Large villas in Italy

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.

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Showing: 43 villas
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Showing: 43 villas

Sleeping: 46 - Bedrooms: 23 - Bathrooms: 23

  • Cook Included
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Stunning five hundred year old Hamlet in the hills south of Florence converted into six very stylish luxury residences. Luxury accommodations staffed with cook & staff preparing breakfast and evening meals included in the rental price. Two private swimming pools, an enoteca, a private restaurant, a theatre, a library, and air-conditioned bedrooms.

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€ 45,586
€ 51,173
$ 61,806
$ 69,382
£ 43,839
£ 49,213

Sleeping: 30 - Bedrooms: 15 - Bathrooms: 15

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Hot Tub
  • Tennis Court

Three private luxury residences on a 900 acre estate with two private pools, Jacuzzi, Spa & tennis court amongst vineyards and olive groves near Florence. Air-con bedrooms with en suite bathrooms.

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€ 15,392
€ 21,989
$ 20,869
$ 29,813
£ 14,802
£ 21,146

Sleeping: 30 - Bedrooms: 15 - Bathrooms: 15

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Hot Tub
  • Tennis Court

Celebrate your wedding in the beautiful Estate of Petroio. Have an intimate blessing in the private chapel of the Villa for a max of 40 guests. Wedding planner and catering services upon request.

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€ 16,252
€ 23,218
$ 22,035
$ 31,479
£ 15,629
£ 22,328

Sleeping: 30 - Bedrooms: 15 - Bathrooms: 15

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Hot Tub
  • Tennis Court

This rental option for the Estate of Petroio, includes a professional cook that shall prepare wonderful evening meals served by a waiter as breakfast. Note that food & wine is not included. Lunches avail.

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€ 19,081
€ 27,258
$ 25,870
$ 36,957
£ 18,350
£ 26,214

Sleeping: 30 - Bedrooms: 15 - Bathrooms: 15

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Hot Tub
  • Tennis Court

Celebrate your wedding at the Estate of Petroio for max 40 guests including a professional cook and waiter that shall prepare evening meals. Wedding planner and catering services upon request.

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€ 19,942
€ 28,488
$ 27,038
$ 38,625
£ 19,178
£ 27,396

Sleeping: 16 - Bedrooms: 8 - Bathrooms: 9

  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool

Luxury fully air-con stone farmhouse in Chianti with a large private pool. Beautifully decorated bedrooms & luxury ensuite bathrooms. Breakfast service included (5 mornings). Professional kitchen & large dining loggia. Sauna & secure grounds.

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€ 8,100
€ 14,000
$ 10,982
$ 18,981
£ 7,790
£ 13,464

Sleeping: 22 - Bedrooms: 11 - Bathrooms: 12

  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool

Luxury fully air-con stone farmhouse in Chianti with a large private pool. Beautifully decorated bedrooms & luxury ensuite bathrooms. Breakfast service included (5 mornings). Professional kitchen & large dining loggia. Sauna & secure grounds.

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€ 9,775
€ 17,000
$ 13,253
$ 23,049
£ 9,400
£ 16,349

Sleeping: 22 - Bedrooms: 11 - Bathrooms: 12

  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool

This rental option for Podere Celli includes services of a professional chef for breakfast 6 days a week and dinner 4 days a week, in addition to a hands-on cooking class before one of the dinners. The cost of food and drinks is not included.

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€ 14,790
€ 22,022
$ 20,053
$ 29,858
£ 14,223
£ 21,178

Sleeping: 26 - Bedrooms: 13 - Bathrooms: 14

  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool

Luxury fully air-con stone farmhouse in Chianti with a large private pool. Beautifully decorated bedrooms & luxury ensuite bathrooms. Breakfast service included (5 mornings). Professional kitchen & large dining loggia. Sauna & secure grounds.

Weekly prices
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€ 11,400
€ 19,000
$ 15,456
$ 25,761
£ 10,963
£ 18,272

Sleeping: 26 - Bedrooms: 13 - Bathrooms: 14

  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool

This rental option for Podere Celli includes services of a professional chef for breakfast 6 days a week and dinner 4 days a week, in addition to a hands-on cooking class before one of the dinners. The cost of food and drinks is not included.

