€73,623.60 for 1 Night


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€73,623.60/ Night


24/7 Support
Looking for help choosing or for a property we don't list? Message our Private Rates Concierge on WhatsApp for member rates and insider knowledge on the right stay
A fifteenth-century villa built by the Machiavelli family near Florence, for exclusive hire — ten suites, indoor and outdoor pools, a spa and a private chef in the Chianti vines.
Check in from 14:00; check out before 12:00.




€73,623.60 for 1 Night

Location
Address: Via Imprunetana, Impruneta, Italy
The villa sits on a hill near San Casciano Val di Pesa, about 20 minutes south of Florence and its airport, with Siena around an hour and San Gimignano and the Chianti wine towns close by. A car or arranged transfers are essential; the estate is private and reached by its own drive.
20 minutes’ drive from Florence
250m
Last Updated: 2026-06-09

Expert Review
Origins
Villa Machiavelli carries one of the great names of the Italian Renaissance, and the building lives up to it. It was built in the fifteenth century for the Machiavelli family on a hill south of Florence, in what is now the heart of Chianti Classico, and its pedigree is the stuff of the period: the family was important enough, and the architects good enough, that the original plans for enlarging the villa — a grander palace and a new wing, drawn by Giorgio Vasari the Younger — are preserved to this day in the Uffizi. Tradition holds that Michelangelo himself had a hand in the design.
The literary history is closer still. Niccolò Machiavelli wrote The Prince during his exile at the adjoining Albergaccio, the modest inn linked to the main house, where he spent his days tending the fields and his evenings, as he famously wrote, changing into court dress to "converse with the ancients" over his books. A later owner, Filippo Mazzei, was a physician and political thinker close enough to Thomas Jefferson that his words are said to echo in the American Declaration of Independence. Few villas anywhere carry a guest list like it.
Today the villa is restored as a single exclusive-hire house, its frescoes and marble brought back and set against opulent contemporary comfort. Ten individually designed suites spread over two floors, each opening to terraces with views across the vineyards to Florence and the dome of the Duomo; the Machiavelli master suite has a marble jacuzzi, the bathrooms run to rare marbles, and a piano salon and frescoed dining terrace hold the entertaining rooms. Indoor and outdoor pools, a spa and a gym fill the grounds, a private chef cooks the Tuscan week, and the whole estate — vineyards, olive groves, sculpture gardens — belongs, for the length of a stay, to one party alone.
Top Secret
The frescoed terrace is the place the villa was built around — laid for al-fresco dinners cooked by the private chef, with Florence and the Duomo on the skyline as the light goes. Ask the chef for a cooking class built around the estate's own oil and the Chianti Classico from the surrounding vines, and time a stay for the autumn harvest when the hills turn.

The Review
Villa Machiavelli is a rare thing: a genuinely historic Renaissance villa, built by one of Florence's most famous families, available to take whole. It stands on a hill some twenty minutes south of Florence in the Chianti Classico vineyards, and its provenance is real rather than borrowed — the Machiavelli family built it in the fifteenth century, Vasari's nephew drew plans for it now kept in the Uffizi, and Niccolò Machiavelli wrote The Prince at the inn attached to the house.
What that history translates to, for a group taking the villa, is ten individually designed suites over two floors, each with restored frescoes, rare-marble bathrooms and terraces looking across the vines to the Duomo. The entertaining rooms — a piano salon, a formal dining room, a frescoed terrace for dinners under the stars — are built for the kind of gathering the setting invites, and the practicalities are handled: a butler, daily housekeeping and breakfast come with the house, a private chef cooks on request, and there are indoor and outdoor pools, a spa with sauna and steam, and a gym.
It suits a family or a party of friends who want Tuscany at its grandest and most private — exclusive use for up to twenty-two, a week at a time, with Florence close enough to dip into and Siena, San Gimignano and the Chianti wine estates within easy reach. This is not a hotel but a house with five centuries of history, taken over entire: the Renaissance as a place to actually stay, with a pool and a chef and the Duomo on the horizon.