Cortona Villas, Holiday rentals and apartments

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Cortona

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845 Holiday homes

Travellers going to Cortona are booking June dates now. Secure your holiday home today and have the perfect trip.

100

Holiday apartment in Cignano

Cortona / Cignano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
This agriturismo features a large outdoor pool and has seven apartments that can accommodate between 2 and 8 people.  …see more

from £65 / night

£359 - £569 / week

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from £65 / night

15

Apartment rental in Cortona with shared pool

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Apartment in Cortona with 2 bedrooms sleeps 4  …see more

from £78 / night

£462 - £770 / week

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from £78 / night

8

Holiday home rental

Cortona / Montanare

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Argella is a little country village all built in sand-stone, part of an old agricultural area. In the property there are two independent apartments. Argella is close to Cortona , an etruscan city rich in monuments and cultural life  …see more

from £69 / night

£428 - £633 / week

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from £69 / night

28

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Borgonuovo is a beautiful farmhouse, which has been recently restored, according to the typical Tuscan style, and equipped with all comforts. The villa lies at Cortona's feet, only 15 minutes away from the town centre. The villa is a perfect example of the tr  …see more

from £245 / night

£1710 - £3206 / week

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from £245 / night

10

Apartment rental in Cortona

Province of Arezzo / Cortona

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
Located in the heart of the medieval city centre of Cortona, this recently restored apartment offers all modern comforts. Sitting on two floors and with a total of two bathrooms and three bedrooms, there is definitely plenty of room. The modern concept of this apartme  …see more

from £342 / night

£2394 / week

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from £342 / night

28

Cortona / Poggioni

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £116 / night

£599 - £1009 / week

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from £116 / night

20

Holiday farmhouse in Cortona

Province of Arezzo / Cortona

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa in Cortona with 4 bedrooms sleeps 8  …see more

from £200 / night

£1394 - £2479 / week

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from £200 / night

22

Cottage rental in Cortona with swimming pool

Province of Arezzo / Cortona

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
A recently renovated holiday home in pristine natural surroundings where you can enjoy the regions of Tuscany and Umbria. You can always find the peace and quiet here you often forget in the hustle and bustle of daily life.  …see more

from £428 / night

£1881 / week

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from £428 / night

100

Holiday apartment in Cignano

Cortona / Cignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
This agriturismo features a large outdoor pool and has seven apartments that can accommodate between 2 and 8 people.  …see more

from £107 / night

£659 - £1137 / week

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from £107 / night

24

Cortona holiday home rental

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Independent stone house at the foot of Cortona with swimming pool, garden  …see more

from £153 / night

£1069 / week

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from £153 / night

20

Cortona holiday apartment rental

Province of Arezzo / Cortona

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets
Apartment / Condo in Cortona with 1 bedrooms sleeps 4  …see more

from £59 / night

£342 - £428 / week

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from £59 / night

24

Pietraia holiday home rental

Cortona / Pietraia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa in Pietraia with 3 bedrooms sleeps 6  …see more

from £100 / night

£693 - £1368 / week

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from £100 / night

16

Holiday apartment with shared pool in Fratticciola

Cortona / Fratticciola

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
In the surroundings of Cortona, one of the most wonderful cities of art in Tuscany, lies the Agriturismo Isolina, deep in the green hills of the valley Valdichiana.  …see more

from £147 / night

£1026 / week

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from £147 / night

13

Cortona holiday home rental

Province of Arezzo / Cortona

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This cosy countryhouse divided into two apartments (but rented as villa) is a perfect place for people looking to immerse themselves in the tranquility of unspoilt Tuscan countryside, far away from the noise of traffic and the pollution of the towns. The property is si  …see more

from £163 / night

£1112 - £1368 / week

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from £163 / night

25

Holiday home with swimming pool in Cortona

Province of Arezzo / Cortona

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Nestled deep within the hills of Tuscany yet only 500 metres from all the attractions of Cortona, this comfortable house is an ideal retreat for 4 nature-loving or wine-loving holidaymakers. Inside the house, the lounge is perfect for unwinding after a day of explorat  …see more

from £82 / night

£442 - £773 / week

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from £82 / night

33

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Surrounded by the gentle hills which frame the medieval town of Cortona, Villa Eugenio will assure you a peaceful vacation in the heart of Tuscany. This beautiful 17th century Tuscan farmhouse has been painstakingly restored and turned into a warm and welcoming country  …see more

from £190 / night

£1325 - £2112 / week

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from £190 / night

52

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Surrounded by the gentle hills which frame the medieval town of Cortona, Villa Eugenio will assure you a peaceful vacation in the heart of Tuscany. This beautiful 17th century Tuscan farmhouse has been painstakingly restored and turned into a warm and welcoming country  …see more

from £267 / night

£1868 - £3089 / week

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from £267 / night

26

Cortona holiday apartment rental

Province of Arezzo / Cortona

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
La Dolce Vita has been tastefully restored and decorated to the highest standards to produce a wonderful apartment in a quiet street a few minutes walk from the main square, bars and restaurants of Cortona. Picture windows in the living room and main bedroom provide stu  …see more

