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645 Results   |  

from £414 / night

£2894 / week

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23 Photos

Province of Arezzo / Cortona

House / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £414 / night

£2894 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
Walking distance to the town Luxury villas Villas in Tuscany for groups  …see more

from £160 / night

£1118 / week

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12 Photos

Cortona / Bagnolo

Villa / 4 Bedrooms / sleeps 10

7 Nights min stay

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from £160 / night

£1118 / 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 £406 / night

£2837 / week

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20 Photos

Cortona / Montanare

Villa / 5 Bedrooms / sleeps 12

7 Nights min stay

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from £406 / night

£2837 / 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

Featured properties

from £254 / night

£1774 / 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 £254 / night

£1774 / 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 £198 / night

£1383 / 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 £198 / night

£1383 / 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 £272 / night

£1901 / week

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9 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £272 / night

£1901 / 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 £203 / night

£1419 / week

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13 Photos

Cortona / Bagnolo

Villa / 4 Bedrooms / sleeps 9

7 Nights min stay

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from £203 / night

£1419 / 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 £355 / night

£2483 / week

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42 Photos

Province of Arezzo / Cortona

House / 4 Bedrooms / sleeps 9

7 Nights min stay

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from £355 / night

£2483 / 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 £319 / night

£2231 / week

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22 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £319 / night

£2231 / 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 £274 / night

£1915 / week

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15 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 10

7 Nights min stay

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from £274 / night

£1915 / 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 £199 / night

£1391 / week

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11 Photos

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 4

2 Nights min stay

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from £199 / night

£1391 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Apartments in historical center - Ville: YPR LOFT 21  …see more

from £525 / night

£3674 / week

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17 Photos

Province of Arezzo / Cortona

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £525 / night

£3674 / 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 £160 / night

£1118 / week

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19 Photos

Cortona / Bagnolo

Farmhouse / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £160 / night

£1118 / 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 £507 / night

£3547 / week

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19 Photos

Cortona / Bagnolo

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £507 / night

£3547 / 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 £355 / night

£2483 / week

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11 Photos

Province of Arezzo / Cortona

Farmhouse / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £355 / night

£2483 / 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 £386 / night

£2696 / 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 £386 / night

£2696 / 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 £82 / night

£568 / week

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6 Photos

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 2

7 Nights min stay

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from £82 / night

£568 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Apartments in historical center - Ville: I Terrazzini  …see more

from £244 / night

£1703 - £2625 / week

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22 Photos

Cortona / Cegliolo

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £244 / night

£1703 - £2625 / week

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Late Deal: save up to €795 (approx. £564)

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 £117 / night

£816 - £1823 / week

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16 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 10

7 Nights min stay

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from £117 / night

£816 - £1823 / 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 £134 / night

£933 - £1469 / week

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18 Photos

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 14

4 Nights min stay

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from £134 / night

£933 - £1469 / 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
Casa Delia is an antique villa which lies at the bottom of a green hill of Cortona in a quiet and panoramic position. The villa is surrounded by a big park, partly shaded by trees, and with its beautiful swimming pool looks onto the Chiana valley and Cortona  …see more

from £142 / night

£993 - £2093 / week

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18 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £142 / night

£993 - £2093 / 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 property is situated on the hills which surround Cortona. It's a characteristic villa in rustic style which develops on two independent levels, each equipped with kitchen and comforts.  …see more

from £88 / night

£610 - £1242 / week

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16 Photos

Cortona / Bagnolo

Villa / 2 Bedrooms / sleeps 6

4 Nights min stay

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from £88 / night

£610 - £1242 / 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 £102 / night

£710 - £1419 / 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 £102 / night

£710 - £1419 / 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 £163 / night

£1135 - £1915 / week

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13 Photos

Province of Arezzo / Cortona

Farmhouse / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £163 / night

£1135 - £1915 / 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 holiday farmhouse ?Il Cipresso? sits on the foothills of Cortona, a world-famous ancient Etruscan town, in the small hamlet of Fossa del Lupo. The farmhouse was converted form two old stone annexes that were renovated in typical local rustic style  …see more

from £95 / night

£660 - £1167 / week

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16 Photos

Cortona / Bagnolo

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £95 / night

£660 - £1167 / 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
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

from £102 / night

£710 - £1401 / 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 £102 / night

£710 - £1401 / 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 £406 / night

£2837 - £3547 / 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 £406 / night

£2837 - £3547 / 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 £95 / night

£660 - £1774 / week

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14 Photos

Cortona / Poggioni

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £95 / night

£660 - £1774 / 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 £234 / night

£1632 - £2940 / 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 £234 / night

£1632 - £2940 / 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
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.  …see more

from £160 / night

£1118 - £2536 / 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 £160 / night

£1118 - £2536 / 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 £247 / night

£1724 - £2940 / week

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20 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £247 / night

£1724 - £2940 / 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 Liliana is perfectly situated to enjoy the spectacular views of our beautiful valley. Villa Liliana sleeps up to 10 people.  …see more

from £234 / night

£1632 - £2940 / week

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18 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £234 / night

£1632 - £2940 / 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
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.  …see more

from £92 / night

£639 - £1419 / 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 £92 / night

£639 - £1419 / 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 £299 / night

