfort and autonomy—each with its own en-suite bathroom—creating an easy rhythm for daily life and visiting guests alike. A separate powder room adds welcome flexibility for entertaining, keeping private spaces comfortably distinct. Beautifully designed throughout, the home reads as composed and intentional, with room to spread out, gather, and retreat. Life here feels centered on the simplicity of an oceanfront address, paired with the ease of a well-planned interior that supports both quiet mornings and relaxed evenings.

Within one of Palmas del Mar’s gated communities, Harbour Lights 76 reads as a private retreat designed for a calmer pace. Set on a generous 0.51-acre corner lot, the residence balances comfort and functionality with an emphasis on indoor-outdoor living. Approximately 3,000 square feet of living space allows daily routines to unfold with ease, whether you’re settling in full-time, escaping for weekends, or considering the flexibility of a vacation home. Privacy is a defining note here, paired with the practical appeal of modern energy solutions and a layout described as thoughtfully planned. The setting’s sense of seclusion feels especially fitting in this coveted Palmas del Mar enclave, where spacious living and outdoor-focused moments are part of the everyday rhythm.

In the heart of Key Biscayne, this beautifully remodeled 2 BR / 2.5 BA townhouse offers the ease of low-rise living—no elevators, no high-rise routine—paired with the privacy of a townhome. Inside, wood floors and modern appliances keep the interiors clean and current. Step outside to a spacious private patio overlooking the pool, framed by lush tropical landscaping and outfitted with space for a BBQ, making everyday meals feel a little more like a getaway. Private beach access adds a welcome rhythm to mornings and weekends, while restaurants, a supermarket, schools, the beach, and The Ritz-Carlton are all within walking distance. Recent updates include a new roof and an updated electrical panel, with community renovations underway for the clubhouse, pool, tennis, and pickleball courts—setting the scene for an easy, active coastal routine.

Along the water’s edge in Islamorada, this Ocean Harbour condo invites a daily rhythm shaped by Atlantic Ocean views and time on the boat. The luxury three-bedroom, two-bath layout has been thoughtfully redesigned to enhance the primary suite, add a third bedroom, and update both bathrooms, creating a plan that’s as comfortable for quiet mornings as it is for hosting guests. An expanded living area—achieved by enclosing the porch as additional interior space—adds flexibility without sacrificing the connection to the outdoors. Updated appliances streamline everyday life, while hurricane impact glass brings added peace of mind. With boat slip #33 and one covered parking space, the details support an easy, on-the-water lifestyle—where the horizon stays in view and the next outing is always within reach.