Weekly prices
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€ 16,416
€ 24,024
$ 22,257
$ 32,572
£ 15,787
£ 23,103

Sleeping: 26 - Bedrooms: 13 - Bathrooms: 13

  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool

Wedding option for up to 50 guests. Luxury fully air-con stone farmhouse near San Gimignano with a large private pool. Beautifully decorated bedrooms & comfortable en suite bathrooms. Breakfast service (5 mornings) included. Wedding planner available on demand. 

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€ 12,540
€ 20,900
$ 17,002
$ 28,337
£ 12,060
£ 20,099

Sleeping: 16 - Bedrooms: 11 - Bathrooms: 11

  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Hot Tub

Luxury staffed villa in the Chianti with cook & staff preparing breakfast, lunch & evening meals included in the rental price. Infinity edge pool & hot tub. A/C bedrooms & en-suite bathrooms.

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€ 12,822
€ 15,965
$ 17,384
$ 21,645
£ 12,330
£ 15,353

Sleeping: 20 - Bedrooms: 11 - Bathrooms: 11

  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Hot Tub

Luxury staffed villa in the Chianti with cook & staff preparing breakfast, lunch & evening meals included in the rental price. Infinity edge pool & hot tub. A/C bedrooms & en-suite bathrooms.

Weekly prices
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€ 13,993
€ 17,599
$ 18,972
$ 23,861
£ 13,457
£ 16,925

Sleeping: 22 - Bedrooms: 11 - Bathrooms: 11

  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Hot Tub

Luxury staffed villa in the Chianti with cook & staff preparing breakfast, lunch & evening meals included in the rental price. Infinity edge pool & hot tub. A/C bedrooms & en-suite bathrooms.

Weekly prices
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€ 14,387
€ 18,281
$ 19,506
$ 24,785
£ 13,836
£ 17,580

Sleeping: 22 - Bedrooms: 11 - Bathrooms: 11

  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Hot Tub

Celebrate your wedding at Corbezzoli, with an on-site concierge & staff included with a fantastic cook for breakfast, lunch & evening meals. Beautiful garden and pool area with stunning views as a backdrop.

Weekly prices
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€ 16,160
€ 19,879
$ 21,910
$ 26,952
£ 15,541
£ 19,117

Sleeping: 22 - Bedrooms: 11 - Bathrooms: 11

  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Hot Tub

This rental option new for 2019 at I Corbezzoli includes traditional or vegetarian cooking lessons & food experiences other than the chef & staff preparing breakfast, lunch & evening meals included in the rental price.

Weekly prices
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€ 18,795
€ 23,629
$ 25,483
$ 32,036
£ 18,075
£ 22,723

Sleeping: 22 - Bedrooms: 11 - Bathrooms: 11

  • Cook Included
  • Maid included
  • Internet Connection
  • Private Pool
  • Heated Pool

Wedding venue for up to 50 guests in a beautiful Medieval castle with private heated pool & air-conditioned bedrooms. Beautiful location near Siena, personal cook services for breakfast & evening meals included. 

Weekly prices
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€ 14,550
€ 20,723
$ 19,727
$ 28,096
£ 13,992
£ 19,929

Sleeping: 22 - Bedrooms: 11 - Bathrooms: 11

  • Cook Included
  • Maid included
  • Internet Connection
  • Private Pool
  • Heated Pool

Beautiful staffed Medieval castle with private heated pool near Siena. Service for breakfast & evening meals included. Lots of outdoor living areas fantastic for large parties, family reunions, and small weddings.  

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€ 11,700
€ 17,550
$ 15,863
$ 23,795
£ 11,252
£ 16,878

Sleeping: 8 - Bedrooms: 7 - Bathrooms: 6

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool

Luxury home with a private pool on the Tuscan coast with stunning views of the sea and coastline. Beautiful grounds, air cond. bedrooms, lots of shaded outside areas, Gym, sauna, maids and cooks available.

Weekly prices
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€ 6,180
€ 11,410
$ 8,379
$ 15,469
£ 5,943
£ 10,972

Sleeping: 12 - Bedrooms: 7 - Bathrooms: 6

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool

Luxury home with a private pool on the Tuscan coast with stunning views of the sea and coastline. Beautiful grounds, air cond. bedrooms, lots of shaded outside areas, Gym, sauna, maids and cooks available.

