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 2023 Award
Showing: 36 villas
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Showing: 36 villas

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Heated pool

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.

Weekly prices
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€ 5,313
€ 9,347
$ 5,721
$ 10,066
£ 4,541
£ 7,989

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Heated pool

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.

Weekly prices
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€ 6,666
€ 11,665
$ 7,179
$ 12,562
£ 5,698
£ 9,970

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

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.

Weekly prices
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€ 4,966
€ 8,444
$ 5,348
$ 9,093
£ 4,244
£ 7,217

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

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.

Weekly prices
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€ 5,596
€ 9,556
$ 6,027
$ 10,292
£ 4,783
£ 8,168

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 10

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

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.

Weekly prices
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€ 6,603
€ 11,323
$ 7,111
$ 12,194
£ 5,644
£ 9,678

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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€ 4,853
€ 7,905
$ 5,226
$ 8,513
£ 4,148
£ 6,757

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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€ 6,058
€ 11,229
$ 6,524
$ 12,093
£ 5,178
£ 9,598

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 7

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

Plan a wedding for up to 150 guests in the Mugello countryside, 40km from Florence. A spacious converted farmhouse with wrap-around gardens & terrace, large private pool, A/C bedrooms, professional kitchen for events. Chapel within walking distance. Chef services included for arrival dinner & Sunday breakfast.

Weekly prices
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€ 7,348
€ 12,791
$ 7,913
$ 13,775
£ 6,280
£ 10,932

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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€ 9,573
€ 14,745
$ 10,310
$ 15,879
£ 8,182
£ 12,602

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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€ 4,825
€ 9,708
$ 5,196
$ 10,455
£ 4,124
£ 8,298

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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€ 5,492
€ 11,014
$ 5,915
$ 11,861
£ 4,694
£ 9,413

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. 

Weekly prices
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€ 7,220
€ 10,645
$ 7,775
$ 11,464
£ 6,171
£ 9,098

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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€ 4,730
€ 8,274
$ 5,094
$ 8,911
£ 4,043
£ 7,072

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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€ 5,913
€ 10,344
$ 6,368
$ 11,139
£ 5,054
£ 8,841

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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€ 6,100
€ 8,715
$ 6,569
$ 9,386
£ 5,214
£ 7,449

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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€ 6,778
€ 9,683
$ 7,299
$ 10,428
£ 5,793
£ 8,276

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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€ 6,162
€ 9,506
$ 6,636
$ 10,238
£ 5,266
£ 8,125

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 6

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Spacious stone farmhouse in central Tuscany with a private swimming pool and air-con bedrooms. Picturesque, natural setting high in the hills with spectacular views. Plenty of space indoors & outside, ideal for a large family or a group of friends.

Weekly prices
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€ 4,273
€ 8,387
$ 4,602
$ 9,032
£ 3,652
£ 7,168

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Spacious stone farmhouse in central Tuscany with a private swimming pool and air-con bedrooms. Picturesque, natural setting high in the hills with spectacular views. Plenty of space indoors & outside, ideal for a large family or a group of friends.

Weekly prices
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To
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€ 5,129
€ 9,438
$ 5,524
$ 10,164
£ 4,384
£ 8,066

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 6

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

Fantastic hill top villa with stunning views, just 30 mins from Florence. Ample outside shaded living & dining space. Private heated swimming pool with large air-con bedrooms & modern bathrooms.

Weekly prices
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€ 6,145
€ 9,382
$ 6,617
$ 10,104
£ 5,252
£ 8,019

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