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Roll up the drive to Casa Aurea and three gables under terracotta tile sit above the trees. The villa sits in Riomar on the west bluff of the Chavón River, with Altos de Chavón a short cart ride south and the Marina a slightly longer one north. Six b...

Walk out the back of La Plage onto your own sand on Minitas Bay, Catalina Island on the horizon and kayaks already on the beach. Nine bedrooms sleep twenty in a beachfront compound in Punta Minitas, with an included cook handling the meals. The fit:...

Step through the front door at Villa Volcán and a single palm tree stands inside the house, growing out of a square pool of green tile under an open skylight. Set on one level in El Ingenio, the villa sits at the edge of a wide fairway, with mature p...

Set the table outside at Hacienda Mallet and pour the drinks yourselves — the trip where gatherings happen at home, not at a restaurant. Four bedrooms sleep eight in a hacienda estate in Vistamar, with an included cook handling the meals. The fit: a...

Step through Villa Solara's gallery hallway and the villa opens out to a long green-tile pool. The villa sits inside Barranca, an interior pocket of the resort with the Racquet Center a short cart ride up the road, so a tennis or paddle morning fits...

Step off the back patio onto your own private beach before anyone else is up. Casa Caleton sits in Caleton, the resort's quieter western pocket, on a cove the resort keeps private to the villa. Twelve bedrooms with three master bedrooms facing the ma...

Set the table outside under the striped canopy and the country-club fairway runs out to the 17th green just past the pool. Cerezas Modern sits in Las Cerezas, a quiet inland pocket of Casa de Campo, with five bedrooms on a single level for ten guests...

Walk through the garden in the morning and Minitas Bay opens at the bottom, a wooden pier running into the water. Casa Bahia Azul sits directly on the bay in Punta Minitas, a strip of resort coastline where the beach starts at the foot of the propert...

Step out the back door at Tropical Modern and the lawn opens onto a fairway with no fence between — the kind of garden where two families can take the same week off and stop crowding each other. The villa is set in Los Naranjos, one of the quieter ne...

Walk to The Marina in flip-flops, eat dinner with the kids in tow, and be back at the villa before anyone gets tired. La Sultana sits in Bahía Chavón on the lagoon's north shore — a Balinese pavilion estate built for two families or a multi-generatio...

Pull on the towel, follow the garden path past the palms, and the cove opens out a few steps from your living room. Villa Miramar sits on its own private stretch of Caribbean sand in Punta Águila, a quieter pocket on the resort's western coast where...

At Villa Agua, you arrive across a travertine path that floats over a shallow reflecting pond, palms standing in the water on either side. This is a five-bedroom contemporary family villa set into the Barranca hillside, with sea views from the upper...

Wade out to the floating wooden island in the middle of the pool and stretch out, the rest of the group on the long deck and the slatted pavilion already filling up behind you. Casa Batey sits in El Batey, the resort's quieter residential pocket betw...

Pour the first round of drinks at sundown and the 8th fairway of Dye Fore is right there past the lawn, with the Caribbean a thin blue line beyond. La Florentina is a brand-new six-bedroom estate in Rio Arriba. It sleeps twelve across six suites, wit...

Walk out to the back lawn at La Menina and the Caribbean Sea sits in front of you, the fairways of Teeth of the Dog visible to the side. It's the rare oceanfront villa where guests see both from the same lounger. Set on a Costamar bluff above the sou...