Our collection of large villas in Italy sleep up to 30 guests in country estates, historic palaces, castles, heritage properties and large stone-built farmhouses. Whether you are arranging a family reunion in Italy, or simply travelling in a large group, our handpicked villas accommodate you in style.
This curated selection of large villas in Italy includes properties ideal for multi-generational travel. If you are travelling with parents or grandparents who would like the added privacy of their own entrance or outbuilding, this collection includes several options (or ask our dedicated villa specialists for advice). Older teenagers also enjoy staying in our large villas: they provide the freedom of large grounds or annexes — sometimes both.
All our large villas in Italy have private swimming pools. Most of these villas for large groups come with air-conditioning, either in bedrooms or throughout the property. You will enjoy spacious, luxurious interiors and bedrooms with ensuite bathrooms (or, generally, one bathroom per bedroom). Panoramic terraces and well-tended gardens are popular spots for morning and evening downtime.
Our large villas in Tuscany include properties with private tennis courts and with heated pools or hot tubs, such as this 900-acre wine and olive oil estate close to Rufina. Among our large villas in Umbria are the former townhouse residence of neoclassical sculptor Antonio Canova (1757–1822) and a grand 17th-century villa near Perugia, where daily breakfast and maid service is included in the price.
Everyone who stays in our large villas in Italy has free access to our award-winning concierge service. These local travel experts can help you arrange something extra special for your large group or family reunion. Popular large group activities include woodland truffle hunting, ballooning over Tuscany and group cookery classes in your villa kitchen. Our concierges can also arrange a private chef to come to your villa and cook for a special occasion — or all week, if you wish.
If you are searching for a large villa to get married, see our collection of wedding villas in Italy. We can arrange staff and chefs to make your special day run smoothly; connect you with experienced wedding planners; and arrange unique tours or Tuscan wine tastings to keep your guests entertained throughout their stay. Contact us with any questions.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7
Picturesque stone farmhouse on a hill top with sweeping views of the countryside near to Siena. Private pool & pool house. modern outside lounging area and air conditioned bedrooms
SLEEPING: 18 - BEDROOMS: 11 - BATHROOMS: 7
Picturesque stone farmhouse on a hill top with sweeping views of the countryside near to Siena. Private pool & pool house. modern outside lounging area and air conditioned bedrooms
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7
Spacious hill top villa & guest house with stunning views on the edge of the Chianti ideal for large families. Eight air-con bedrooms. Private swimming pool and tennis court. The kitchen is noteworthy.
SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 8
Spacious hill top villa & guest house with stunning views on the edge of the Chianti ideal for large families. Eight air-con bedrooms. Private swimming pool and tennis court. The kitchen is noteworthy.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
Fully air conditioned luxury villa on the edge of the Chianti with a large private heated pool, en suite bathrooms, professional kitchen, fantastic outside living & dining areas. Superbly managed.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7
Fully air conditioned luxury villa on the edge of the Chianti with a large private heated pool, en suite bathrooms, professional kitchen, fantastic outside living & dining areas. Superbly managed.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7
Large villa & guest house with a private pool, air-con bedrooms all with ensuite bathrooms near Montepulciano. Very spacious, lovely sitting areas. Gorgeous garden with a beautiful dining loggia.
SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8
Large villa & guest house with a private pool, air-con bedrooms all with ensuite bathrooms near Montepulciano. Very spacious, lovely sitting areas. Gorgeous garden with a beautiful dining loggia.
SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 10
Large villa & guest house with a private pool, air-con bedrooms all with ensuite bathrooms near Montepulciano. Very spacious, lovely sitting areas. Gorgeous garden with a beautiful dining loggia.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
Luxury stone farmhouse in Tuscany with a private swimming pool just outside a village. Air-con bedrooms & ensuite bathrooms. Beautiful gardens with unspoilt views. Within walking distance to great restaurants & the village Sarteano.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7
Luxury stone farmhouse in Tuscany with a private swimming pool just outside a village. Air-con bedrooms & ensuite bathrooms. Beautiful gardens with unspoilt views. Within walking distance to great restaurants & the village Sarteano.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
Multi-generational family farmhouse with air-conditioned bedrooms, lots of en suite bathrooms and a private swimming pool with plenty of shaded outdoor living areas near the beautiful town of Massa Martana.
SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 9
Multi-generational family farmhouse with air-conditioned bedrooms, lots of en suite bathrooms and a private swimming pool with plenty of shaded outdoor living areas near the beautiful town of Massa Martana.
SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 9
This rental option at Solomonio includes a breakfast buffet and a chef that shall prepare three evening meals, to be enjoyed at the villa in one of the any dining areas available at the villa.
SLEEPING: 8 - BEDROOMS: 4 - BATHROOMS: 5
Charming stone farmhouse & guest house with a large pool. Air-conditioned bedrooms in the main house, shaded living areas, sauna, gym. Private location and peaceful garden with well-kept lawns and impeccable views.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 8
Charming stone farmhouse & guest house with a large pool. Air-conditioned bedrooms in the main house, shaded living areas, sauna, gym. Private location and peaceful garden with well-kept lawns and impeccable views.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
Converted 400-year-old farmhouse on a Chianti hilltop with staff & cook. Private pool, tennis court & A/C bedrooms with en-suite bathrooms. Plenty of outdoor living & dining areas. Breakfast & dinner service included in the rental price.
SLEEPING: 8 - BEDROOMS: 4 - BATHROOMS: 3
Large and luxurious 15C manor house with a private pool and four air-con bedrooms in the heart of the Chianti. Elegant interiors featuring a superb kitchen. Spectacular garden with exceptional views of the hills.
SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 4
Large and luxurious 15C manor house with a private pool and four air-con bedrooms in the heart of the Chianti. Elegant interiors featuring a superb kitchen. Spectacular garden with exceptional views of the hills.
SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 9
Glorious stone villa with a magical garden and private pool facing Lake Trasimeno. Beautifully decorated, air conditioned bedrooms, huge sitting rooms, huge loggia for dining & seating, Billiard room.