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312 Results   |  

from £475 / night

£3325 - £4310 / week

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24 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £475 / night

£3325 - £4310 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden

Cortona Tuscan Villa with pool- rural views and two independent annexes within walking distance of the medieval walled town of Cortona.

 …see more

from £160 / night

£1120 - £1600 / week

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14 Photos

Province of Arezzo / Cortona

House / 1 Bedroom / sleeps 2

7 Nights min stay

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from £160 / night

£1120 - £1600 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Pets welcome
  • Private garden

Tucked away in the blissful rolling countryside on the edge of Cortona, this stone cottage with its private pool is a delightful hideaway for a coupleseeking to experience the best of Tuscany and Umbria.

 …see more

from £193 / night

£1349 - £2123 / week

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24 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 12

7 Nights min stay

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from £193 / night

£1349 - £2123 / week

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Key info:

  • Nearest beach 135 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Situated on a hillside and surrounded by the vineyards of a famous local wine producing farm, Villa Al Pozzo is the ideal place to spend a holiday in complete relaxation and tranquility. Independent villa of about 400 square meters that can accommodate up to 12 people.  …see more

Featured properties

from £299 / night

£2087 - £3742 / week

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24 Photos

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £299 / night

£2087 - £3742 / 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

from £118 / night

£824 - £1805 / week

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20 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

Short stays welcome

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from £118 / night

£824 - £1805 / week

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Key info:

  • Nearest beach 201 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • Pets welcome
Extending over the ground and top floors of part of a large villa, this superior accommodation provides more than just a touch of distinctive style and class! It comprises all modern comforts, while retaining many original Tuscan design features and elegant traditional  …see more

from £106 / night

£742 - £1757 / week

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24 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £106 / night

£742 - £1757 / week

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Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
This imposing two-storey villa is set in stunning grounds, which have the quality of a park. Here you can feel sheltered and secluded in each separate area, including that of the pool.  …see more

from £180 / night

£1254 - £2675 / week

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20 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £180 / night

£1254 - £2675 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Ancient stone-built farmhouse near Cortona that has been renovated and transformed into a delightful villa. Inside a property which includes Villa Orlando and Liliana, situated on the side of a hill covered with olive trees and small wood groves just outside of Cortona,  …see more

from £202 / night

£1411 - £2675 / week

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35 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £202 / night

£1411 - £2675 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Large renovated house situated next to the owners' villa in the hills just outside the ancient Etruscan city of Cortona, famous for the remains of this ancient civilization. The walls that surround the city and the old streets of the city make it a place with particular  …see more

from £185 / night

£1295 - £1655 / week

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23 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 6

7 Nights min stay

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from £185 / night

£1295 - £1655 / week

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Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Barbara is situated on the top of a hill kissed by the sun and caressed by the stars. Skilfully restored to keep its ancient charm untouched, it attracts with its solemn dignity and with marked environmental, landscaping.  …see more

from £602 / night

£4208 - £5139 / week

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Excellent 5/5 

31 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 8

Excellent 5/5 

Min stay varies

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from £602 / night

£4208 - £5139 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
In the 18th century, Villa Tegognano was a country retreat for an aristocratic family. Today, this renovated four-bedroom manor house is still a quiet getaway, but with modern amenities. With commanding views of the countryside near Cortona, the villas location is unfor  …see more

from £52 / night

£360 - £752 / week

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8 Photos

Province of Arezzo / Cortona

House / 1 Bedroom / sleeps 2

7 Nights min stay

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from £52 / night

£360 - £752 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
One Bedroom Ground Floor Cottage Southern Tuscany La Chianina is a beautiful detached cottage in a fantastic position with wonderful views of the Chiana valley beyond. It has a lovely garden and a large swimming pool that both also enjoy the pretty panorama. The cottag  …see more

from £326 / night

£2281 - £3015 / week

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13 Photos

Province of Arezzo / Cortona

House / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £326 / night

£2281 - £3015 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Five Bedroom Villa Cortona Set in a beautiful and tranquil position close to the beautiful medieval town of Cortona, Villa Selene is composed of a 19th Century villa and two separate cottages, all beautifully restored and surrounded by extensive grounds with gorgeous g  …see more

from £106 / night

£739 - £1518 / week

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13 Photos

Province of Arezzo / Cortona

House / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £106 / night

£739 - £1518 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
Six Bedroom Detached Villa Cortona Villa Musa is a pretty detached villa in a convenient position just off a local road and within easy reach of the famous town of Cortona. The villa has its own large garden with lawns, and plenty of space for relaxing or dining al fre  …see more

from £299 / night

£2087 - £3058 / week

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11 Photos

Province of Arezzo / Cortona

House / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £299 / night

£2087 - £3058 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Independent four bedroom villa-Cortona Villa Wind is a fabulous private and newly restored villa, in the midst of the beautiful Tuscan hills, with amazing views and a superb swimming pool. There is ample space for relaxing and eating alfresco, with vineyards and olive  …see more

