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Slide the full-height glass wall back at Villa Portón and the living room and the pool become one room — lawn past the loungers, parasol at the far end. Four bedrooms sleep eight in a modern Barranca villa, with an included cook handling all the meal...

Twelve guests settle into Villa Le Blanc by sundown the first night, and the pool pavilion is where everyone gathers. The villa sits on a Dye Fore fairway plot in Las Palmas, with the Casa de Campo Marina close enough to walk back from dinner. Six be...

Walk to the first tee of Teeth of the Dog from Golf Villa 8 and you pass the Pro Shop on the way. The Links is the same short loop in the other direction, with the Hotel and Spa between them. Three bedrooms across two levels sleep six. The fit: a fou...

Walk down to the sand at Casa Blue with a towel under your arm. Minitas is a short walk from the front door. Four bedrooms sleep eight in a Los Limones villa, with an included cook handling all the meals. The fit: a family who'll move between the bea...

At Villa Las Ramas, twelve people sit down at the same long indoor table, ferns running between the place settings. The single-level house sits in El Batey, a short cart ride from the Marina and a slightly longer one to Altos de Chavón. Six bedrooms...

Walk through Villa Sky's amber-lit entrance corridor and the open pavilion comes into view. The pool sits past it, a vertical garden wall running along one side. The villa is in Los Lagos a short walk from Minitas Beach. Five bedrooms sleep ten, with...

At Casa Ceiba the centenary Ceiba tree rises above the terracotta roof and shades the back lawn through the day. Four bedrooms sleep eight in a Barranca villa, with an included cook handling all the meals. The fit: a family or friend group of eight w...

Pull a chair onto the covered terrace in the morning and the fairway runs past the back garden. La Brisa is a contemporary villa in Vistamar built for a multi-generational group of twelve across six bedrooms, with an included cook handling all the me...

At Villa Uchi the back garden opens straight onto the 11th fairway of The Links, the cart path a few steps past the lawn. Three bedrooms sleep six in a single-story villa in Golf Villas V Phase, with an included cook handling all the meals. The fit:...

Take the cart from Casa Adri to the Racquet Center and the courts are a few minutes up the lane. Four bedrooms sleep eight in a two-story Barranca villa, with an included cook handling all the meals. The fit: a tennis week with partners along, a fami...

Watch the youngest kids run barefoot across the lawn toward the cliff edge and stop a long way short of the rocks. Casa Aguila sits at the end of Punta Águila, the resort's southwestern cliff promontory — open Caribbean on three sides and no neighbou...

At Minitas Garden, two of you can be out the front door and onto Minitas Beach before the rest of the group has finished breakfast. The villa sits in Jardín Minitas, the residential pocket directly behind the beach, with the beach access road right a...

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...

Send the kids out to the play park behind the pool and pour drinks on the terrace. Casa BO is the modern villa that holds a multi-generation group without anyone tripping over each other. The villa sits at the end of a quiet road in El Ingenio, with...

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...