
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
Twelve is the threshold where a Tuscan villa becomes a small estate: six or more bedrooms, usually more than one building, and often more than one pool.
29 villas in our Tuscany collection sleep 12 or more, and 28 of them have a private pool. 11 list a heated pool. The largest, Dimora Ghirlandaio Estate, sleeps 37. A private chef can be arranged at every villa.
29 villas

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

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
Heated pool · Tennis court
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

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

Chianti · 22 guests · 9 bedrooms
From €11,160 / week
Heated pool · Cinema room
Rooms: 9 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
It is the most requested size we handle, because it fits three families or a significant birthday. Weekly rates start around €15,000 in the shoulder season and reach €45,000 or more in peak summer.
This selection includes villas sleeping at least twelve, so some villas have considerably more capacity than your party needs. Compare the rooms you will actually use, their bathroom arrangements and the total quote. A larger villa can provide useful separation, but extra bedrooms alone are not a reason to pay more.
If you are still deciding the group size or combining several families, use our large-villa comparison. If twelve is confirmed, a rooming plan and one table for the whole party will make the shortlist more useful than capacity alone.
Below twelve you are renting a villa. At twelve and above you are renting a property, and the things that decide the week change accordingly: whether there is a second sitting room, whether the pool is far enough from the bedrooms that late swimmers do not wake early sleepers, whether the kitchen can actually produce dinner for twelve without a professional behind it. The villas on this page were chosen with those questions asked.
Staffing scales too. A group of twelve typically extends housekeeping hours, adds a chef for two or three evenings, and sometimes a waiter for the served nights. None of it is compulsory, and we quote it itemised rather than bundled.
If the party is thirteen or fourteen and the villa you love sleeps twelve, the answer is rarely a compromise villa: it is a neighbouring villa. Several of our estates hold two or three properties within walking distance of each other, which keeps a large group together without forcing everyone into one building. Castiglion del Bosco and Castelfalfi both work this way, and the wedding estates are built for it.
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