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Imerovigli, Santorini, Cyclades
In a neoclassical mansion high on top of this village overlooking the caldera is a rare—though small—full-service hotel of great style. Patrician interiors look traditional, though they're up-to-the-minute in amenities. There's a spa, hammam (a Turkish bath), a good restaurant and should you ever want to emerge, daily wine tastings.
PERANTZADA 1811 ART HOTEL
Odyssea Androutsou Str. Vathy, Ithaca, Ionian Islands
This ahead-of-its-time 1811 Ernst Schiller building has become arty indeed, with an appealing space-age-boho look in the 12 clean-line bedrooms. There's room service instead of a restaurant, but you're in the port, near everything—including the Odyssean sites. There's no beach, though—[Ithaca has none to speak of].