from £88 / night

£612 - £900 / week

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8 Photos

Province of Arezzo / Cortona

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £88 / night

£612 - £900 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Independent two bedroom villa-Cortona Cottage Wind O is a fabulous private cottage which lays in the midst of the beautiful Tuscan hills, with amazing views and a superb independent swimming pool. There is ample space for relaxing and eating alfresco, with vineyards an  …see more

from £345 / night

£2411 - £3742 / week

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12 Photos

Province of Arezzo / Cortona

House / 5 Bedrooms / sleeps 12

7 Nights min stay

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from £345 / night

£2411 - £3742 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Independent five bedroom villa-Cortona Villa Wind is a fabulous private villa, with a separate Cottage, Wind O just below it. It is a newly restored villa, in the midst of the beautiful Tuscan hills, with amazing views and a superb swimming pool. There is ample spac  …see more

from £211 / night

£1476 - £2675 / week

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19 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £211 / night

£1476 - £2675 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Casa di Nello Villa for rent with 8 sleeps with swimming pool in Cortona  …see more

from £211 / night

£1476 - £2675 / week

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21 Photos

Province of Arezzo / Cortona

House / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £211 / night

£1476 - £2675 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Orlando Independent house for rent with swimming pool in Cortona  …see more

from £224 / night

£1567 - £2675 / week

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35 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £224 / night

£1567 - £2675 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Casa Liliana Villa for rent with 10 sleeps with swimming pool in Cortona  …see more

from £190 / night

£1328 - £1770 / week

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Excellent 5/5 

21 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 7

Excellent 5/5 

7 Nights min stay

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from £190 / night

£1328 - £1770 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This is a place to enjoy an authentic Tuscan experience. Close to the historic town of Cortona and set in acres of olives and pastures - this beautiful 17th century newly renovated Mill House with private pool has been painstakingly restored.  …see more

from £370 / night

£2590 - £3508 / week

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Excellent 5/5 

19 Photos

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 12

Excellent 5/5 

7 Nights min stay

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from £370 / night

£2590 - £3508 / week

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Key info:

  • Nearest beach 26 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
The Villa is set along a sun soaked hill where the garden extends into pretty olive groves. The property is in a quiet location and yet so easy to explore the Tuscan and Umbria treasures  …see more

from £118 / night

£824 - £1544 / week

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Good 3/5 

20 Photos

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 12

Good 3/5 

7 Nights min stay

Add to shortlist

from £118 / night

£824 - £1544 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Gloria is a quaint cottage that is set in a charming and panoramic position, with completely authentic surroundings. Immersed in the lush mountains of Cortona, near the border between Tuscany and Umbria  …see more

from £451 / night

£3152 / week

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23 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £451 / night

£3152 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Family friendly villa Luxury villas  …see more

from £432 / night

£3022 / week

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11 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £432 / night

£3022 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villas in Cortona - Ville: La Certosa  …see more

from £257 / night

£1799 / week

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20 Photos

Province of Arezzo / Cortona

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £257 / night

£1799 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Family friendly villa Luxury villas  …see more

from £391 / night

£2734 / week

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10 Photos

Cortona / Fratta Sant'Agata

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £391 / night

£2734 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Villa Pomeroy is a Beautiful Authentic Hillside Farmhouse With Unique Private Pool Set In 60 Acre Woodland  …see more

from £360 / night

£2518 / week

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11 Photos

Province of Arezzo / Cortona

Farmhouse / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £360 / night

£2518 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Family friendly villa Budget Villas in Tuscany  …see more

from £162 / night

£1134 / week

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19 Photos

Cortona / Bagnolo

Farmhouse / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £162 / night

£1134 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Family friendly villa Budget Villas in Tuscany Villas in Tuscany for groups  …see more

from £324 / night

£2263 / week

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22 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £324 / night

£2263 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villas in Cortona - Ville: Villa Felice  …see more

from £247 / night

£1727 - £2662 / week

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22 Photos

Cortona / Cegliolo

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £247 / night

£1727 - £2662 / week

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Late Deal: save up to €795 (approx. £572)

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
This stunning villa is located 2,5 km from Cortona. Recently renovated and nicely furnished, it is an 18th century Tuscan stone house. Surrounded by olive trees and facing south with lovely views across the valley below, Villa San Pietro is very private and quiet  …see more

from £412 / night

£2878 - £3598 / week

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20 Photos

Province of Arezzo / Cortona

Villa / 8 Bedrooms / sleeps 17

4 Nights min stay

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from £412 / night

£2878 - £3598 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
The property Villa il Trebbio is an antique palace close to Cortona which dates back to the 16th century. The farmhouse in stone has been personally furnished by the owner with antique family pieces and reflects a simple and at the same time elegant atmosphere  …see more

from £162 / night

£1134 - £2572 / week

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20 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 9

