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: 98 villas

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
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To
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€ 5,214
€ 8,866
$ 5,788
$ 9,843
£ 4,419
£ 7,513

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
-
€ 5,876
€ 10,034
$ 6,524
$ 11,140
£ 4,980
£ 8,504

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
-
€ 6,933
€ 11,890
$ 7,697
$ 13,199
£ 5,875
£ 10,076

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
-
€ 7,895
€ 12,287
$ 8,765
$ 13,641
£ 6,691
£ 10,413

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
-
€ 8,504
€ 13,232
$ 9,441
$ 14,689
£ 7,207
£ 11,213

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
-
€ 6,696
€ 10,645
$ 7,433
$ 11,818
£ 5,674
£ 9,022

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
-
€ 7,973
€ 13,009
$ 8,852
$ 14,442
£ 6,757
£ 11,024

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
-
€ 5,006
€ 10,012
$ 5,558
$ 11,115
£ 4,242
£ 8,485

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
-
€ 7,093
€ 14,183
$ 7,875
$ 15,746
£ 6,011
£ 12,020

New for 2025

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 5

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Serene hilltop villa 10km from Grosseto with 17m infinity pool overlooking vineyards. Seamless indoor/outdoor living between alfresco dining areas. Ideally located on organic wine estate near Tuscany’s best beaches. Complimentary wine tasting & tour.

Weekly prices
From
To
-
€ 10,945
€ 12,275
$ 12,151
$ 13,627
£ 9,276
£ 10,402
New villa, be the first to review

SLEEPING: 6 - BEDROOMS: 4 - BATHROOMS: 4

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

Charming hilltop retreat with stunning views near the Tuscan coast. Private swimming pool, hot tub & Recently fitted private spa with a second hot tub [extra fees apply]. Air-con bedrooms, loggia for al fresco dining.

Weekly prices
From
To
-
€ 3,701
€ 6,606
$ 4,109
$ 7,333
£ 3,136
£ 5,598

SLEEPING: 8 - BEDROOMS: 4 - BATHROOMS: 4

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

Charming hilltop retreat with stunning views near the Tuscan coast. Private swimming pool, hot tub & Recently fitted private spa with a second hot tub [extra fees apply]. Air-con bedrooms, loggia for al fresco dining.

Weekly prices
From
To
-
€ 3,875
€ 7,014
$ 4,302
$ 7,787
£ 3,284
£ 5,944

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

Charming hilltop retreat with stunning views near the Tuscan coast. Private swimming pool, hot tub & Recently fitted private spa with a second hot tub [extra fees apply]. Air-con bedrooms, loggia for al fresco dining.

Weekly prices
From
To
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€ 4,624
€ 8,499
$ 5,133
$ 9,435
£ 3,918
£ 7,203

SLEEPING: 2 - BEDROOMS: 1 - BATHROOMS: 1

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

Charming stone cottage with a beautiful private pool , fully air conditioned, set in an exceptionally peaceful setting in southern Tuscany. Spectacular views, surrounded by olives groves.

Weekly prices
From
To
-
€ 2,001
€ 3,971
$ 2,221
$ 4,408
£ 1,696
£ 3,365

SLEEPING: 4 - BEDROOMS: 2 - BATHROOMS: 2

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

Charming stone cottage with a beautiful private pool , fully air conditioned, set in an exceptionally peaceful setting in southern Tuscany. Spectacular views, surrounded by olives groves.

Weekly prices
From
To
-
€ 2,193
€ 4,395
$ 2,434
$ 4,879
£ 1,858
£ 3,725

SLEEPING: 6 - BEDROOMS: 3 - BATHROOMS: 3

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

Charming stone cottage with a beautiful private pool , fully air conditioned, set in an exceptionally peaceful setting in southern Tuscany. Spectacular views, surrounded by olives groves.

Weekly prices
From
To
-
€ 2,382
€ 4,820
$ 2,645
$ 5,351
£ 2,019
£ 4,084

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Huge rambling Luxury home with a fantastic private swimming pool & stunning views on a hill top near Florence. Great kitchen, large air-con bedrooms & modern bathrooms. Summer kitchen, gym & Turkish bath.

Weekly prices
From
To
-
€ 9,587
€ 14,196
$ 10,643
$ 15,760
£ 8,124
£ 12,031

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Huge rambling Luxury home with a fantastic private swimming pool & stunning views on a hill top near Florence. Great kitchen, large air-con bedrooms & modern bathrooms. Summer kitchen, gym & Turkish bath.

Weekly prices
From
To
-
€ 11,385
€ 16,858
$ 12,639
$ 18,715
£ 9,648
£ 14,286

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 11

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Huge rambling Luxury home with a fantastic private swimming pool & stunning views on a hill top near Florence. Great kitchen, large air-con bedrooms & modern bathrooms. Summer kitchen, gym & Turkish bath.

Weekly prices
From
To
-
€ 11,984
€ 17,745
$ 13,304
$ 19,700
£ 10,156
£ 15,038

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 6

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

High-level luxury villa on a hilltop overlooking the breathtaking Val d' Orcia. Sophisticated interiors with state-of-the-art kitchen & A/C bedrooms. Private heated pool built in marble, tennis court & sauna.

Weekly prices
From
To
-
€ 11,583
€ 14,847
$ 12,859
$ 16,483
£ 9,816
£ 12,582

SLEEPING: 17 - BEDROOMS: 9 - BATHROOMS: 9

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

High-level luxury villa on a hilltop overlooking the breathtaking Val d' Orcia. Sophisticated interiors with state-of-the-art kitchen & A/C bedrooms. Private heated pool built in marble, tennis court & sauna.

Weekly prices
From
To
-
€ 13,558
€ 18,796
$ 15,052
$ 20,866
£ 11,490
£ 15,928

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

Multi-generational family farmhouse with air-conditioned bedrooms, lots of en suite bathrooms and a private swimming pool with plenty of shaded outdoor living areas near the beautiful town of Massa Martana.

Weekly prices
From
To
-
€ 3,712
€ 5,598
$ 4,120
$ 6,214
£ 3,145
£ 4,744

SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 9

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

Multi-generational family farmhouse with air-conditioned bedrooms, lots of en suite bathrooms and a private swimming pool with plenty of shaded outdoor living areas near the beautiful town of Massa Martana.

Weekly prices
From
To
-
€ 5,302
€ 7,997
$ 5,886
$ 8,878
£ 4,493
£ 6,777

SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 9

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

This rental option at Solomonio includes a breakfast buffet and a chef that shall prepare three evening meals, to be enjoyed at the villa in one of the any dining areas available at the villa.   

Weekly prices
From
To
-
€ 8,602
€ 11,498
$ 9,550
$ 12,765
£ 7,290
£ 9,744

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