An old sea captain’s house, this mansion of a villa sits in the postcard-perfect town of Oia. This is perhaps Santorini’s most photogenic town, where the classic blue-domed buildings cascade down the hillside towards the sea. Streets here are packed with luxury boutiques and fine dining restaurants with caldera views. Head back to your villa for a front-row seat to Santorini’s famous sunsets over the Aegean Sea. The balustraded terrace feels as though it’s suspended above the ocean, jutting out from the hillside. Recline on a lounger, or settle into lavish outdoor lounges and watch the boats drift by below. Or, spend the day soaking in the Jacuzzi on the shaded lower terrace. Breakfast is included and can be taken outdoors at the long dining table, with a side helping of caldera views. Inside, rooms with traditional vaulted ceilings and white-stone walls are made grand with gilded mirrors and billowing white curtains. Hand-carved furnishings feel fit for a 19th-century sea captain in the sunny living room and you can picture him poring over navigation charts at the antique desk in the office area. Barrel-vaulted bedrooms are a nod to island traditional architecture and thick stone walls keep things blissfully cool come bedtime. Home truths: *A complimentary breakfast is included *Housekeeping and linen change is daily and guests have access to a 24-hour concierge service *Your host will meet you in Oia main square to assist you with luggage, and airport transfers can be arranged for an additional fee *Your host can provide a cot for infants, just ask *There is no parking with this villa and Oia is largely car-free, but your host can transport for you if needed *One guest can be accommodated on the sofa bed in the living room