Villas with air-conditioned bedrooms in Italy

Many of the traditional Tuscan villas are stone-built, meaning that they stay cool and well-aired throughout the day, but air-conditioned bedroom offers that extra level of luxury and relaxation, especially during the evening. Set the temperature to your ideal level and enjoy this extra comfort for a great night’s sleep during your stay in Italy.

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Showing: 97 villas

SLEEPING: 15 - BEDROOMS: 8 - BATHROOMS: 7

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

Luxury stone farmhouse in Chianti with staff & cook. Private infinity pool, multiple alfresco living spaces & large A/C bedrooms with luxurious ensuite bathrooms. On-site concierge. Breakfast & dinner service included. 

Weekly prices
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To
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€ 10,647
€ 15,774
$ 11,820
$ 17,512
£ 9,023
£ 13,368

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
From
To
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€ 16,004
€ 21,131
$ 17,767
$ 23,459
£ 13,562
£ 17,907

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

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

Luxury stone farmhouse set on a large estate amid vineyards & olive groves near Florence. Fantastic kitchen, air-con bedrooms, en suite bathrooms. Large private fenced pool, hot tub, sauna, spa, yoga deck and yoga studio with gym. Access to the Estate's private tennis court.

Weekly prices
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€ 16,454
€ 20,679
$ 18,267
$ 22,957
£ 13,944
£ 17,524

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 6

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

A 16th-century architectural jewel of Veneto with staff & cook. Starred in "The Merchant of Venice" with Al Pacino. Frescoed interiors, Italian gardens & private heated pool. Large A/C bedrooms & modern kitchen. Breakfast & dinner service included in the price.

Weekly prices
From
To
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€ 13,250
€ 19,544
$ 14,710
$ 21,697
£ 11,229
£ 16,562

New for 2025

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 7

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

Fully-staffed family villa within hamlet 12km from Siena. Modern A/C bedrooms & ensuite bathrooms. Historic, peaceful setting with private, gated pool & manicured gardens with olive groves. Breakfast & dinner service included in the price. 

Weekly prices
From
To
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€ 9,327
€ 14,108
$ 10,354
$ 15,663
£ 7,904
£ 11,956
New villa, be the first to review

New for 2025

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 7

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

Fully-staffed family villa within hamlet 12km from Siena. Modern A/C bedrooms & ensuite bathrooms. Historic, peaceful setting with private, gated pool & manicured gardens with olive groves. Breakfast & dinner service included in the price. 

Weekly prices
From
To
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€ 10,969
€ 17,580
$ 12,178
$ 19,517
£ 9,296
£ 14,898
New villa, be the first to review

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

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

Elegant 17th-century villa with a private pool surrounded by a stunning park which includes an amphitheatre. Air-conditioned bedrooms with en suite bathrooms. Breakfast service [ingredients excluded] and maid service included.

Weekly prices
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To
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€ 9,270
€ 14,549
$ 10,292
$ 16,152
£ 7,856
£ 12,330

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

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

For an Umbrian wedding with up to 50 guests (up to 90 with an extra fee) in a 17th-century villa with private pool, surrounded by 10-acre park with formal gardens, fountains & amphitheatre. A/C bedrooms with ensuite bathrooms. Breakfast service [ingredients excluded] and maid service included.

Weekly prices
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€ 13,464
€ 18,743
$ 14,947
$ 20,808
£ 11,410
£ 15,884

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
From
To
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€ 8,708
€ 16,328
$ 9,667
$ 18,127
£ 7,380
£ 13,837

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
From
To
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€ 9,580
€ 17,961
$ 10,635
$ 19,940
£ 8,118
£ 15,221

Special Christmas & New Year Offer

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Heated pool

Luxury home, fully air-conditioned with beautiful views part of a small hamlet within walking distance to the centre of Florence. Private heated infinity pool and en suite bathrooms.

Weekly prices
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To
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€ 7,776
€ 11,870
$ 8,633
$ 13,178
£ 6,590
£ 10,059

Special Christmas & New Year Offer

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 6

  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Heated pool

Luxury home, fully air-conditioned with beautiful views part of a small hamlet within walking distance to the centre of Florence. Private heated infinity pool and en suite bathrooms.

Weekly prices
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To
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€ 8,190
€ 13,007
$ 9,092
$ 14,440
£ 6,941
£ 11,023

Special Christmas & New Year Offer

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Heated pool

Luxury home, fully air-conditioned with beautiful views part of a small hamlet within walking distance to the centre of Florence. Private heated infinity pool and en suite bathrooms.

Weekly prices
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To
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€ 10,238
€ 16,258
$ 11,365
$ 18,050
£ 8,676
£ 13,778

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
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To
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€ 4,822
€ 10,089
$ 5,354
$ 11,200
£ 4,087
£ 8,550

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
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To
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€ 8,930
€ 14,196
$ 9,914
$ 15,760
£ 7,568
£ 12,031

SLEEPING: 14 - BEDROOMS: 7 - 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 with two family suites, perfect for younger families. Wealth of alfresco living areas. On-site attentive staff can prepare meals & offer cooking lessons.

Weekly prices
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€ 5,787
€ 12,106
$ 6,424
$ 13,440
£ 4,904
£ 10,260

SLEEPING: 14 - BEDROOMS: 7 - 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 with two family suites, perfect for younger families. Private infinity pool & hot tub. On-site concierge. 18km from San Gimignano.

Weekly prices
From
To
-
€ 9,895
€ 16,214
$ 10,985
$ 18,000
£ 8,385
£ 13,741

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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To
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€ 5,096
€ 8,301
$ 5,657
$ 9,215
£ 4,318
£ 7,034

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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To
-
€ 6,361
€ 11,791
$ 7,062
$ 13,090
£ 5,391
£ 9,992

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 7

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

Plan a wedding for up to 60 guests in the Mugello countryside, 40km from Florence. A spacious converted farmhouse with wrap-around gardens & terrace, large private pool, A/C bedrooms, professional kitchen for events. Chapel within walking distance. Chef services included for arrival dinner & Sunday breakfast.

Weekly prices
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To
-
€ 7,716
€ 13,431
$ 8,566
$ 14,910
£ 6,539
£ 11,382

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
From
To
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€ 10,052
€ 15,482
$ 11,160
$ 17,188
£ 8,519
£ 13,120
Rental options (size of party):

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 9

  • Fully air-conditioned villa
  • Internet connection
  • Heated pool

Restored luxury stone farmhouse & guesthouse with private heated infinity pool in Siena outskirts. Interior has terracotta floors, beamed ceilings, A/C in all rooms & en-suite bathrooms. Plenty of panoramic outdoor living & dining areas. Private gym.

Weekly prices
From
To
-
€ 11,383
€ 15,676
$ 12,637
$ 17,403
£ 9,646
£ 13,285

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