Large villas in Italy

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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.

Condé Nast Traveller 2022 Award
Showing: 41 villas
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Showing: 41 villas

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 5

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Large, elegant farmhouse & guest house with a private pool near Florence. Air-con bedrooms in main house. Modern bathrooms. lovely garden and spectacular views. Shaded terrace ideal for al fresco meals.

Weekly prices
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To
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€ 4,452
€ 7,252
$ 5,766
$ 9,392
£ 4,322
£ 7,040

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 7

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Large, elegant farmhouse & guest house with a private pool near Florence. Air-con bedrooms in main house. Modern bathrooms. lovely garden and spectacular views. Shaded terrace ideal for al fresco meals.

Weekly prices
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€ 5,557
€ 10,302
$ 7,197
$ 13,341
£ 5,395
£ 10,000

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 7

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Host and celebrate here your wedding just, 30 minutes from Florence. Extensive grounds ideal for hosting a wedding up to 200 guests. Church San Michele a Rupecanina within walking distance.

Weekly prices
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€ 6,741
€ 11,734
$ 8,730
$ 15,197
£ 6,544
£ 11,391

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 7

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

This rental option includes fantastic local chefs who will prepare a pizza dinner upon arrival, breakfast for seven days and three dinners during the week. Cost of ingredients and drinks is not included. 

Weekly prices
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€ 8,782
€ 13,526
$ 11,374
$ 17,518
£ 8,526
£ 13,131

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Tennis court

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.

Weekly prices
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€ 5,337
€ 8,234
$ 6,912
$ 10,664
£ 5,181
£ 7,993

SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 8

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Tennis court

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.

Weekly prices
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€ 6,671
€ 10,293
$ 8,640
$ 13,330
£ 6,476
£ 9,992

SLEEPING: 12 - BEDROOMS: 7 - BATHROOMS: 6

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Spacious 16C stone farmhouse with air-conditioned bedrooms and a private pool on the edge of the Chianti . Wonderful views of rolling hills laced with olive trees. Comfortable homey interiors with many nooks, three kitchens.

Weekly prices
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€ 5,431
€ 7,729
$ 7,034
$ 10,010
£ 5,272
£ 7,503

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 7

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Spacious 16C stone farmhouse with air-conditioned bedrooms and a private pool on the edge of the Chianti . Wonderful views of rolling hills laced with olive trees. Comfortable homey interiors with many nooks, three kitchens.

Weekly prices
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€ 6,470
€ 9,342
$ 8,379
$ 12,099
£ 6,280
£ 9,069

SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 8

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Spacious 16C stone farmhouse with air-conditioned bedrooms and a private pool on the edge of the Chianti . Wonderful views of rolling hills laced with olive trees. Comfortable homey interiors with many nooks, three kitchens.

Weekly prices
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To
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€ 7,001
€ 10,168
$ 9,067
$ 13,169
£ 6,797
£ 9,871

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Hot tub
  • Tennis court

Luxury stone farmhouse set on a large estate amid vineyards & olive groves near Florence. Fantastic kitchen, air-con bedrooms, en suite bathrooms. Large private fenced pool, hot tub, sauna, spa, yoga deck and yoga studio with gym. Access to the Estate's private tennis court.

Weekly prices
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€ 5,815
€ 8,308
$ 7,531
$ 10,760
£ 5,645
£ 8,065

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Hot tub
  • Tennis court

Luxury stone farmhouse set on a large estate amid vineyards & olive groves near Florence. Fantastic kitchen, air-con bedrooms, en suite bathrooms. Large private fenced pool, hot tub, sauna, spa, yoga deck and yoga studio with gym. Access to the Estate's private tennis court.

Weekly prices
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To
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€ 10,097
€ 12,591
$ 14,230
$ 17,745
£ 9,710
£ 12,109

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Hot tub
  • Tennis court

Luxury stone farmhouse set on a large estate amid vineyards & olive groves near Florence. Fantastic kitchen, air-con bedrooms, en suite bathrooms. Large private fenced pool, hot tub, sauna, spa, yoga deck and yoga studio with gym. Access to the Estate's private tennis court.

