Large Groups
The Best Villas in Italy for Large Groups (2027)
Private estates for 16 to 101 guests, every one personally inspected, from Lucca and Chianti to Lake Como, the Amalfi Coast and Sicily.
The best villas in Italy for large groups in 2027 are private estates where everyone has an en-suite bedroom, the whole group fits at one table and someone local looks after you. Doorways Villa Vacations, an Italian villa specialist since 1994, has personally inspected every villa below. Together they sleep from 16 to 101 guests, in Tuscany, Umbria, Lake Como, the Amalfi Coast and Sicily.
For 24 guests or more
At this size you are renting a whole estate, often several houses on one property. These are the villas we suggest for weddings, family reunions and company retreats.
| Villa | Bedrooms / sleeps | Rate | Why we chose it |
|---|---|---|---|
| Coselli Estate Lucca |
51 / 101 | From €94,000 / week | Six independent villas on one historic estate near Lucca, rented together |
| Villa Collina Siena |
20 / 36 | Rates on request | A 13th-century estate with twenty en-suite bedrooms, a pool and a tennis court |
| Villa Maria Taglioni Estate Lake Como |
14 / 28 | From €71,000 / week | Two lakefront villas with two heated pools and two docks |
| Villa Gala Lake Como |
11 / 26 | From €49,500 / week | A 1772 lakefront mansion with original frescoes, on the promenade into Como |
| Villa San Giacomo Amalfi Coast |
12 / 24 | From €52,280 / week | A new villa above Positano with a chef on every booking |
| Borgo Bernardini Lucca |
12 / 24 | From €23,200 / week | Part of the Coselli estate near Lucca, staffed |
| Villa Controni Lucca |
12 / 24 | From €21,995 / week | Ten minutes from Lucca, staffed, with room for 24 |
| Villa Cornelia Sicily |
12 / 24 | From €24,000 / week | A restored 17th-century farmhouse a short walk from the beach in Sicily |
For 16 to 22 guests
The sweet spot for three generations or a milestone birthday: big enough for everyone, small enough to feel like one house.
| Villa | Bedrooms / sleeps | Rate | Why we chose it |
|---|---|---|---|
| La Poggiolaia Chianti |
12 / 22 | From €16,250 / week | A whole Chianti estate of five apartments, with San Gimignano views |
| Villa Laura Cortona |
10 / 20 | From €25,000 / week | The Under the Tuscan Sun villa in Cortona, ten en-suite bedrooms |
| Villa Montosca Chianti |
10 / 20 | From €15,000 / week | Three buildings on six acres, with views of medieval hill towns |
| Villa Benessere Siena |
10 / 20 | From €21,191 / week | Staffed, between the Val di Chiana and the Val d'Orcia |
| Villa Castiglione Umbria |
10 / 20 | From €28,000 / week | Ten en-suite bedrooms and a very large kitchen, in Umbria |
| Villa Ivana Cortona |
9 / 18 | From €9,450 / week | A frescoed 17th-century villa at the foot of Cortona, with a chapel |
| Villa Stradivari Amalfi Coast |
9 / 18 | From €22,855 / week | An infinity pool above Sorrento, facing the Bay of Naples |
| Villa Camilla Lake Como |
8 / 16 | From €39,875 / week | Five acres of park, a tennis court and a private dock on Lake Como |
| Villa Peduzzi Lake Como |
8 / 16 | From €62,500 / week | A daily chef and a 22-metre heated infinity pool above Lake Como |
| Villa Lenka Lucca |
7 / 14 | From €14,995 / week | A 1624 count's residence on the Coselli estate, staffed |
| Casa Bachicche Chianti |
8 / 16 | From €19,200 / week | A heated pool and private spa, fifteen minutes from Florence |
| Villa Chiara Chianti |
8 / 16 | From €11,460 / week | An infinity pool and spa, halfway between Florence and Siena |
How to choose a villa for a big group
Count bathrooms, not just beds: for a group, en-suite bedrooms matter more than anything else. Check that the dining table seats everyone, indoors and out. Decide early whether you want a chef; a staffed villa changes the week. And book a summer week about a year ahead, because the largest villas are the first to go.
Every villa here comes with complimentary concierge service from the local team, and every one has been visited and inspected by Doorways. See the full Large Group Villas collection, or tell us your group size and dates and we will send two or three that fit.
Frequently asked questions
What is the best villa in Italy for a large group?
It depends on the size of the group and the region. For 24 or more, the Coselli Estate near Lucca sleeps 101 across six villas, and Villa Maria Taglioni Estate on Lake Como sleeps 28. For 16 to 22, Villa Laura in Cortona, La Poggiolaia in Chianti and Villa Montosca are good fits.
How far ahead should a large group book a villa in Italy?
For June to September, book villas for 16 or more about a year ahead. They are the first to go. Spring and autumn dates can often be booked four to six months out.
Who has inspected these villas?
Doorways Villa Vacations, an IATA-accredited Italian villa specialist founded in 1994. Its president, Susan Russo, visits Italy twice a year and stays overnight in the villas the company rents.
