Air conditioned apartments and villas to rent in Cortona

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  • Italy
  • Tuscany
  • Province of Arezzo
  • Cortona
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  • Cantalena (1)
  • Cegliolo (4)
  • Centoia (1)
  • Farinaio (2)
  • Fratta Santa Caterina (8)
  • Fratticciola (1)
  • Localita Mucchia (2)
  • Montalla (9)
  • Montanare (3)
  • Montecchio (7)
  • Pietraia (9)

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273 Holiday homes

Filters applied: Air conditioning (275)

100

Orietta - Cortona villa sleeps 5

Province of Arezzo / Cortona

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
ExteriorsIf it is not inside the charming little villa, guests will definitely want to be enjoying its surroundings. This wonderful retreat is located in the city of Cortona, and the entire area boasts some majestic scenery that can be explored on foot, by bike or by ca  …see more

from £169 / night

£733 - £906 / week

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from £169 / night

(3) Excellent 

24

Cortona / Cegliolo

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £100 / night

£604 / week

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from £100 / night

30

1 bedroom sleeps 4, beautiful view - Cortona house sleeps 4

Province of Arezzo / Cortona

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 15 km
  • Suitable for children age 5+
  • Air conditioning
A beautiful and comfortable typical Cortona country farmhouse. This nice accommodation is situated 5 minutes by car far from the historic hill town of Cortona. The house is over a hundred years old and constructed of local river rock, the walls are up to a meter thick.  …see more

from £65 / night

£345 / week

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from £65 / night

31

Villa Nello - Cortona villa sleeps 8

Province of Arezzo / Cortona

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Above the wood oven is engraved 1781. Villa Nello was restored in 2001. It develops on three floors, sleeping 8 people, plus a small independent single bedroom with bathroom. The ground floor includes an entrance foyer, adjoining dining room and kitchen leading to a lar  …see more

from £616 / night

£4311 / week

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from £616 / night

(1) Excellent 

24

Il Moro Novo - Montalla apartment sleeps 3

Cortona / Montalla

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Equipped with chairs, shades, and beach beds.It has been restored with respect for the original stile and all the furniture are antique, you will have a warm and relaxing feeling when you enter Il Moro Novo.The house is located just outside a small country village, so i  …see more

from £61 / night

£317 - £598 / week

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from £61 / night

36

Cortona / Montalla

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £101 / night

£707 - £1061 / week

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from £101 / night

(10) Excellent 

24

villa ai cedri - Cortona villa sleeps 8

Province of Arezzo / Cortona

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
"The agriturismo can accommodate 8 - 10 guests. The villa (250sqm) is set on the hillside and, from both the house and the gardens, one can enjoy the spectacular 180 degree views over the Valdichiana valley to the hills of Montepulciano beyond. The colours change throug  …see more

from £222 / night

£1552 - £2500 / week

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from £222 / night

(8) Excellent 

30

Fantastic 5 bedroom Tuscan farmhouse with panoramic views and swimming pool - Cortona farmhouse sleeps 16

Province of Arezzo / Cortona

5 16 Min stay varies

  • 5 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded  …see more

from £345 / night

£2587 - £3449 / week

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from £345 / night

(3) Excellent 

30

Poggiobello - Cortona cottage sleeps 5

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The cottage is immersed in the splendid countryside with breathtaking views all around. It is surrounded by the lovelyundulating hills covered with sunflowers, olive groves and cypresses, you will find yourself totally immersed in an enchanted atmosphere frozen in time.  …see more

Pricing unknown

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Pricing unknown

36

Province of Arezzo / Cortona

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £62 / night

£432 - £561 / week

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from £62 / night

22

cortona holiday villa with swimming pool and wi fi - Cortona cottage sleeps 6

Province of Arezzo / Cortona

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautiful holiday home near Cortona, is located at a 15 min drive (15km) from this famed Etruscan and medieval town, main cultural and artistic centre of the Val di Chiana after Arezzo. The cottage is the outbuilding of an old farmhouse, dating back to the 18th cen  …see more

from £114 / night

£794 - £1457 / week

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from £114 / night

22

Province of Arezzo / Cortona

20 30 2 nights min

  • 20 bedrooms
  • Sleeps 30
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £133 / night

