
Castiglion del Bosco · 10 guests · 5 bedrooms
From €112,000 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Heated pool · Working vineyard
Rooms: 5 bedrooms · 6 bathrooms
Ten is the size at which a villa starts to feel like an estate: five or six bedrooms, a kitchen a chef can work in, and enough ground that two families are not living in each other's pockets.
34 villas in our Tuscany collection sleep 10 or more, and 33 of them have a private pool. 15 list a heated pool. The largest, Dimora Ghirlandaio Estate, sleeps 37. A private chef can be arranged at every villa.
34 villas

Castiglion del Bosco · 10 guests · 5 bedrooms
From €112,000 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Heated pool · Working vineyard
Rooms: 5 bedrooms · 6 bathrooms

Castelfalfi · 10 guests · 5 bedrooms
From €126,000 / week
Heated pool · Working vineyard
Rooms: 5 bedrooms · 5 bathrooms

Castiglion del Bosco · 10 guests · 5 bedrooms
From €101,500 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Heated pool · Tennis court
Rooms: 5 bedrooms · 6 bathrooms

Chianti · 10 guests · 5 bedrooms
From €6,699 / week
Panoramic view · Olive grove
Rooms: 5 bedrooms · 5 bathrooms

Castiglion del Bosco · 11 guests · 6 bedrooms
From €108,500 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Heated pool · Panoramic view
Rooms: 6 bedrooms · 6 bathrooms

Montepulciano · 12 guests · 6 bedrooms
From €13,125 / week
Spa · Infinity pool
Rooms: 6 bedrooms · 6 bathrooms

Castiglion del Bosco · 12 guests · 6 bedrooms
From €91,000 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Spa · Heated pool
Rooms: 6 bedrooms · 6 bathrooms

Cortona · 12 guests · 7 bedrooms
From €20,700 / week
Infinity pool · Heated pool
Rooms: 7 bedrooms · 6 bathrooms · Private chef

Castiglion del Bosco · 12 guests · 6 bedrooms
From €91,000 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Heated pool · Tennis court
Rooms: 6 bedrooms · 6 bathrooms

Chianti · 12 guests · 6 bedrooms
From €9,500 / week
Spa · Heated pool
Rooms: 6 bedrooms · 5 bathrooms

Arezzo · 12 guests · 6 bedrooms
From €4,570 / week
Heated pool · Panoramic view
Rooms: 6 bedrooms · 5 bathrooms

Chianti · 12 guests · 6 bedrooms
From €8,000 / week
Gym · Panoramic view
Rooms: 6 bedrooms · 6 bathrooms

Val d'Orcia · 12 guests · 6 bedrooms
From €7,875 / week
Infinity pool · Pizza oven
Rooms: 6 bedrooms · 6 bathrooms

Val d'Orcia · 12 guests · 6 bedrooms
From €14,150 / week
Heated pool · Gym
Rooms: 6 bedrooms · 6 bathrooms

Chianti · 13 guests · 7 bedrooms
From €8,500 / week
Heated pool · Wine cellar
Rooms: 7 bedrooms · 7 bathrooms · Private chef

Lucca & Garfagnana · 14 guests · 7 bedrooms
From €15,000 / week
Private chef · Frescoed interiors
Rooms: 7 bedrooms · 7 bathrooms · Fully staffed

Chianti · 14 guests · 7 bedrooms
From €7,810 / week
Spa · Infinity pool
Rooms: 7 bedrooms · 7 bathrooms

Lucca & Garfagnana · 14 guests · 6 bedrooms
From €19,000 / week
Panoramic view · Olive grove
Rooms: 6 bedrooms · 6 bathrooms · Private chef

Lucca & Garfagnana · 14 guests · 7 bedrooms
From €12,000 / week
Private chef · Olive grove
Rooms: 7 bedrooms · 7 bathrooms · Fully staffed

Lucca & Garfagnana · 15 guests · 8 bedrooms
From €15,000 / week
Frescoed interiors · Olive grove
Rooms: 8 bedrooms · 8 bathrooms · Private chef

Maremma · 18 guests · 9 bedrooms
Price on enquiry
Private chef · Spa
Rooms: 9 bedrooms · 10 bathrooms · Fully staffed

Chianti · 18 guests · 9 bedrooms
From €20,300 / week
Infinity pool · Working vineyard
Rooms: 9 bedrooms · 9 bathrooms

Cortona · 18 guests · 9 bedrooms
From €10,150 / week
Private chapel · Frescoed interiors
Rooms: 9 bedrooms · 10 bathrooms

Chianti · 18 guests · 9 bedrooms
From €17,400 / week
Working vineyard · Olive grove
Rooms: 9 bedrooms · 9 bathrooms

Chianti · 19 guests · 10 bedrooms
From €59,500 / week
Spa · Heated pool
Rooms: 10 bedrooms · 11 bathrooms · Private chef

Chianti · 22 guests · 9 bedrooms
From €11,160 / week
Heated pool · Cinema room
Rooms: 9 bedrooms · 9 bathrooms

Chianti · 20 guests · 10 bedrooms
From €13,500 / week
Spa · Gym
Rooms: 10 bedrooms · 9 bathrooms

Lucca & Garfagnana · 24 guests · 12 bedrooms
From €23,200 / week
Private chef · Wine cellar
Rooms: 12 bedrooms · 12 bathrooms · Fully staffed

Montalcino · 24 guests · 12 bedrooms
From €30,730 / week
Panoramic view
Rooms: 12 bedrooms · 14 bathrooms

Lucca & Garfagnana · 24 guests · 12 bedrooms
From €22,000 / week
Private chef · Private chapel
Rooms: 12 bedrooms · 12 bathrooms · Fully staffed

Siena · 24 guests · 12 bedrooms
From €13,503 / week
Panoramic view · Pizza oven
Rooms: 12 bedrooms · 12 bathrooms

Val d'Orcia · 26 guests · 13 bedrooms
From €22,344 / week
Spa · Infinity pool
Rooms: 13 bedrooms · 13 bathrooms

Chianti · 26 guests · 13 bedrooms
From €67,900 / week
Spa · Working vineyard
Rooms: 13 bedrooms · 13 bathrooms · Private chef

Dimora Ghirlandaio · 37 guests · 20 bedrooms
From €91,000 / week
Private chef · Spa
Rooms: 20 bedrooms · 17 bathrooms · Fully staffed
Weekly rates run from about €12,000 in the shoulder season to €35,000 and up at peak. Every villa below sleeps at least ten in proper bedrooms.
Ten guests is usually two families, and the thing that makes those weeks work is not square metres but separation: bedrooms on different floors or in different wings, more than one sitting room, and ideally more than one terrace, so the adults can talk after the children have gone up. When you tell us the shape of the party we match the villa to it rather than to the headline number.
Watch the bathroom count and the stairs. Ten people getting ready for dinner needs at least four bathrooms to stay civil, and a ground-floor bedroom is worth a great deal if anyone in the party has knees that object to a fifteenth-century staircase.
At ten, cooking for the group stops being a holiday activity and becomes a job, which is why most groups this size use the villa cook for two or three nights and a chef for one. That is not an upsell: it is the difference between a week you remember and a week somebody spent shopping. The costs are set out plainly in our villa-with-a-chef guide.
Frequently asked
See also
Tell us the dates, the numbers and what the week is for. , usually within a working day.