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.

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Showing: 135 villas
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Showing: 135 villas

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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€ 5,732
€ 8,451
$ 7,772
$ 11,458
£ 5,513
£ 8,127

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

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

Luxury hill top farmhouse with large saltwater infinity pool, air conditioned bedrooms and en-suite bathrooms near San Gimignano. Modern interiors with stylish shaded seating & dining areas. Cook and cooking lessons available.

Weekly prices
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€ 4,500
€ 8,400
$ 6,101
$ 11,389
£ 4,328
£ 8,078

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

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

Luxury hill top farmhouse with large infinity-edge pool, air conditioned bedrooms and en-suite bathrooms near San Gimignano. Modern interiors with stylish shaded seating & dining areas. Cook & cooking lessons available.

Weekly prices
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€ 6,309
€ 10,208
$ 8,554
$ 13,840
£ 6,067
£ 9,817

Sleeping: 6 - Bedrooms: 3 - Bathrooms: 3

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Elegant villa in the heart of the Chianti Classico near Greve with a private inifinity pool. Air conditioned bedrooms, stunning views, beautiful walled garden. Shaded dining area & modern seating area.

Weekly prices
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€ 5,470
€ 7,033
$ 7,416
$ 9,535
£ 5,260
£ 6,763

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Elegant villa in the heart of the Chianti Classico near Greve with a private inifinity pool. Air conditioned bedrooms, stunning views, beautiful walled garden. Shaded dining area & modern seating area.

Weekly prices
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€ 6,512
€ 8,372
$ 8,829
$ 11,351
£ 6,262
£ 8,051

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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€ 3,749
€ 6,558
$ 5,083
$ 8,892
£ 3,605
£ 6,307

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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€ 4,687
€ 8,199
$ 6,355
$ 11,116
£ 4,507
£ 7,884

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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€ 5,074
€ 7,249
$ 6,879
$ 9,828
£ 4,879
£ 6,971

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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€ 5,637
€ 8,054
$ 7,643
$ 10,919
£ 5,421
£ 7,745

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

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

Luxury villa with stunning views overlooking San Gimignano with an oversized private swimming pool and full size tennis court. Air conditioned bedrooms with en suite bathrooms.  

Weekly prices
From
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€ 5,531
€ 7,999
$ 7,499
$ 10,845
£ 5,319
£ 7,692

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

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

This rental option for Diaspero includes services of a professional chef for breakfast 6 days a week and dinner upon arrival. The cost of food and drinks is not included. Additional meals can be arranged as an extra.

Weekly prices
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To
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€ 7,159
€ 9,627
$ 9,706
$ 13,052
£ 6,884
£ 9,258

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

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

This staffed rental option for Diaspero includes an unlimited supply of DOCG Vernaccia di San Gimignano & the services of a professional chef for breakfast 6 days a week & dinner upon arrival.

Weekly prices
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€ 7,446
€ 10,433
$ 10,096
$ 14,145
£ 7,161
£ 10,033

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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€ 3,477
€ 6,995
$ 4,714
$ 9,484
£ 3,344
£ 6,727

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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€ 3,957
€ 7,936
$ 5,366
$ 10,760
£ 3,806
£ 7,632

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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€ 5,128
€ 7,912
$ 6,953
$ 10,727
£ 4,931
£ 7,608

Sleeping: 8 - Bedrooms: 4 - Bathrooms: 6

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

Stylish villa set in the centre of a medieval Tuscan village with restaurants & shops. Heated indoor pool. A/C. bedrooms & en-suite bathrooms. Lawned garden with a dining & seating areas.

Weekly prices
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€ 3,603
€ 5,697
$ 4,885
$ 7,724
£ 3,465
£ 5,479

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 7

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

Stylish villa set in the centre of a medieval Tuscan village with restaurants & shops. Heated indoor pool. A/C. bedrooms & en-suite bathrooms. Lawned garden with a dining & seating areas.

Weekly prices
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€ 4,240
€ 6,701
$ 5,748
$ 9,085
£ 4,077
£ 6,444

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 8

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

Stylish villa set in the centre of a medieval Tuscan village with restaurants & shops. Heated indoor pool. A/C. bedrooms & en-suite bathrooms. Lawned garden with a dining & seating areas.

Weekly prices
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To
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€ 4,988
€ 7,884
$ 6,763
$ 10,689
£ 4,797
£ 7,582

Sleeping: 16 - Bedrooms: 8 - Bathrooms: 9

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

Rural 18th-century farmhouse & guesthouse with A/C in all rooms 12km from San Gimignano. Classic Tuscan interiors with large bedrooms & en-suite bathrooms. Manicured lawns with panoramic outdoor dining & seating areas. Private pool & all-weather tennis court. Rental option with staff & cook available.

Weekly prices
From
To
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€ 4,315
€ 7,117
$ 5,850
$ 9,650
£ 4,150
£ 6,844

Sleeping: 18 - Bedrooms: 9 - Bathrooms: 10

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

Rural 18th-century farmhouse & guesthouse with A/C in all rooms 12km from San Gimignano. Classic Tuscan interiors with large bedrooms & en-suite bathrooms. Manicured lawns with panoramic outdoor dining & seating areas. Private pool & all-weather tennis court. Rental option with staff & cook available.

Weekly prices
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To
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€ 4,439
€ 7,396
$ 6,019
$ 10,027
£ 4,269
£ 7,112

Sleeping: 20 - Bedrooms: 10 - Bathrooms: 11

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

Rural 18th-century farmhouse & guesthouse with A/C in all rooms 12km from San Gimignano. Classic Tuscan interiors with large bedrooms & en-suite bathrooms. Manicured lawns with panoramic outdoor dining & seating areas. Private pool & all-weather tennis court. Rental option with staff & cook available.

Weekly prices
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To
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€ 4,722
€ 7,866
$ 6,403
$ 10,664
£ 4,541
£ 7,564

Sleeping: 20 - Bedrooms: 10 - Bathrooms: 11

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

This rental option for Il Renaccio includes services of a professional chef for dinner 6 days a week. The cost of food & drinks is not included. Rental option with chef & all-inclusive wine available.

Weekly prices
From
To
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€ 6,927
€ 10,071
$ 9,392
$ 13,654
£ 6,662
£ 9,685
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