£2093 - £3043 / week

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19 Photos

Cortona / Fratticciola

Villa / 9 Bedrooms / sleeps 18

4 Nights min stay

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from £299 / night

£2093 - £3043 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
A holiday farm for a different holiday experience in untouched nature and relaxation. The Palazzo is an enchanting late 19th century country building recently fully renovated and restored, returning to its ancient splendour through accurate work, divided in 6 apartments  …see more

from £117 / night

£816 - £1157 / week

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22 Photos

Province of Arezzo / Cortona

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £117 / night

£816 - £1157 / week

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Key info:

  • Nearest beach 28 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
If you have a larger gathering, The estate offers two villas, this and another autonomous villa for 10 guests offers two lovely and independent stone villas. Each with its own private pool, gardens and access road.  …see more

from £128 / night

£890 / week

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Excellent 5/5 

15 Photos

Province of Arezzo / Cortona

Apartment / 4 Bedrooms / sleeps 5

Excellent 5/5 

7 Nights min stay

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from £128 / night

£890 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
This lovely apartment is available for a minimum of 4 nights. A perfect location in the heart of Cortona and, a great base to explore many of Tuscany's and Umbria's famous towns, vineyards and stunning countryside.  …see more

from £137 / night

£958 - £1171 / week

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11 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

Short stays welcome

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from £137 / night

£958 - £1171 / week

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Key info:

  • Nearest beach 25 km
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Coppa di Sopra is an elegant and enchanting villa overlooking one of Tuscany's favorite valleys - “Coppa di Sopra is a magical place.  …see more

from £128 / night

£894 - £1527 / week

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24 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £128 / night

£894 - £1527 / week

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Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
exceptional, Good value. Villa Sonia ioffers a fabulous Tuscan home for two to 14 guests! Fantastic views, Private Pool, Tranquility, Relaxation and much more.  …see more

from £71 / night

£491 - £728 / week

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7 Photos

Cortona / Cegliolo

Apartment / 1 Bedroom / sleeps 2

Min stay varies

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from £71 / night

£491 - £728 / 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

from £71 / night

£491 - £728 / week

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11 Photos

Cortona / Cegliolo

Apartment / 1 Bedroom / sleeps 2

Min stay varies

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from £71 / night

£491 - £728 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Apartment Limonaia,andnbsp;accommodatesandnbsp;two guests, and the apartment is aandnbsp;traditional Tuscan apartment, with the rich, warm colours of terracotta and chestnut beams lending a timeless elegance.andnbsp; Theandnbsp;roomsandnbsp;areandnbsp;spacious and  …see more

from £207 / night

£1448 - £1754 / week

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24 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

Min stay varies

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from £207 / night

£1448 - £1754 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Sereniaandnbsp;is situated amidstandnbsp;chestnut woods and olive grovesandnbsp;near the lovely Lake Trasimeno.andnbsp;Villa Serenia can accommodate up toandnbsp;six guests.andnbsp;This Tuscan villa is traditional withandnbsp;terracotta flooring and chestnut  …see more

from £330 / night

£2305 - £3688 / week

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24 Photos

Province of Arezzo / Cortona

Villa / 9 Bedrooms / sleeps 16

Min stay varies

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from £330 / night

£2305 - £3688 / 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

from £185 / night

£1291 - £1383 / week

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19 Photos

Province of Arezzo / Cortona

Apartment / 4 Bedrooms / sleeps 7

Min stay varies

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from £185 / night

£1291 - £1383 / 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

from £178 / night

£1245 - £1337 / week

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18 Photos

Province of Arezzo / Cortona

Apartment / 3 Bedrooms / sleeps 6

Min stay varies

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from £178 / night

£1245 - £1337 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Gelsiminoandnbsp;is located in an antique palace near the town of Cortona build in 1600 and provides an ideal setting for a holiday in Tuscany countryside.andnbsp; The apartment can comfortable accommodateandnbsp;6 guests, it has two entries and own garden  …see more

from £119 / night

£830 - £922 / week

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18 Photos

Province of Arezzo / Cortona

Apartment / 4 Bedrooms / sleeps 4

Min stay varies

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from £119 / night

£830 - £922 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Mirasolandnbsp;is located in an antique palace near the town of Cortona build in 1600 and provides an ideal setting for a holiday in Tuscany countryside.andnbsp; Apartment Mirasol is anandnbsp;independent cottageandnbsp;which has aandnbsp;covered porch, a  …see more

from £76 / night

£529 - £827 / week

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7 Photos

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 4

Min stay varies

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from £76 / night

£529 - £827 / 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

from £77 / night

£537 / week

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Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 2

5 Nights min stay

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from £77 / night

£537 / 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

from £154 / night

£1073 - £1341 / week

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14 Photos

Province of Arezzo / Cortona

Apartment / 3 Bedrooms / sleeps 5

Min stay varies

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from £154 / night

£1073 - £1341 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Pigeon House 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

from £88 / night

£613 / week

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6 Photos

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 2

5 Nights min stay

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from £88 / night

£613 / 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

from £252 / night

£1762 - £3176 / week

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16 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

5 Nights min stay

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from £252 / night

£1762 - £3176 / 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

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