£837 / week

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from £133 / night

(35) Excellent 

25

Il Villino di Cortona (Property at exclusive use) - Cortona villa sleeps 4

Province of Arezzo / Cortona

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
"Il Villino di Cortona", cosy holiday home nestled in the green heart of the Chiana Valley in Cortona (Tuscany), an oasis of peace, tranquility and relaxation. Your holiday in contact with nature ... "Il Villino di Cortona”, is a small holiday home, nestled in the Va  …see more

from £82 / night

£526 - £742 / week

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from £82 / night

(1) Very Good 

36

VILLA FRANCESCA Cortona - Cortona villa sleeps 6

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Property DescriptionVilla Francesca is a beautiful villa located in the countryside in the green hills on the border between Tuscany and Umbria, a few kilometers from Cortona, a quaint town rich in history and offers shops and services of all kinds. At about 1 km you wi  …see more

from £140 / night

£975 - £1656 / week

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from £140 / night

16

Le Casine - Girasole Apartment - Fratta Santa Caterina apartment sleeps 4

Cortona / Fratta Santa Caterina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below the Etruscan town of Cortona. It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 t  …see more

from £59 / night

£409 - £552 / week

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from £59 / night

(1) Excellent 

89

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Swimming pool

 …see more

from £104 / night

£621 - £1026 / week

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from £104 / night

14

Le Casine - Bugia Apartment - Fratta Santa Caterina apartment sleeps 2

Cortona / Fratta Santa Caterina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below the Etruscan town of Cortona. It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 t  …see more

from £51 / night

£352 - £466 / week

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from £51 / night

89

Querce/luxury. Private village. Sleeps 5 - Montecchio house sleeps 5

Cortona / Montecchio

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
QUERCE COTTAGE is one of two dwellings in a large cottage, overlooking the private village, Garden Of Eden, the hills, dales, olive groves and vineyards as the vista spirals into a haze of greens, dotted with colours, an infinity of brightly coloured patchwork, against  …see more

from £20 / night

£136 - £949 / week

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from £20 / night

65

Garden of Eden : Mulino - nr Cortona & Trasimeno - Cortona cottage sleeps 5

Province of Arezzo / Cortona

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 7 km
  • Swimming pool
  • Child friendly
Mulino Cottage is a detached cottage, set on its own private plot, in the middle of the village. It has a large garden at the back of the cottage, with fantastic views overlooking the hills and the dales, the meadows, the vineyards, the olive groves, peppered with ever  …see more

from £93 / night

£647 - £949 / week

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from £93 / night

(15) Excellent 

23

Idyllic Tuscan house in heart of ancient Cortona - Cortona house sleeps 4

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Air conditioning
  • Private garden
An perfect setting for a sight seeing holiday, with all home comforts , our medieval 3-storey home lies at the historic heart of walled Cortona, with its gourmet restaurants and pavement cafes. An Etruscan hill town, profiled against rolling oak and olive clad hills, an  …see more

from £160 / night

£1087 - £1888 / week

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from £160 / night

101

Province of Arezzo / Cortona

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 17 km
  • Swimming pool

 …see more

from £518 / night

£3621 - £5690 / week

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from £518 / night

42

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £69 / night

£475 - £604 / week

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from £69 / night

(2) Very Good 

12

Province of Arezzo / Cortona

6 6 Min stay varies

  • 6 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

Pricing unknown

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Pricing unknown

59

Province of Arezzo / Cortona

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly

 …see more

from £302 / night

£2113 / week

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from £302 / night

84

Fienile/luxury. Private village. Sleeps 5 - Montecchio house sleeps 5

Cortona / Montecchio

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Fienile Cottage is a cute detached cottage, situated in its own private garden, with sensational views of olive groves, vineyards, meadows full of sunflowers, poppies and purple cornflowers, spiralling infinitely into the valleys below. It has 1 double bedroom + 1 singl  …see more

from £117 / night

£819 - £949 / week

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from £117 / night

18

Villa Petrischio - Cortona apartment sleeps 6

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
You can find Villa Petrischio in the heart of Tuscany. The Villa was built in the 18th century on the highest hill of Farneta, which is a little village ten miles away from Cortona. Villa Petrischio is surrounded by three hectares of park with secular pines and cypresse  …see more

Pricing unknown

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Pricing unknown

(16) Excellent 

46

Set in the majestic Tuscan hills, six bedroom farmhouse with outdoor pool, private garden and gorgeous views - Cortona house sleeps 10

Province of Arezzo / Cortona

6 10 3 nights min

  • 6 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
I Mandorli is an original Tuscan farmhouse. It has been refurbished using traditional materials and techniques to maintain it's rustic character and help stay cool through the long summer days. In autumn and winter you can relax in the spacious living room, in fr  …see more

from £216 / night

£1294 / week

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from £216 / night

(1) Very Good 

10

One bedroom apartment in classic Tuscan farmhouse, access to shared swimming pool, gardens and lake fishing - Cortona farmhouse sleeps 4

