10 Best Venues for up to 50 people

Villa MontanareNear CortonaUp to ~50 guests. Very intimate, rustic-chic, beautiful gardens & landscape with olive groves and classic Tuscan views.

Tenuta TorcianoSan Gimignano areaOutdoors ~200, indoors up to ~50. The wine cellar and gardens are lovely; you get vineyard views and pretty surroundings.

Villa Il NocetoNear Chiusdino / San Galgano Abbey (Siena area)Seats ~60, sleeps ~18. Very secluded, charming villa + gardens. Good for intimate.

Villa BaroncinoTuscany (hilltop estate)Up to ~50 sleeping guests; good rooms, scenic setting, rustic but elegant.

La Collegiata / Borgo StomennanoSiena areaUp to ~34 sleeping guests, with outdoor areas & terraces. Rustic/tuscan village style, very intimate.

Castello La LecciaChianti regionUp to ~34 sleeping, very picturesque. Castle-style venue, nice backdrop.

Le FontiChianti hills, near FlorenceAround 50 guests; restored village/apartment complex, vineyards + olive groves, peaceful setting.

Il Frantoio + La SelvaClose to Florence~46 guests. Two villas on same estate; nice countryside estates, good for combining indoor/outdoor spaces.

Il Frantoio (single villa)Same estate near FlorenceGood option for very intimate groups / back-ups indoors in bad weather; flexible.

FollonicoHeart of Tuscany countrysidePerfect for very small weddings (~30 guests), gardens, olive groves, atmospheric. Great for rustic, natural.