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 2023 Award
Showing: 57 villas
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Showing: 57 villas
Rental options (size of party):

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

Luxury stone farmhouse with A/C bedrooms, luxurious en-suite bathrooms & private heated swimming pool. Bright contemporary interiors and well-equipped kitchen Lush, planted garden on a hilltop with unforgettable views 20km from Siena

Weekly prices
From
To
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€ 7,480
€ 12,521
$ 8,056
$ 13,484
£ 6,394
£ 10,702

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
From
To
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€ 5,313
€ 9,347
$ 5,721
$ 10,066
£ 4,541
£ 7,989

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

Charming country villa with private infinity pool & hot tub 18km from San Gimignano. A/C bedrooms & ensuite bathrooms. Wealth of alfresco living areas. On-site attentive staff can prepare meals & offer cooking lessons.

Weekly prices
From
To
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€ 4,593
€ 9,608
$ 4,946
$ 10,347
£ 3,925
£ 8,212

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

A food lover’s paradise complete with chef services for breakfast & dinner, plus one cooking class. A/C bedrooms & ensuite bathrooms. Private infinity pool & hot tub. On-site attentive concierge. 18km from San Gimignano. 

Weekly prices
From
To
-
€ 8,505
€ 13,520
$ 9,159
$ 14,560
£ 7,269
£ 11,556

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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€ 7,913
€ 11,444
$ 8,521
$ 12,324
£ 6,763
£ 9,781

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 is included, but drinks are not included. Additional meals can be arranged as an extra.

Weekly prices
From
To
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€ 10,242
€ 13,773
$ 11,030
$ 14,832
£ 8,754
£ 11,772

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

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

Weekly prices
From
To
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€ 8,898
€ 11,122
$ 9,582
$ 11,978
£ 7,605
£ 9,506

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

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
-
€ 7,121
€ 10,690
$ 7,668
$ 11,512
£ 6,086
£ 9,136

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
From
To
-
€ 7,220
€ 10,645
$ 7,775
$ 11,464
£ 6,171
£ 9,098

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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€ 5,827
€ 10,549
$ 6,275
$ 11,361
£ 4,980
£ 9,016

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Hot tub

Classic stone farmhouse in the Val d’Orcia with panoramic views of Pienza. Fully A/C, spacious open-plan living areas with ensuite bathrooms. 12m infinity pool, hot tub & dining terrace.

Weekly prices
From
To
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€ 7,384
€ 10,548
$ 7,952
$ 11,360
£ 6,311
£ 9,016

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