Perhaps it’s to celebrate the country’s craft heritage, which has been passed down for generations. Or to explore the merits of its multitudinous pasta shapes and grape varietals (around 500 each, if you can believe). The natural landscapes are so mind-bogglingly beautiful they tend to invite clichés, and the country’s landmarks—from Rome’s Colosseum to Florence’s Ponte Vecchio—manage to awe and inspire even the most jaded travelers among us.
Suffice it to say, it is always a good time to visit Italy. Vogue’s Guide to the Best Airbnbs in Italy For Aromatic Gardens: Trullo in Fasano, from $1,115 per night For Canalside Living: Zattere Luxury in Venice, from $570 per night For Easy Beach Access: Private View on Amalfi Coast, from $1,690 per night For Art History Buffs: Torre Quattro Venti in Capri, from $1,624 per night For Prime Sightseeing: Luxury Terrace in Rome, from $1,549 per night For an Island Escape: Stairway to Heaven in Alicudi, from $171 per night For 1400s-era Frescoes: Charming Large Apartment in Genoa, from $261 per night If you’re itching to plan a dolce vita getaway, start by perusing the compelling vacation rentals below to pick out a home base. We’ve scoured listings in the country’s most breathtaking regions—from a Sardinian home with a sea access staircase built into the rocks, to a 1700s-era apartment nestled in the old Sicilian town of Modica.
Or perhaps you’re in need of isolation? We found a home in a car-free, medieval village in the hills of Tuscany. Whatever your pursuit, the 25 Airbnbs below deliver in spades.
Cipressini This 17th-century stone farmhouse, part of a larger, four-hectare property, sits in the heart of Chianti Classico on a landscape dotted with olive trees and centuries-old oaks. There’s a fireplace for snuggling up inside, and a sprawling garden and swimming pool for afternoons enjoyed outdoors. When you’re ready to explore the region, buzzy destinations like Siena and Florence are easily reached by car.
Rooms: 1 bedroom, 1 bathroom Amenities: Washer, central AC, wood-burning fireplace, central heating, backyard, outdoor dining area, BBQ, sun loungers, pool, free parking Highlight: The swimming pool and sun loungers are surrounded by rolling vineyards. Location: Chianti Casa Tellina Within a 1920s Liberty-style building on a hill behind Corso Vittorio Emanuele, this peaceful apartment gives you a chance to see a sleepier side of Naples. Guests enjoy sweeping views of the sea and Capri, but can also hop out to the Petraio stairway, where nearby shops and restaurants await.
The eclectic interiors reflect the owners penchant for design, while period details like high ceilings and original windows give it an authentic touch. Rooms: 2 bedrooms, 1.5 bathrooms Amenities: Washer, AC, heating, balcony Highlight: The area is well-regarded for food, with delis, fruit and vegetable shops, a bakery, and a local fish shop all close by. Location: Naples Casa Tudor Art If you’ve checked off Italy’s heavy-hitters and want to venture somewhere lesser-known, consider the ancient city of Matera.
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