Weekly prices
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To
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€ 7,107
€ 10,153
$ 9,204
$ 13,149
£ 6,899
£ 9,856

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Hot tub
  • Tennis court

Luxury stone farmhouse set on a large estate amid vineyards & olive groves near Florence. Fantastic kitchen, air-con bedrooms, en suite bathrooms. Large private fenced pool, hot tub, sauna, spa, yoga deck and yoga studio with gym. Access to the Estate's private tennis court.

Weekly prices
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To
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€ 13,048
€ 16,398
$ 16,899
$ 21,237
£ 12,667
£ 15,919

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

  • Fully air-conditioned villa
  • Internet connection
  • Private pool

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.

Weekly prices
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To
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€ 4,417
€ 8,887
$ 5,721
$ 11,510
£ 4,288
£ 8,628

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

  • Fully air-conditioned villa
  • Internet connection
  • Private pool

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.

Weekly prices
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To
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€ 5,028
€ 10,083
$ 6,512
$ 13,058
£ 4,881
£ 9,788

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

  • Cook included
  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Tennis court

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. Rental option with all-inclusive wine available.

Weekly prices
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To
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€ 6,308
€ 9,300
$ 8,169
$ 12,045
£ 6,123
£ 9,028

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

  • Cook included
  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Tennis court

This rental option for Montesassi includes an unlimited supply of IGT Chianti white & rosé wine & the services of a professional chef for breakfast 6 days a week & dinner 4 days a week. 

Weekly prices
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To
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€ 6,867
€ 9,587
$ 8,893
$ 12,416
£ 6,666
£ 9,307

SLEEPING: 8 - BEDROOMS: 4 - BATHROOMS: 3

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

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.

Weekly prices
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To
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€ 4,330
€ 7,575
$ 5,608
$ 9,810
£ 4,204
£ 7,353

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 4

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

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.

Weekly prices
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To
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€ 5,413
€ 9,469
$ 7,011
$ 12,264
£ 5,255
£ 9,192

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 4

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Luxurious stone farmhouse & guest house with private swimming pool and air-con bedrooms. Near San Gimignano & Florence and close to a stunning 18-hole golf course. Large bedrooms & modern en suite bathrooms. Fantastic kitchen. Air-con bedrooms in the main house only. 

Weekly prices
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To
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€ 3,934
€ 7,811
$ 5,095
$ 10,116
£ 3,819
£ 7,583

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 6

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Luxurious stone farmhouse & guest house with private swimming pool and air-con bedrooms. Near San Gimignano & Florence and close to a stunning 18-hole golf course. Large bedrooms & modern en suite bathrooms. Fantastic kitchen. Air-con bedrooms in the main house only. 

Weekly prices
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To
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€ 4,262
€ 8,434
$ 5,520
$ 10,923
£ 4,137
£ 8,187

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 6

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Luxurious stone farmhouse & guest house with private swimming pool and air-con bedrooms. Near San Gimignano & Florence and close to a stunning 18-hole golf course. Large bedrooms & modern en suite bathrooms. Fantastic kitchen. Air-con bedrooms in the main house only. 

Weekly prices
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To
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€ 4,594
€ 9,051
$ 5,949
$ 11,722
£ 4,459
£ 8,786

SLEEPING: 16 - BEDROOMS: 9 - BATHROOMS: 9

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

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.

Weekly prices
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To
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€ 5,596
€ 7,995
$ 7,247
$ 10,354
£ 5,432
£ 7,761

SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 9

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

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.

Weekly prices
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To
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€ 6,218
€ 8,883
$ 8,053
$ 11,504
£ 6,036
£ 8,623

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Heated pool
  • Hot tub

Stunning period villa with a private heated pool in a small village near the Tuscan coast. Air-con bedrooms, modern bathrooms, lots of shaded living space, hot tub. Shops & restaurants within walking.

Weekly prices
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To
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€ 5,641
€ 8,703
$ 7,305
$ 11,271
£ 5,476
£ 8,448

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