Villas in Italy

Are you ready to discover Italy? Our collection of villas can accommodate any requirement and all age groups wishing to plan a trip to this beautiful country. All of our villas are handpicked to provide a truly Italian experience, ranging from rustic conversions to modern designs, offering private pools, lush views and range of fantastic experiences by region to explore the best Italy has to offer. Browse our full range of handpicked villas in Italy.

Condé Nast Traveller 2020 Award
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Showing: 135 villas

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 6

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

Large stone farmhouse with staff and private heated pool, 15 mins from Siena. Fully air-conditioned and featuring beautiful gardens. Rental price includes daily breakfast service, one dinner and pizza lunch; excluding food and wine.

Weekly prices
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To
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€ 6,272
€ 8,064
$ 8,504
$ 10,933
£ 6,032
£ 7,755

Sleeping: 18 - Bedrooms: 9 - Bathrooms: 6

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

Large stone farmhouse with staff and private heated pool, 15 mins from Siena. Fully air-conditioned and featuring beautiful gardens. Rental price includes daily breakfast service, one dinner and pizza lunch; excluding food and wine.

Weekly prices
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To
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€ 7,280
€ 9,184
$ 9,870
$ 12,452
£ 7,001
£ 8,832

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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€ 3,943
€ 6,421
$ 5,345
$ 8,706
£ 3,791
£ 6,175

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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€ 4,922
€ 9,123
$ 6,673
$ 12,369
£ 4,733
£ 8,773

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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€ 5,970
€ 10,391
$ 8,094
$ 14,089
£ 5,741
£ 9,993

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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€ 7,127
€ 11,328
$ 9,662
$ 15,358
£ 6,853
£ 10,894

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

  • 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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€ 2,620
€ 4,731
$ 3,552
$ 6,415
£ 2,519
£ 4,550

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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To
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€ 3,667
€ 6,562
$ 4,972
$ 8,897
£ 3,527
£ 6,311

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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€ 4,192
€ 7,488
$ 5,684
$ 10,153
£ 4,032
£ 7,201

Sleeping: 18 - Bedrooms: 9 - Bathrooms: 9

  • 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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To
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€ 4,523
€ 8,061
$ 6,132
$ 10,929
£ 4,350
£ 7,752

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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€ 5,030
€ 8,959
$ 6,820
$ 12,146
£ 4,837
£ 8,615

Sleeping: 6 - Bedrooms: 3 - Bathrooms: 3

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

Spectacular 13C hilltop farmhouse with a private pool surrounded by rolling hills in the heart of the Chianti. Beautifully furnished interiors, great kitchen. Air-con bedrooms, with luxury bathrooms.

Weekly prices
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€ 4,282
€ 7,753
$ 5,806
$ 10,511
£ 4,118
£ 7,456

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 4

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

Spectacular 13C hilltop farmhouse with a private pool surrounded by rolling hills in the heart of the Chianti. Beautifully furnished interiors, great kitchen. Air-con bedrooms, with luxury bathrooms.

Weekly prices
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€ 4,939
€ 8,942
$ 6,696
$ 12,124
£ 4,750
£ 8,599

Sleeping: 14 - Bedrooms: 7 - Bathrooms: 6

  • 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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€ 4,610
€ 7,113
$ 6,251
$ 9,644
£ 4,434
£ 6,840

Sleeping: 18 - Bedrooms: 9 - Bathrooms: 6

  • 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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€ 5,763
€ 8,891
$ 7,813
$ 12,055
£ 5,542
£ 8,550

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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€ 4,690
€ 6,674
$ 6,358
$ 9,049
£ 4,510
£ 6,418

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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€ 5,586
€ 8,067
$ 7,574
$ 10,937
£ 5,372
£ 7,758

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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€ 6,046
€ 8,780
$ 8,197
$ 11,904
£ 5,814
£ 8,444

Sleeping: 12 - Bedrooms: 8 - Bathrooms: 7

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

Beautiful stone farmhouse on the edge of the Chianti near Florence. Large infinity edge pool & air con bedrooms. Large stylish outdoor seating area & stunning views. Rental option including a cook avail.

Weekly prices
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€ 4,610
€ 7,549
$ 6,250
$ 10,235
£ 4,433
£ 7,260

Sleeping: 15 - Bedrooms: 8 - Bathrooms: 7

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

Beautiful stone farmhouse on the edge of the Chianti near Florence. Large infinity edge pool & air con bedrooms. Large stylish outdoor seating area & stunning views. Rental option including a cook avail.

Weekly prices
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To
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€ 5,327
€ 8,623
$ 7,222
$ 11,691
£ 5,122
£ 8,293

Sleeping: 15 - Bedrooms: 8 - Bathrooms: 7

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

This staffed rental option at Il Cortile includes a professional chef that shall prepare 6 fantastic evening meals and  breakfast. Please note that food and wine is not included and that cookings lessons can be arranged. 

Weekly prices
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To
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€ 7,870
€ 11,659
$ 10,670
$ 15,808
£ 7,568
£ 11,212

Sleeping: 15 - Bedrooms: 8 - Bathrooms: 7

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

This rental option new for 2019 at Il Cortile Pratolino includes traditional or vegetarian cooking lessons & food experiences, alongside the chef & staff who will prepare breakfast and evening meals included in the rental price.

Weekly prices
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To
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€ 11,829
€ 15,619
$ 16,038
$ 21,176
£ 11,376
£ 15,020

Sleeping: 18 - Bedrooms: 9 - Bathrooms: 9

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

Hilltop luxury farmhouse with private heated infinity pool. Beamed ceilings, wooden floors & modern kitchen. Large A/C bedrooms & luxury en-suite bathrooms. Outdoor living & dining areas with panoramic views. 

Weekly prices
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To
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€ 5,924
€ 8,574
$ 8,032
$ 11,624
£ 5,697
£ 8,245

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

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

Historic 13th-century villa in Chianti with staff & cook, 30km from Florence. Classic Tuscan decor, terracotta floors and frescoed walls. A/C suites, modern en-suite bathrooms & fully-equipped kitchen. Private, gated pool on large, manicured garden. Breakfast service included in the rental price plus two dinners.

Weekly prices
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To
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€ 5,700
€ 8,500
$ 7,728
$ 11,524
£ 5,482
£ 8,174

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 6

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

Beautifully positioned farmhouse, overlooking vineyards near Montepulciano. Heated private pool & pool house. Air-con bedrooms with ensuite bathrooms, large loggia, even a Grand piano.

Weekly prices
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To
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€ 5,631
€ 8,453
$ 7,635
$ 11,461
£ 5,415
£ 8,130
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