Tuscany has long captured the hearts of those who seek more than just a holiday, it offers a rhythm, a sensuality, a sense of permanence. From the hilltop hamlets of Val d’Orcia to the sun-warmed vineyards of Chianti, this region is a celebration of timeless Italian living. For the discerning traveller, staying in one of Tuscany’s most beautiful villas is not just a luxury, it is a way of belonging to the landscape, even if only for a few days. We’ve curated a selection of villas that elevate the notion of “home away from home” into an art form.
Villa Bellaria, Val d’Orcia
Best for: Absolute seclusion with cinematic views
Tucked among rolling hills between Pienza and Montepulciano, this 17th-century stone farmhouse is everything you’d expect from a film set—but lived in. Lavender paths lead to an infinity pool that dissolves into golden fields. Interiors are dressed in hand-washed linens, travertine bathrooms, and curated antiques. A private chef can be arranged for long alfresco dinners under a pergola that filters the warm Tuscan light. It is a villa for those who crave silence and sun.
Casa di Luce, Chianti Classico
Best for: Modern design meets Renaissance countryside
A bold departure from rustic cliché, this contemporary villa sits in a private vineyard just outside Greve. Floor-to-ceiling glass walls allow nature in, while the interiors boast Carrara marble, mid-century Italian furniture, and a wine cellar built directly into the stone. There’s a yoga deck suspended over olive trees, and a helipad should Florence be calling. Ideal for design-conscious travellers who refuse to compromise on nature or architecture.
Villa Albinoni, Montalcino
Best for: Wine lovers and long lunches
In the heart of Brunello territory, Villa Albinoni is part of a working winery with full access to private tastings, vineyard tours, and cooking classes. The villa itself is a restored palazzina with frescoed ceilings, a piano nobile, and a library overlooking the valley. It’s ideal for families or groups of friends looking to immerse themselves in the flavours of Tuscany without leaving their grounds.
Borgo San Pietro, Cortona Hills
Best for: A boutique hotel experience in villa form
Once a medieval hamlet, Borgo San Pietro has been transformed into a luxury residence with multiple suites, a chapel, a private chef, and even its own spa. Set above Cortona, with cinematic views over the Val di Chiana, it’s the kind of place that turns a gathering into a story. Whether it’s a birthday or simply “just because,” this is where you come to make memories that will echo for decades.
La Quiete, Near San Gimignano
Best for: Romantic isolation and Tuscan light
This ivy-covered estate with its aged shutters and soft stone walls seems to hum in harmony with the land. Just 15 minutes from the medieval towers of San Gimignano, the villa offers olive groves, a saltwater pool, and a pergola draped in wisteria. Evenings here begin with golden hour cocktails and end with silence broken only by cicadas.
FAQ
When is the best time to rent a villa in Tuscany?
Late May to early October offers the most pleasant weather, with September being ideal for wine lovers and harvest season.
Are these villas available for short stays or only weekly rentals?
Most require weekly bookings, but shoulder seasons may allow for shorter stays upon request.
Can luxury.it assist with villa bookings and extras?
Yes, our concierge team can arrange everything from private chefs to guided vineyard experiences.