
Chianti · 20 guests · 10 bedrooms
From €13,500 / week
Spa · Gym
Rooms: 10 bedrooms · 9 bathrooms
Compare the largest villas in our collection for parties of twenty or more.
9 villas in our Tuscany collection sleep 20 or more, and every one of them has a private pool. 2 list a heated pool. The largest, Dimora Ghirlandaio Estate, sleeps 37. A private chef can be arranged at every villa.
9 villas

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
Sleeping capacity is only the starting point: check private bedrooms, en-suite bathrooms, shared dining and the layout between buildings. For a reunion, birthday or wedding stay, confirm the arrangements for your specific occasion separately from the accommodation booking.
For twenty guests, Villa Elle and Villa Controni both offer published capacity for twenty-four in twelve bedrooms. Elle spreads the accommodation across three buildings; Controni has twelve en-suite guestrooms and several living rooms. Compare these with Borgo Bernardini, checking its current room layout against your guest list.
This collection answers the capacity question: which villas can accommodate at least twenty? For the wider comparison of separate buildings, en-suites and celebration spaces, use our large-group layout guide. Once a property fits, follow the rental process to confirm dates and terms.
For twenty or more, ask for the seating arrangement rather than a description of a spacious dining room. Villa Elle’s published details describe a main-villa table for 26; for every shortlisted property, confirm the indoor and outdoor seating for your exact attendance and enough space for catering staff to serve comfortably.
If twenty residents will be joined by visiting friends, specify both numbers when requesting a birthday celebration. Check permission, suppliers, music and extra charges. A table large enough for dinner is a useful starting point, but does not establish event approval.
Ten couples sharing one bedroom per couple need ten suitable bedrooms. A party with single travellers may need more; children sharing may need a different bed configuration. In a twelve-bedroom villa, decide how the additional rooms would be used rather than assuming every room can be converted to twins.
Ask for available floor plans identifying en-suite and shared bathrooms, stairs and the route to the main dining room. For a stay spread across buildings, assign households before booking and confirm that all the accommodation on your plan is included. Use our family gathering advice if several generations have different access needs.
Anyone can advertise twenty beds. The questions that matter are whether all twenty are in real bedrooms, whether the bathrooms keep pace, whether the kitchen is professional enough for a brigade, and whether the owner permits the celebration you are planning and what arrangements it requires. Ask for these details in writing for the villa and dates you choose.
For a party larger than one villa can accommodate, ask about combining properties. Confirm availability, actual walking or driving distances and which villa can host shared meals; being on the same estate does not necessarily mean being next door.
When ten or more bedrooms are essential, enquire before the group books flights. Compare your preferred week with alternative dates and confirm minimum stays, arrival days and which buildings are included. For an October gathering, indoor seating and heating deserve as much attention as the terrace; do not assume an outdoor meal will be possible every evening.
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Tell us the dates, the numbers and what the week is for. , usually within a working day.