A restored historic palazzo on the main street of the small hilltop village of Montisi, this holiday home sits squarely within the Val d'Orcia UNESCO landscape – cypress hills and honey-stone villages all around. Original frescoes and five en-suite bedrooms, each with its own distinct character and countryside or village views, give the place a sense of depth that's hard to manufacture. The private roof garden, shaded by a pergola and fig trees in season, is where long alfresco dinners naturally end up. A second-floor reading room, working fireplace, and the village bakery and wine bar just outside the front door take care of everything else.

• Your host can help arrange a personal chef, cooking classes, massages, yoga classes, truffle hunting, winery visits and more for an additional fee.Cost on request