Large villas in Chianti for groups of family and friends
A milestone birthday, a family reunion, a week with the friends you rarely see: these are gatherings that need a house big enough to disappear into and a table long enough for everyone. Chianti is well supplied with both. Its estates were built around extended families and the people who worked the land, so the space is generous, and the wine, cheese and olive oil come from the next field.
All 56 villas below have six bedrooms or more, and the largest reach 20. Three restored houses on a 20 acre hillside below Panzano sleep a group in separate buildings, two of them with heated indoor pools; a 16th century ducal estate above Figline Valdarno has a pool looking over cypress woods to the Apennines; and near Greve four stone houses stand among oak woods and vineyards.
At a glance
- 56 private villas
- From 5 to 20 bedrooms
- Up to 41 guests in one villa
- 56 with a private pool
- 26 with a cook or staff
- Availability and price on request, reply within one working day
Chianti Classico estates are everywhere, and nobody should drive after a tasting. A driver with a minibus lets the whole group go together.
Estates of several houses give each family its own kitchen and front door, while the pool and dinner bring everyone back together.
Paths and white roads link many villages across the hills, so a morning walk between Panzano and Greve needs no car at all.
Choose your villa
Add up to five villas to your list and send one request with your dates: we confirm availability and price with each owner.
Show all 56 villas
Positions are approximate: the exact address is shared once your stay is confirmed.
Questions before you choose
Which airport should a large group use?
Florence is closest, though its short runway limits the routes; Pisa has more international flights and is about 1 hour 30 minutes from central Chianti. Groups often combine both and book minibuses for the transfer.
Can a large villa provide meals for everyone?
Some estates have staff or can arrange a cook, others are self catering. We confirm what each owner offers, from a welcome dinner to daily breakfast, before you choose.
How does the enquiry work?
Pick up to five villas and send one request with your dates and the number of adults and children. We check availability and price with each owner and answer within one working day.
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