4 Nights min stay

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from £162 / night

£1134 - £2572 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa le Corchie is a charming villa located in a quiet and panoramic position in one of the most scenic areas of the hills surrounding Cortona.  …see more

from £93 / night

£648 - £1439 / week

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18 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 12

4 Nights min stay

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from £93 / night

£648 - £1439 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Villa Neri is situated in San Lorenzo in close driving proximity to Cortona. Cortona is an antique Etruscan town which lies in the heart of the Chiana valley. You can even see the town perched on the hill in front of you  …see more

from £278 / night

£1943 / week

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15 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £278 / night

£1943 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Villas in Cortona - Ville: Borgo Valecchie  …see more

from £360 / night

£2518 / week

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42 Photos

Province of Arezzo / Cortona

House / 4 Bedrooms / sleeps 9

7 Nights min stay

Add to shortlist

from £360 / night

£2518 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
Family friendly villa Villas in Tuscany for groups  …see more

from £287 / night

£2008 / week

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19 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £287 / night

£2008 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Walking distance to the town Family friendly villa  …see more

from £206 / night

£1439 / week

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13 Photos

Cortona / Bagnolo

Villa / 4 Bedrooms / sleeps 9

7 Nights min stay

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from £206 / night

£1439 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Family friendly villa Villas in Tuscany for groups  …see more

from £103 / night

£720 - £1421 / week

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13 Photos

Province of Arezzo / Cortona

Villa / 2 Bedrooms / sleeps 6

4 Nights min stay

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from £103 / night

£720 - £1421 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
La Farnetina is a charming independent Villa, part of a big property dating back to the first years of the 20th century, located in a beautiful position in the countryside around Cortona, at only 14 Km from the historical centre.  …see more

from £119 / night

£828 - £1849 / week

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16 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £119 / night

£828 - £1849 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Maria Laura rises in panoramic position, dipped in the green and tranquility of the cortonesian hills, ideal for all of those who wish to enjoy the beauty and tranquility which this place can offer.  …see more

from £103 / night

£720 - £1439 / week

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16 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £103 / night

£720 - £1439 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
The villa is situated within a large property and offers wonderful views on the surrounding countryside of Tuscany.  …see more

from £412 / night

£2878 / week

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20 Photos

Cortona / Montanare

Villa / 5 Bedrooms / sleeps 12

7 Nights min stay

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from £412 / night

£2878 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Family friendly villa Budget Villas in Tuscany  …see more

from £96 / night

£670 - £1799 / week

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14 Photos

Cortona / Poggioni

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £96 / night

£670 - £1799 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Il Biancospino is a gracious property ideal for families and small groups, immersed in the greens of the cortonese mountains between oak and chestnut trees.  …see more

from £72 / night

£504 / week

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8 Photos

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 2

7 Nights min stay

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from £72 / night

£504 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
“Le Gelosie apartments” are the natural and inviting alternative to our hospitality and combine good taste and attention for details.  …see more

from £514 / night

£3598 / week

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19 Photos

Cortona / Bagnolo

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £514 / night

£3598 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Wedding villas in Tuscany Walking distance to the town Family friendly villa Luxury villas Villas in Tuscany for groups  …see more

from £162 / night

£1134 / week

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12 Photos

Cortona / Bagnolo

Villa / 4 Bedrooms / sleeps 10

7 Nights min stay

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from £162 / night

£1134 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Family friendly villa Budget Villas in Tuscany  …see more

from £276 / night

£1929 / week

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9 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £276 / night

£1929 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Villas in Cortona - Ville: Villa Melody  …see more

from £201 / night

£1403 / week

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16 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 7

7 Nights min stay

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from £201 / night

£1403 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Walking distance to the town Family friendly villa Villas in Tuscany for groups  …see more

from £533 / night

£3727 / week

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17 Photos

Province of Arezzo / Cortona

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

Add to shortlist

from £533 / night

£3727 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Walking distance to the town Family friendly villa Luxury villas Villas in Tuscany for groups  …see more

from £89 / night

£619 - £1259 / week

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16 Photos

Cortona / Bagnolo

Villa / 2 Bedrooms / sleeps 6

4 Nights min stay

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from £89 / night

£619 - £1259 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Nice property comprising several stone buildings situated in panoramic location on the hills around Cortona, at 750 m above-sea-level. This property is surrounded by beautiful woods and valleys and offers extensive views.  …see more

from £96 / night

£670 - £1184 / week

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16 Photos

Cortona / Bagnolo

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £96 / night

£670 - £1184 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
This charming independent villa is situated in panoramic position in the Cortonese Mountains above the Etruscan hill town of Cortona. It's ideal location make it easy visit the most renowned historical and art cities of Tuscany and Umbria.  …see more

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