Villas in Italy with 5-6 bedrooms

Enjoy Italy with more of your nearest and dearest with a handpicked Italian villa with 5-6 bedrooms, exclusive to Tuscany Now & More. Capable of sleeping up to 14, these villas are ideal for larger groups, with many offering large pools, gardens and games areas. Every rental villa includes its own dedicated concierge service, with additional services available including cooks, maids and tours of the local area.

Condé Nast Traveller 2020 Award
Showing: 63 villas
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Showing: 63 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
From
To
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€ 6,272
€ 8,064
$ 8,504
$ 10,933
£ 6,032
£ 7,755

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

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
From
To
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€ 4,939
€ 8,942
$ 6,696
$ 12,124
£ 4,750
£ 8,599

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

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

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

Beautifully positioned old stone farmhouse set on a hill top with a private pool and tennis court. Beautiful views of the Chianti countryside with a renowned restaurant within walking distance. Air conditioned bedrooms, beautiful living and sitting rooms. Cook is included for breakfast and evening meals.

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

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
From
To
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€ 6,512
€ 8,372
$ 8,829
$ 11,351
£ 6,262
£ 8,051

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

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
To
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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
From
To
-
€ 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
From
To
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€ 7,446
€ 10,433
$ 10,096
$ 14,145
£ 7,161
£ 10,033
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