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.

Condé Nast Traveller 2023 Award
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Showing: 96 villas

SLEEPING: 12 - BEDROOMS: 7 - BATHROOMS: 6

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Elegant 17th-century farmhouse & guesthouse on a hilltop 5km from Greve in Chianti. Private pool & Chianti views. Interior has beamed ceilings, terracotta floors, A/C bedrooms & modern bathrooms. Ideal location to explore Tuscany.

Weekly prices
From
To
-
€ 4,768
€ 9,535
$ 5,134
$ 10,269
£ 4,075
£ 8,150

SLEEPING: 16 - BEDROOMS: 11 - BATHROOMS: 9

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Elegant 17th-century farmhouse & guesthouse on a hilltop 5km from Greve in Chianti. Private pool & Chianti views. Interior has beamed ceilings, terracotta floors, A/C bedrooms & modern bathrooms. Ideal location to explore Tuscany.

Weekly prices
From
To
-
€ 6,756
€ 13,508
$ 7,275
$ 14,547
£ 5,774
£ 11,545

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 6

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

Large, luxurious multi-generational villa with private heated gated pool 6km from San Gimignano. Top-quality interiors with A/C bedrooms, modern bathrooms & billiard room. Extensive grounds & terraces with alfresco living areas framed by vineyards & woodland.

Weekly prices
From
To
-
€ 7,195
€ 10,431
$ 7,748
$ 11,234
£ 6,149
£ 8,916

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 7

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

Large, luxurious multi-generational villa with private heated gated pool 6km from San Gimignano. Top-quality interiors with A/C bedrooms, modern bathrooms & billiard room. Extensive grounds & terraces with alfresco living areas framed by vineyards & woodland.

Weekly prices
From
To
-
€ 9,102
€ 13,245
$ 9,802
$ 14,263
£ 7,780
£ 11,320

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. Comfortable homey interiors with many nooks, three kitchens and Chef service for 6 breakfast is also included in the price.

Weekly prices
From
To
-
€ 7,519
€ 11,702
$ 8,097
$ 12,602
£ 6,427
£ 10,002

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. Comfortable homey interiors with many nooks, three kitchens and chef service for 6 breakfast included in the price.

Weekly prices
From
To
-
€ 8,099
€ 12,602
$ 8,722
$ 13,571
£ 6,922
£ 10,771
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: 14 - BEDROOMS: 7 - BATHROOMS: 7

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Picturesque stone farmhouse on a hill top with sweeping views of the countryside near to Siena. Private pool & pool house. modern outside lounging area and air conditioned bedrooms

Weekly prices
From
To
-
€ 6,377
€ 10,042
$ 6,867
$ 10,814
£ 5,450
£ 8,583

SLEEPING: 18 - BEDROOMS: 11 - BATHROOMS: 7

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Picturesque stone farmhouse on a hill top with sweeping views of the countryside near to Siena. Private pool & pool house. modern outside lounging area and air conditioned bedrooms

Weekly prices
From
To
-
€ 7,594
€ 12,389
$ 8,178
$ 13,342
£ 6,490
£ 10,589

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

  • 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
From
To
-
€ 6,107
€ 9,423
$ 6,577
$ 10,148
£ 5,220
£ 8,054

SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 8

  • 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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To
-
€ 7,634
€ 11,779
$ 8,221
$ 12,685
£ 6,525
£ 10,068

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

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

  • 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
-
€ 6,666
€ 11,665
$ 7,179
$ 12,562
£ 5,698
£ 9,970

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
-
€ 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: 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
From
To
-
€ 5,511
€ 11,530
$ 5,935
$ 12,417
£ 4,711
£ 9,855

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
-
€ 9,423
€ 15,442
$ 10,148
$ 16,630
£ 8,054
£ 13,198

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
-
€ 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
-
€ 10,242
€ 13,773
$ 11,030
$ 14,832
£ 8,754
£ 11,772

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
From
To
-
€ 4,966
€ 8,444
$ 5,348
$ 9,093
£ 4,244
£ 7,217

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
From
To
-
€ 5,596
€ 9,556
$ 6,027
$ 10,292
£ 4,783
£ 8,168

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
From
To
-
€ 6,603
€ 11,323
$ 7,111
$ 12,194
£ 5,644
£ 9,678

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