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)
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275 Holiday homes

Filters applied: Air conditioning (277)

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

15

Le Casine - Papavero 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 £54 / night

£371 - £495 / week

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from £54 / night

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

31

Luxury villa in Cortona - Cortona villa sleeps 12

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This magnificent villa is located at 400 m from the lovely town of Cortona, one of the most beautiful and renowned towns of Tuscany. An important Etruscan settlement, Cortona today is a medieval jewel on the side of a hill dominating the Val di Chiana. This elegant vill  …see more

from £370 / night

£2587 - £4018 / week

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from £370 / night

(9) Excellent 

33

Villa Rosa - Heaven in Tuscany|Pool|WiFi|Cortona - Cortona villa sleeps 5

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
With essential private pool and (Free) Wi-Fi, Villa Rosa is nestled into the Tuscan hillside within a few minutes drive or leisurely walk into vibrant Cortona. Couples love it, families love it. It is heaven. A two bedroom, two bathrooms, fully furnished beautiful  …see more

from £235 / night

£1645 - £2023 / week

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from £235 / night

(2) Excellent 

88

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 18 km
  • Swimming pool
  • Child friendly

 …see more

from £104 / night

£604 - £1026 / week

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from £104 / night

(5) Excellent 

41

Province of Arezzo / Cortona

3 6 Min stay varies

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

 …see more

from £67 / night

£465 / week

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from £67 / 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

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

19

Le Casine - Mela 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

(1) Excellent 

12

Large Tuscan farmhouse apartment in beautiful Cortona countryside, four bedrooms, pool access - Cortona farmhouse sleeps 6

Province of Arezzo / Cortona

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
The apartment is independent, and has beautiful piece of ancient furniture own heating system, some of them has a fire-place. This has a own outside space and very well fitted out with garden furniture, all equipped with every thing necessary to be efficient and functi  …see more

Pricing unknown

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Pricing unknown

15

Cortona walking distance villa - Cortona villa sleeps 5

Province of Arezzo / Cortona

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This lovely small villa is located at 400 m from the charming town of Cortona, one of the most beautiful and renowned towns of Tuscany. An important Etruscan settlement, Cortona today is a medieval jewel on the side of a hill dominating the Val di Chiana. The villa, 65  …see more

from £99 / night

£690 - £1207 / week

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from £99 / night

100

Curtum - Three-Room - Cortona apartment 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
These 2 three-roomed apartments can sleep up to 4 people each; and they both boast their own private bathroom with shower and full kitchenette. They also afford one double bedroom and one twin bedroom.Both apartments have their own private outdoor area, and they are equ  …see more

from £189 / night

£741 / week

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from £189 / night

(1) Excellent 

6

Province of Arezzo / Cortona

3 6 Min stay varies

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

 …see more

Pricing unknown

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Pricing unknown

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

26

VILLA CORTONA (SOFIA) 13 BEDROOMS - Fratticciola farmhouse sleeps 29

Cortona / Fratticciola

13 29 3 nights min

  • 13 bedrooms
  • Sleeps 29
  • 3 nights min
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden
Villa Sofia in the innermost heart of the Tuscan countryside.It joins its peaceful landscape to the neighbourhood with important artistic, cultural cities like CORTONA 7km, AREZZO 24kmMONTEPULCIANO 20Km (Chianti Wine) ,PIENZA 25 Km(cheese), LAKE TRASIMENO 18km, ASSIS  …see more

from £475 / night

£3363 - £4656 / week

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from £475 / night

19

Villa Santa Maria - Cortona villa sleeps 14

Province of Arezzo / Cortona

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Santa Maria is set in a commanding location nestled amongst olive trees in the very heart of Tuscany. Villa Santa Maria is the ideal spot for guests to enjoy a relaxing holiday in Tuscany in charming and relaxing countryside surroundings far from the hustle and b  …see more

from £388 / night

£2716 - £4466 / week

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from £388 / night

33

Villa Orizzonte - Cortona villa sleeps 7

Province of Arezzo / Cortona

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
DescriptionVilla Orizzonte is a charming property dating back to the 18th century, recently restored maintaining its unique Tuscan characteristics such as wooden beams, stone features, terracotta floors.It-s located in one of the most evocative areas of the countryside  …see more

from £148 / night

£1035 - £1682 / week

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from £148 / 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

(1) Excellent 

31

ANTICO PALLAIO - Cortona villa sleeps 9

Province of Arezzo / Cortona

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
tipical old house, swimming pool, wifi, tv satelite,bbq, volley ball field, pétanque field, mini tennis field. beatiful wiew over the chiana valley. all the old charme of tuscany. 4bedroom, 4 bathroomLocated in the village of Ossaia ( 3 km from Cortona), the property  …see more

from £259 / night

£1725 / week

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from £259 / night

(3) Excellent 

23

Tuscan holiday farmhouse villa features stunning grounds and pool, sleeps 4 - Cortona villa 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
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 £87 / night

