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87 Holiday homes in Cortona

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87 Results  |  
19 Photos

Apartment | 2 Bedrooms | sleeps 2

2 Nights min stay

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from £60 /night

£419 - £479 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 160 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
A very central apartment in Cortona Town, ideal for two person and half, with Kitchen fully finished and two bathroom. Close to a safe parking (only 4 minutes walk). The apartment is close from most of the restaurants in town. washing machine & WiFI is provided. The apartment has natural fresh air during the summer time and it's very quite.  …see more

21 Photos

Condo | 1 Bedroom | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £26 /night

£176 - £249 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
* air conditioning and heating included in price * washer located in bathroom * fully equipped kitchen * wireless internet * outdoor dining on private terrace * private parking space in front of condo * within walking distance to train station and bus stop provided: * towels & linens * bath, dish & laundry soap * paper towels & toilet tissue * hair dryer  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £69 /night

£479 / week

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Key info:

  • Nearest beach 160 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
A very central apartment in Cortona Town, ideal for two person, with Kitchen fully finished and one bathroom, washing machine + wifi. Close to a safe parking (only 4 minutes walk). The apartment is close from most of the restaurants in town. The apartment is inside the owner building. With natural fresh air during the summer time  …see more

Featured properties

16 Photos

Villa | 3 Bedrooms | sleeps 6

1 night min stay

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from £158 /night

£1103 - £1287 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
3 bedrooms Tuscan country villa in panoramic location with private swimming pool , private garden and parking . Five minutes away from the beautiful medieval city of Cortona and the famous cooking school I Gustasapori  …see more

19 Photos

House | 4 Bedrooms | sleeps 10

Excellent 5/5 

1 night min stay

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from £202 /night

£1412 - £2259 / week

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Key info:

  • Nearest beach 180 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Tuscany property in a old village with swimming pool and garden close to Cortona , Montepulciano and the Wine valley. one hour from Florence and two hours from Rome. 30 minutes from the highway and 10 from the train station.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £358 /night

£2500 - £3210 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
With a history dating back to the 17th century, this recently renovated villa distinguishes itself not only by its traditional architectural features and elegant antique furnishings, but above all by its unequalled setting.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £335 /night

£2339 - £4194 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
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.  …see more

24 Photos

Farmhouse | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £132 /night

£924 - £1667 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
cortona farmhouse agriturismo  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 6

4 Nights min stay

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from £61 /night

£424 - £689 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Suitable for children over
  • Car not necessary
  • No pets allowed
historic and cultural holiday for couples or individuals. minutes walk to Cortona centre, traditional restored property; great location for touring other parts of Tuscany, sleeps up to 6, organised tour  …see more

21 Photos

Villa | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £115 /night

£805 - £1059 / week

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Key info:

  • Nearest beach 14 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Why have so many people fallen in love with the charm of Cortona? Although the central area of this lovely and ancient city is well known to many, there remains the secret and ever-so-charming quarter where this hidden gem will inspire and charm you.  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £37 /night

£257 - £684 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
The apartment Sant'Angelo is located just below the Etruscan City of Cortona in a beautiful residential complex which has been tastefully restored, maintaining the traditional characteristics of the antique oil mill that it once was. Video footage of apartment on Youtube is available on:http://youtu.be/wR2cgZSvDOM  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £49 /night

£339 - £525 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Stunning breath taking view of the Val di Chiana Valley from the living room and kitchen windows!! It'll be printed in your memory for ever! Walking distance from the main square and all the fabulous restaurants and shops.  …see more

17 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £375 /night

£2621 - £3831 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Villa Noce is split on two levels, with the ground floor offering a large living and dining room. The interior is an authentically rustic affair, with the antique furniture in keeping with the traditional feel of the outside space.  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £209 /night

£1462 - £2167 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
This typical Tuscan-styled agritourism farmhouse is charming and dates back to the 15th century. It is located in one of the most beautiful hamlets of Italy, Preggio, which is near Cortona.  …see more

22 Photos

Villa | 4 Bedrooms | sleeps 9

5 Nights min stay

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from £196 /night

£1372 - £2492 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
This Tuscan villa for rental can comfortably sleep up toandnbsp;9 members.andnbsp;Theandnbsp;first floorandnbsp;has all at its reach as aandnbsp;large living room, a dining room, a kitchen, a single bedroom, a bathroom with shower functions, wash basin, bidet, and WC  …see more

22 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £159 /night

£1113 - £1704 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Holiday house for 4 persons, with swimming pool , in Cortona  …see more

11 Photos

Villa | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £56 /night

£388 - £684 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Holiday house for 6 persons in Cortona  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

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from £58 /night

£406 - £603 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 3 persons, with swimming pool , in Cortona  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £64 /night

£446 - £666 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 6 persons, with swimming pool , in Cortona  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £92 /night

£644 - £740 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment in Cortona, Italy located in the heart of the Val di Chiana, Tuscany. The estate is is located in the heart of the Val di Chiana in an interesting natural landscape framed by some places rich in history like the Etruscan town of Cortona, the castle of  …see more

5 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

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from £64 /night

£448 - £580 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Apartment for 3 persons in Cortona  …see more

15 Photos

Apartment | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £70 /night

£487 - £933 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 8 persons, with swimming pool , in Cortona  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £169 /night

£1182 - £1962 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
Holiday house for 8 persons, with swimming pool , in Cortona  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £64 /night

£446 - £666 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 6 persons, with swimming pool , in Cortona  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £58 /night

£406 - £603 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 2 persons, with swimming pool , in Cortona  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £86 /night

£601 - £775 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Apartment Orchidea, 19th century apartment for holiday rentals just outside Cortona in eastern Tuscany, is surrounded by olive groves and chestnut woods, looking out over the massive Valdichiana and the foothills of the Apennine Alps.andnbsp; The area combines great  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £77 /night