Weekly prices
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€ 8,829
€ 16,299
$ 11,970
$ 22,099
£ 8,491
£ 15,675

Sleeping: 16 - Bedrooms: 8 - Bathrooms: 8

  • Fully Air-conditioned villa
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool

Elegant hilltop 17th-century villa in the Chianti, near Greve and Florence. Beautiful views with a private infinity-edge heated pool. Fully air-conditioned with luxury bathrooms & a large well-equipped kitchen.

Weekly prices
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€ 6,709
€ 12,580
$ 9,096
$ 17,056
£ 6,452
£ 12,098

Sleeping: 20 - Bedrooms: 10 - Bathrooms: 10

  • Fully Air-conditioned villa
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool

Elegant hilltop 17th-century villa in the Chianti, near Greve and Florence. Beautiful views with a private infinity-edge heated pool. Fully air-conditioned with luxury bathrooms & a large well-equipped kitchen.

Weekly prices
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€ 7,381
€ 13,838
$ 10,007
$ 18,762
£ 7,098
£ 13,308

Sleeping: 16 - Bedrooms: 8 - Bathrooms: 7

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Magnificent villa with a private pool near Fiesole within easy reach of Florence. Air-conditioned luxury bedrooms & en suite bathrooms. Beautiful interiors and Glorious gardens. Fantastic local concierge.

Weekly prices
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€ 6,843
€ 11,319
$ 9,278
$ 15,346
£ 6,581
£ 10,885

Sleeping: 20 - Bedrooms: 10 - Bathrooms: 9

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Magnificent villa with a private pool near Fiesole within easy reach of Florence. Air-conditioned luxury bedrooms & en suite bathrooms. Beautiful interiors and Glorious gardens. Fantastic local concierge.

Weekly prices
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€ 8,170
€ 13,524
$ 11,077
$ 18,336
£ 7,857
£ 13,006

Sleeping: 20 - Bedrooms: 10 - Bathrooms: 9

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Host an Intimate wedding ceremony for up to 50 guests in the elegant & magnificent 16C Villa di Masseto. with a nearby country retreat ideal for your guests. Superb local concierge service.

Weekly prices
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€ 11,319
€ 16,317
$ 15,346
$ 22,123
£ 10,885
£ 15,692

Sleeping: 8 - Bedrooms: 4 - Bathrooms: 4

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool
  • Tennis Court

Beautifully restored luxury family home on a hill top enjoying sweeping views of the Val d' Orcia valley. Private heated swimming pool, tennis court , sauna. Fantastic kitchen Air-Con bedrooms.

Weekly prices
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€ 6,152
€ 8,590
$ 8,342
$ 11,646
£ 5,917
£ 8,261

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 6

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool
  • Tennis Court

Beautifully restored luxury family home on a hill top enjoying sweeping views of the Val d' Orcia valley. Private heated swimming pool, tennis court , sauna. Fantastic kitchen Air-Con bedrooms.

Weekly prices
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€ 7,238
€ 10,106
$ 9,814
$ 13,702
£ 6,961
£ 9,719

Sleeping: 17 - Bedrooms: 9 - Bathrooms: 9

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool
  • Tennis Court

Beautifully restored luxury family home on a hill top enjoying sweeping views of the Val d' Orcia valley. Private heated swimming pool, tennis court , sauna. Fantastic kitchen Air-Con bedrooms.

Weekly prices
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€ 9,051
€ 12,637
$ 12,272
$ 17,134
£ 8,704
£ 12,153

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 6

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Tennis Court

Luxury 12th Century Villa with beautiful views near Florence amid vineyards and olive groves. Immaculately maintained with gorgeous gardens. Air-con bedrooms. Private fenced pool. Estate T. Court.

Weekly prices
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€ 6,775
€ 9,678
$ 9,186
$ 13,122
£ 6,515
£ 9,307

Sleeping: 16 - Bedrooms: 8 - Bathrooms: 8

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Tennis Court

Luxury 12th Century Villa with beautiful views near Florence amid vineyards and olive groves. Immaculately maintained with gorgeous gardens. Air-con bedrooms. Private fenced pool. Estate T. Court.

Weekly prices
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€ 8,469
€ 12,098
$ 11,482
$ 16,403
£ 8,144
£ 11,634
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