£604 - £690 / week

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from £87 / night

36

Villa Il Nido - Cortona villa sleeps 4

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
DescriptionIn one of the most beautiful scenery around Cortona, overlooking the Val di Chiana valley, you find Villa Il Nido.The Villa is isolated and immersed in a complete privacy and tranquility. All around the property you can admire a magnificent olive grove of 5 a  …see more

from £185 / night

£1294 - £2156 / week

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from £185 / 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

39

La Torre degli Elci - Cortona villa sleeps 12

Province of Arezzo / Cortona

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Torre degli Elci is set in the greens of the Tuscan countryside, midst olives and cypress trees and just 4 km from Cortona. The name of the Villa derives from the old sighting tower which has testimonials from 13th and 14th century and which became a monastery and  …see more

from £296 / night

£2069 - £3535 / week

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from £296 / night

(26) Excellent 

31

Province of Arezzo / Cortona

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary
  • Air conditioning

 …see more

from £56 / night

£250 - £487 / week

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from £56 / 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

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

36

Villa Orlando - 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
Lovingly restored in 2004 Villa Orlando sleeps 8 people comfortably with four bedrooms, all with en-suite bathrooms with showers. This villa is perfect for families or groups that like to spend time enjoying the outdoors.You will enjoy a spacious , fully equipped kitche  …see more

from £284 / night

£1983 - £3190 / week

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from £284 / night

16

YPR LOFT 21 - Cortona apartment sleeps 4

Province of Arezzo / Cortona

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
This apartment is stylish and extremely comfortable and it is located in the heart of Cortona. Maintaining the Tuscan features of the town's buildings, it's been newly restored with great elegance and equipped with all modern conveniences. Its central, but, still, qui  …see more

from £604 / night

£4225 / week

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from £604 / night

24

Villa Fonte - Cortona villa sleeps 12

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Villa Fonte is located in an extraordinary panoramic position in the open countryside surrounded by olive trees and other typical Tuscan plants but within walking distance from the famous historical town of Cortona just 400 meters away. The perfect place for a holiday d  …see more

from £413 / night

£2888 - £4483 / week

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from £413 / night

41

Villa Liliana - Cortona villa sleeps 10

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Liliana is perfectly situated to enjoy the spectacular views of our beautiful valley. Villa Liliana sleeps up to 10 people.On the ground floor, a spacious hallway entry foyer leads into a living room and one bedroom with en-suite bathroom. The spacious kitchen, on  …see more

from £300 / night

£2095 - £3190 / week

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from £300 / night

15

Province of Arezzo / Cortona

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £164 / night

£1147 / week

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from £164 / 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

24

Province of Arezzo / Cortona

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £207 / night

£1294 - £1423 / week

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from £207 / night

16

Palazzo Cinotti Suite Giulio - Cantalena apartment sleeps 2

Cortona / Cantalena

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Ask owner if suitable for children
  • Air conditioning
Suite Giulio is a beautiful apartment right in the city centre of Siena, between the Cathedral and Piazza Il Campo. Renewed in 2013 offer all the modern comfort, tv sat, wi fi, air conditioned, new bed etc. The aparment is full of light, has frescoes, a big living room  …see more

from £164 / night

£983 / week

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from £164 / night

100

Il Furioso - Cortona villa sleeps 8

Province of Arezzo / Cortona

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
ExteriorsThis villa with pool near Cortona can accommodate up to 8 people and it is perfect for families or groups that like to spend their time enjoying the outdoors.It features a lovely outdoor terrace with a table seating 12 people and a small cooking nook with  …see more

from £284 / night

£1983 - £3190 / week

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from £284 / night

(3) Excellent 

21

Tuscan Family Villa Castiglioni, Pool easy access - Cortona villa sleeps 12

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 26 km
  • Swimming pool
  • Child friendly
This exceptional, luxurious and impeccable private estate in Castiglion Fiorentino offers seamless indoor-outdoor living in absolute comfort. Extraordinary views of both the famed Montechio Castle and, the Eternal Tuscan hill town of Castiglion Fiorentino can be easily  …see more

from £462 / night

£3228 / week

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from £462 / night

(2) Excellent 

24

Charming Tuscan Villa with private pool and garden, stunning valley views! - 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
A charming cottage situated in dominant position with view of the surrounding hills covered with silver olive groves and the Valdichiana valley. The house lies in a relaxing, peaceful area and is surrounded by a large fenced garden and aromatic plants. In the garden you  …see more

from £89 / night

£621 - £1466 / week

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from £89 / night

11

Cortona / Montanare

1 3 Min stay varies

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

 …see more

Pricing unknown

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Pricing unknown

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

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