Family villas in the Val d'Orcia, with room for all
The Val d'Orcia gives families a Tuscany without crowds. Towns are small, parking is simple, and one day can hold a fortress, a gelato and a swim without feeling rushed. Montalcino's fortress has ramparts children can climb, Pienza can be crossed in 10 minutes, and in the woods of Monte Amiata, to the south, summer days are cooler than on the open hills.
Every one of the 39 villas below has at least three bedrooms and a pool or family equipment. An 800 year old village on the Via Francigena has been restored as one private estate of five houses around its own piazza, so cousins can each have a house and meet in the square; a crenellated medieval tower stands on a private 40 acre estate bordered by protected forest; and near Sarteano a hilltop farmhouse has a 16 m solar heated infinity pool.
At a glance
- 39 private villas
- From 4 to 22 bedrooms
- Up to 22 guests in one villa
- 39 with a private pool
- 13 with a cook or staff
- Availability and price on request, reply within one working day
The 14th century fortress of Montalcino has walkways along its walls, with views over the whole valley: a short visit children remember.
At Bagni San Filippo and below Bagno Vignoni, warm spring water runs in the open. Children love paddling, though the rocks can be slippery.
Distances look small on the map, but roads wind. Plan one visit a day and keep the afternoons for the pool.
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 39 villas
Positions are approximate: the exact address is shared once your stay is confirmed.
Questions before you choose
Are the villas far from shops and doctors?
Each listing shows the location. Villages across the valley have pharmacies and grocers, larger supermarkets are in towns such as Montepulciano, and Siena has the main hospital.
What is the best time for a family holiday here?
June and early September offer warm pool days without the peak heat of late July. Easter and the October half term are lovely for walking, though pools usually open only from May to October.
How does the booking process work?
Add up to five villas to one request with your dates and the ages of the children. We check availability and price with the owners and reply within one working day. Summer weeks run Saturday to Saturday.
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