£534 - £643 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Apartment for 2 persons, with swimming pool , in Cortona  …see more

23 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £308 /night

£2156 - £3123 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
A typical Tuscan countryside conjures up images of abundant greenery, tall cypress trees and olives. Villa Torre Belle is also located in one such beautiful location, just 4 km from the town of Cortona. The history of this villa dates back to the 13th and 14th  …see more

16 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £280 /night

£1960 - £2613 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
The structure of this beautiful villa dates back to 1800s. The house was fully and lovingly restored in 1998 and measures approximately 142 square metres. The Villa Melograno is located on a family estate, where there are 2 other villas, both also used for vacation  …see more

15 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £231 /night

£1612 - £1761 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Holiday house for 6 persons, with swimming pool , in Cortona  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £181 /night

£1265 - £2530 / week

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Key info:

  • Nearest beach 190 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Attractive holiday house for 10 persons, with swimming pool , in Arezzo  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £106 /night

£740 - £887 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Cottage in Cortona, Arezzo located in the heart of the Val di Chiana, Tuscany. The estate is is located in the heart of the Val di Chiana in an interesting natural landscape framed by some places rich in history like the Etruscan town of Cortona, the castle of  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

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from £80 /night

£558 - £741 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Apartment Serenella can sleepandnbsp;2 persons. It is aandnbsp;traditionalandnbsp;Tuscanandnbsp;dwellingandnbsp;withandnbsp;terra cotta tilesandnbsp;andandnbsp;chestnut beamsandnbsp;adding to its natural elegance.andnbsp; There isandnbsp;one double  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £223 /night

£1559 - £3031 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Holiday house for 12 persons, with swimming pool , in Cortona  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £58 /night

£400 - £672 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Apartment for 4 persons, with swimming pool , in Cortona  …see more

15 Photos

Villa | 5 Bedrooms | sleeps 8

5 Nights min stay

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from £350 /night

£2450 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
The structure of this beautiful villa dates back to 1781, which is the date you will find engraved above the wood oven. The house was fully and lovingly restored in 2001 and measures approximately 160 square metres.andnbsp; Theandnbsp;Villa Lavandaandnbsp;is located  …see more

12 Photos

Cottage | 3 Bedrooms | sleeps 4

5 Nights min stay

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from £267 /night

£1869 - £2492 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Theandnbsp;Casa Olivinaandnbsp;is a charming sight resting amidst the lush green hills of Cortona in the Val di Chiana.andnbsp;The Casa Olivina do has been recently renovated in true Tuscan style and comes complete with all modern comforts that allow you to thoroughly  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £91 /night

£632 - £1124 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 4 persons, with swimming pool , in Cortona  …see more

11 Photos

Cottage | 1 Bedroom | sleeps 2

5 Nights min stay

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from £71 /night

£497 - £588 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Cottage in Cortona, Italy located in the heart of the Val di Chiana, Tuscany. The estate is is located in the heart of the Val di Chiana in an interesting natural landscape framed by some places rich in history like the Etruscan town of Cortona, the castle of  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £82 /night

£568 - £985 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 5 persons, with swimming pool , in Cortona  …see more

22 Photos

Villa | 7 Bedrooms | sleeps 16

5 Nights min stay

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from £294 /night

£2056 - £3737 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Leopoldine gets its name from its architectural style in which it is built. History has it that in the 16th century, the Grand Duke of Tuscany Pietro Leopoldo worked towards the providing the farmers of the Val di Chiana better living conditions and financed the  …see more

19 Photos

Villa | 1 Bedroom | sleeps 4

7 Nights min stay

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from £93 /night

£649 - £1089 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 4 persons, with swimming pool , in Cortona  …see more

12 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £48 /night

£333 - £516 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Holiday house for 2 persons, with swimming pool , in Cortona  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

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from £88 /night

£610 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Cortona Nest is located right in the heart of Cortona city. The building in which it is located is situated right opposite Piazza della Repubblica, next to the Palazzo Comunale, a lovely medieval structure which was used for performances by eminent artistes  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £63 /night

£435 - £736 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 6 persons, with swimming pool , in Cortona  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 16

5 Nights min stay

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from £375 /night

£2621 - £4194 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Cortonaandnbsp;is a 16th century palace situated nearby the town of Cortona.andnbsp;This 380 square meters property consists ofandnbsp;three apartmentsandnbsp;and accommodate up toandnbsp;16 peopleandnbsp;if rented together. Theandnbsp;first  …see more

6 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

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from £100 /night

£697 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Cortona Terrace is right in the center of the Cortona town, towering over the famous Piazza della Repubblica. Apartment Cortona Terrace has been totally done up in white, which gives the apartment a chic and at the same time, a tranquil ambience. The  …see more

19 Photos

Apartment | 4 Bedrooms | sleeps 7

7 Nights min stay

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from £210 /night

£1468 - £1573 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Ginestrellaandnbsp;is an exceptional apartment for rent in Tuscany located in a 17th century farmhouse near the historic town of Cortona.andnbsp; Apartment Ginestrella resides at theandnbsp;first floorandnbsp;of the amazing villa encircled by a charming  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £92 /night

£644 - £740 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment in Cortona, Arezzo located in the heart of the Val di Chiana, Tuscany. The estate is is located in the heart of the Val di Chiana in an interesting natural landscape framed by some places rich in history like the Etruscan town of Cortona, the castle of  …see more

16 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £350 /night

£2450 - £3920 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Gelsomino is located close to the lovely and famous town of Cortona. Villa Gelsomino is a great retreat if your family and friends love the great outdoors and enjoy basking "Under the Tuscan Sun`. With a history that dates back to the 16th C, Villa Gelsomino  …see more