At T+L we’re always dreaming about our next Italian getaway (check out April Europe issue!), and now you can plan your trip for less thanks to Vacationist. Choose between a beachfront villa in Sicily; a terraced retreat along the Amalfi Coast; a grande dame in Capri; and a chic boutique hotel on a side street in Milan. Hotel deals are up 70% off, so start planning now.
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La Plage Resort—up to 29% off
Taormina (Sicily), Italy
"The Beach" resort occupies the triangle of land between the coastal railroad tracks and the bathtub-size bay of Isola Bella, just a taxi ride from the town of Taormina, high on the cliff above. Overhauled in 2010, it is a five-star resort with nine rooms and suites and 52 villas, all with soft, clean white lines and wood and wicker appointments. Enjoy bay views from inside the Italian-Asian Fusion Restaurant, or opt for a romantic table on the terrace. (Sale ends in 2 days.)
Hotel Raito—up to 29% off (top image)
Vietri sul Mare (Amalfi Coast), Italy
Just east of the famous ceramics town of Vietri sul Mare, the Raito's wide tiled terraces and stately eggshell-colored buildings can be seen looming above the Mediterranean amid citrus and olive groves. The hotel makes the most of its location; its three restaurants, two alfresco swimming pools, and spa all have stunning panoramic sea views. So do many of the 77 sleek guest rooms, which are crisply upholstered in white and nautical blue. If you're planning to explore, arrive in your own car—or prepare for a handful of pricey cab rides. (Sale ends in 2 days.)
Hotel Caesar Augustus—up to 25% off
This magnificent old grand dame of a hotel, a Relais & Chateaux property, was recently renovated, and it's now the premier deluxe resort on Capri, with 55 elegant, antiques-filled rooms and suites with sweeping, postcard views over the Bay of Naples. It perches imperiously atop a sheer, thousand-foot cliff that plunges into the glittering waters below. In the evening, you'll enjoy spectacular sunsets from the terrace bar followed by a classic caprese tasting menu at the new La Terrazza di Lucullo restaurant, next to the infinity pool. (Sale ends in 5 days.)
The Gray—up to 71% off
Travelers may lament over The Gray's small rooms and the occasional late-night revelers heading home from the nearby clubs, but true Milano fashion always comes with a bit of an edge. Named after the city's reputation for gray weather, the 21-room Gray is anything but colorless. Bathed in cool mood lighting from its lobby to its showers, the hotel will make you feel like you are walking on to a movie set. Each guest room is slightly different, so be sure to ask upon booking if you'd prefer zebra fabrics, a Turkish steam bath, a suspended bed, or an in-suite Jacuzzi tub in your suite. You'll never be without a travertine marble bathroom with a multihead shower, however, and everyone has access to the Art Deco friezes on the outside of the building. (Sale ends in 5 days.)