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This apartment has own outside space and very well fitted out with garden furniture, all equipped with every thing necessary to be efficient and functional. 1 bedroom, living room with kitchenette and sofa bed, bathroom with shower.For the people that are fond of fishin  …see more

Pricing unknown

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Pricing unknown

(9) Excellent 

28

Province of Arezzo / Cortona

11 24 Min stay varies

  • 11 bedrooms
  • Sleeps 24
  • Min stay varies
  • Nearest beach 8 km
  • Swimming pool
  • Child friendly

 …see more

from £44 / night

£302 - £5207 / week

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from £44 / night

34

Cortona / Montanare

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £61 / night

£388 / week

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from £61 / night

11

Cortona / Montanare

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £61 / night

£388 / week

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from £61 / night

(1) Excellent 

10

Province of Arezzo / Cortona

5 10 4 nights min

  • 5 bedrooms
  • Sleeps 10
  • 4 nights min
  • Nearest beach 209 km
  • Swimming pool
  • Child friendly

 …see more

from £371 / night

£2587 / week

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from £371 / night

18

Casa S. Egidio - Cortona house sleeps 9

Province of Arezzo / Cortona

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This 2 storey villa is located 600m above sea level, is surrounded by woods and has panoramic views of the Val Di Chiana. Casa Santí Egidio is only 7 km from the ancient Etruscan city of Cortona, making excursions to surrounding towns easy. The private garden has a ga  …see more

from £302 / night

£2113 - £3018 / week

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from £302 / night

(20) Excellent 

58

Charming Cottage Near Cortona, Garden, AC,WiFI - Cortona house sleeps 4

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Charming small villa in pretty medieval village about 25 minutes from Cortona. The house is set in large gardens and olive grove with views of the surrounding hills. A/C and Wi-Fi throughout. Very comfortable and really fully equipped. Mint condition. Lovely Garde  …see more

from £95 / night

£604 - £794 / week

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from £95 / night

20

San Martino, distinctive stone villa in Cortona - Cortona villa sleeps 6

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Set in beautiful hilly position, the farmhouse is named after the 800 olive trees that surround the property and from which the owners obtain great olive oil. San Martino agli Ulivi is the result of a long and accurate renovation of the family estate. On one of the ston  …see more

from £148 / night

£1035 - £1294 / week

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from £148 / night

14

Nido Cortona - Cortona house sleeps 2

Province of Arezzo / Cortona

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Air conditioning
  • Pet friendly
  • Private garden
Small Tuscany villa for two - Tucked away in the blissful, rolling countryside on the edge of a small hamlet near Cortona, this romantic stone cottage with private pool is a delightful hideaway for a couple seeking to experience the best of Tuscany and Umbria. Surrounde  …see more

from £225 / night

£1570 - £1930 / week

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from £225 / night

100

Lucente - Cortona villa sleeps 8

Province of Arezzo / Cortona

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 136 km
  • Swimming pool
  • Child friendly
Exterior This idyllic villa is located in the east of Tuscany, in the heart of the Val di Chiana, near the enchanting town of Cortona. From the villa, you’ll enjoy breathtaking panoramic views of the Val di Chiana. The villa is surrounded by olive trees  …see more

Pricing unknown

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Pricing unknown

100

Serena - Cortona villa sleeps 6

Province of Arezzo / Cortona

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
ExteriorsThis lovely villa is an independent construction that dates back to the beginning of the 20th century and is located in an absolutely tranquil and beautiful position in Cortona’s countryside. The city’s historical center is only 14km from the proper  …see more

from £124 / night

£863 - £1233 / week

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from £124 / night

17

Villa in Tuscany La Mucchia - Cortona studio sleeps 2

Province of Arezzo / Cortona

Studio 2 3 nights min

  • Studio
  • Sleeps 2
  • 3 nights min
  • Nearest beach 5 km
  • Child friendly
  • Air conditioning
This 2nd floor studio in our Tuscany countryside accommodation storehouse, which benefits from the best views of Chiana Valley and Cortona. There is a living area and fully equipped kitchen and one double bedroom with an in-suite bathroom. The suite in our farmhouse on  …see more

from £104 / night

£733 / week

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from £104 / night

100

Nina - Cortona villa sleeps 4

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
ExteriorsThis beautiful and secluded villa lies in Cortona’s countryside, with spectacular views over the valley, Cortona and Trasimeno Lake. Located only a couple of minutes from the town center, it is also very close to the most famous art cities in the world, w  …see more

Pricing unknown

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Pricing unknown

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