Hotel Caesar Augustus, Capri Capri, Italy

No. of Units: 55 
Price: $$$

Perched 1,000 feet above the Bay of Naples, a perfect-scoring location, this former Russian prince’s mansion has “amazing views from anywhere on the well-maintained grounds.” It’s a five-minute walk from Anacapri’s town center, where shops sell local pottery, made-to-measure sandals, and Capri’s limoncello liqueur, using the island’s lemons. All perfect-scoring rooms have down duvets, linen sheets, marble bathrooms with double sinks, and private balconies, but for a sense of grandeur, get one of the five specialty suites—the Caesar has arches, columns, and a bust of Augustus himself. The bi-level infinity pool “seems to drop into the sea. What a stunning sight.”