from £103 / night

£642 - £855 / week

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from £103 / night

25

Cortona holiday apartment let

Province of Arezzo / Cortona

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
Located right in the heart of the historic Tuscan hillside town of Cortona, The Painter's Nest is a great choice for those who want to stay in a characteristic ambiance with all of the modern conveniences. With a total of 220 sqm, three bedrooms and three bathroom  …see more

from £154 / night

£1077 / week

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from £154 / night

7

Holiday apartment in Cortona

Province of Arezzo / Cortona

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
The apartment Olivo, located on the ground floor, has a separate entrance and it consists of: a kitchen, a bedroom, a bathroom with shower and independent heating.  …see more

from £35 / night

£471 / week

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from £35 / night

27

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
it is the ideal place if you are looking to relax, private pool, and beautiful view.  …see more

from £87 / night

£607 - £881 / week

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from £87 / night

20

Apartment rental in Cortona

Province of Arezzo / Cortona

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
This luxury apartment is located on the third floor of one of the most prestigious buildings in the historical center of Cortona. The palace used to belong to the noble Tommasi- Fierli family and it was built around 1500. The apartment Signorelli overlooks the square  …see more

from £95 / night

£428 - £590 / week

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from £95 / night

25

Holiday villa in Cortona

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
it is the ideal place if you are looking to relax, private pool and beautiful view  …see more

from £74 / night

£513 - £924 / week

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from £74 / night

17

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly

 …see more

from £120 / night

£838 / week

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from £120 / night

17

Holiday studio rental

Province of Arezzo / Cortona

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • 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 £86 / night

£599 - £718 / week

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from £86 / night

31

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Set in the verdant hills of the Valdichiana on the border between the Provinces of Arezzo and Siena the Fattoria delle Chianacce is a typical farmhouse built in the last century. These farms produced some of the very best beef and pork in the area and many continue to d  …see more

from £39 / night

£265 - £419 / week

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from £39 / night

30

Holiday home with swimming pool in Cortona

Province of Arezzo / Cortona

6 11 7 nights min

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Il Giardino di Silvana is a typical Tuscan stone house located on an evocative hilly position, a few steps away from the prestigious Santa Maria Nuova church and walk to town. The property preserves its rustic style with cotto flooring, wood beamed ceilings and Pietra  …see more

from £184 / night

£1283 - £2137 / week

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from £184 / night

28

Province of Arezzo / Cortona

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden

 …see more

from £82 / night

£522 - £736 / week

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from £82 / night

(3) Excellent 

19

Apartment rental in Cortona

Province of Arezzo / Cortona

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Villa Giarradea è una magnifica residenza signorile della fine del 600. Completamente ristrutturata mantenendo l'aspetto esterno originale (la villa è protetta dalle "belle arti"), la struttura è immersa nel verde della campagna Corto  …see more

from £112 / night

£778 / week

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from £112 / night

23

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £60 / night

£385 - £513 / week

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from £60 / night

23

Holiday home accommodation

Cortona / Pietraia

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 8 km
  • Child friendly
  • Private garden
This house, located in Cortona, is ideal for 8 vacationers. It offers 3 bedrooms and an enclosed garden. The lounge is perfect for unwinding after a day of exploration. Curl up on the comfortable sofa and enjoy a good book. The kitchen is well-equipped for cooking up  …see more

from £220 / night

£1536 - £2302 / week

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from £220 / night

26

Province of Arezzo / Cortona

7 13 Min stay varies

  • 7 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £165 / night

£1368 - £2565 / week

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from £165 / night

(2) Very Good 

81

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Swimming pool

 …see more

from £86 / night

£513 - £838 / week

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from £86 / night

32

Holiday apartment in Cortona

Province of Arezzo / Cortona

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
The Capitano del Popolo is a charming and elegant apartment situated on the fourth floor of the ancient Palazzo del Capitano del Popolo, a building that played an extremely important role in the early Medieval politics of Cortona when the town was a city state. The Capi  …see more

from £103 / night

£599 - £770 / week

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from £103 / night

35

Holiday villa in Cortona

Province of Arezzo / Cortona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Charming 175 sq.m villa for holidays in Tuscany, in the beautiful countryside surrounding the medieval city of Cortona, center of many important national and international cultural events. The villa is located in the Val d'Esse , between Tuscany and Umbria, in a v  …see more

from £183 / night

£1283 - £2052 / week

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from £183 / night

13

Province of Arezzo / Cortona

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £69 / night

£479 / week

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from £69 / night

14

Cortona / Montecchio

1 3 Min stay varies

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

 …see more

from £48 / night

£261 - £334 / week

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from £48 / night

(2) Excellent 

22

Holiday apartment in Cortona

Province of Arezzo / Cortona

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets
Casina via Iannelli offers you the opportunity to stay in the historic center of Cortona in a house of historical and artistic interest created and preserved until the beginning of 1300.  …see more

from £69 / night

£479 / week

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from £69 / night

19

Holiday villa in Cortona

Province of Arezzo / Cortona

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
Villa Bellora is an amazing property located in the Tuscan countryside between Cortona and Montepulciano, not far from Montepulciano lake. The Tuscan style of the typical farmhouse has been treasured by retaining the terracotta floors and wooden beams which characteriz  …see more

from £235 / night

£1642 - £2833 / week

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from £235 / night

17

Province of Arezzo / Cortona

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £103 / night

£642 - £770 / week

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from £103 / night