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271 Results  |  
23 Photos

House | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £499 /night

£3488 / 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

18 Photos

Villa | 5 Bedrooms | sleeps 10

4 Nights min stay

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from £140 /night

£979 - £2522 / 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

24 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £335 /night

£2339 - £3428 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Stunning Luxury villa in walking distance from Cortona, the famous and well know medieval village thanks to the "under the Tuscan sun" book and movie.  …see more

Featured properties

17 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £633 /night

£4429 / 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

16 Photos

Villa | 2 Bedrooms | sleeps 6

4 Nights min stay

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from £106 /night

£736 - £1496 / 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

11 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £160 /night

£1119 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Villas in Cortona - Ville: Villa Boscaiola  …see more

19 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £611 /night

£4275 / 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

23 Photos

Villa | 10 Bedrooms | sleeps 20

1 night min stay

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from £553 /night

£3871 - £5184 / week

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Key info:

  • Nearest beach 2 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Villa Under the Tuscan Sun walk to Town of Cortona. Amaziong view, beautiful swimming pool and tennis Court for exclusive use.  …see more

27 Photos

Villa | 6 Bedrooms | sleeps 15

7 Nights min stay

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from £420 /night

£2936 - £4421 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This incredible structure offers to its guests two different accommodations completely independent : the Villa and the cottage.  …see more

18 Photos

Villa | 6 Bedrooms | sleeps 16

Excellent 5/5 

4 Nights min stay

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from £114 /night

£795 - £2351 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Casale GinezzO is beautiful independent Villa, located 15 km from Cortona, in the heart of the cortonese mountains, immersed into the green woods of oak and chestnut trees. From the big garden you can enjoy the charming and unspoilt natural environment  …see more

18 Photos

Villa | 6 Bedrooms | sleeps 14

4 Nights min stay

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from £161 /night

£1125 - £1770 / 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

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £248 /night

£1732 - £2142 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Pets welcome
  • Private garden
Villa in Cortona with 3 bedrooms sleeps 6  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 12

4 Nights min stay

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from £110 /night

£770 - £1710 / 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

19 Photos

Villa | 5 Bedrooms | sleeps 10

1 night min stay

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from £173 /night

£1210 - £2541 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Villa La Pergola is an authentic private villa in Tuscany, very close to the Etruscan town of Cortona. La Pergola is situated in a cosy village consisting of two other villas each with private swimming pool.  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £306 /night

£2138 / 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

12 Photos

Cottage | 5 Bedrooms | sleeps 10

1 night min stay

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from £173 /night

£1210 - £2017 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Stone cottage in a wonderful hilly position, just a few minutes from the medieval town of Cortona. Gorgeous panoramic view from the private pool, and beautiful walks to explore including the ancient Roman road. Dip into the magical peace of the Tuscan countryside.  …see more

16 Photos

Villa | 4 Bedrooms | sleeps 10

4 Nights min stay

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from £141 /night

£984 - £2197 / 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

23 Photos

Farmhouse | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £318 /night

£2223 / 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

11 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £428 /night

£2992 / 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

22 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £385 /night

£2689 / 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

16 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £239 /night

£1667 / 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

20 Photos

Villa | 3 Bedrooms | sleeps 10

1 night min stay

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from £173 /night

£1210 - £2259 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Teresa, Distinguished Panoramic Villa Overlooking a Breathtaking Landscape  …see more

15 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £330 /night

£2309 / 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

19 Photos

Villa | 9 Bedrooms | sleeps 18

4 Nights min stay

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from £361 /night

£2522 - £3668 / 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

20 Photos

Villa | 4 Bedrooms | sleeps 8

4 Nights min stay

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from £262 /night

£1834 - £3544 / 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

19 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £193 /night

£1347 / 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

20 Photos

Villa | 8 Bedrooms | sleeps 17

4 Nights min stay

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from £489 /night

£3420 - £4275 / 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

20 Photos

Villa | 4 Bedrooms | sleeps 9

4 Nights min stay

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from £193 /night

£1347 - £3057 / 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

24 Photos

Villa | 7 Bedrooms | sleeps 14

1 night min stay

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from £277 /night

£1936 - £2541 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Recently restored Tuscan Villa with traditional Terracotta tiled floors, plunged in the greenery of southern Tuscany.  …see more

24 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £84 /night

£587 - £889 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden
Villa in Cortona with 1 bedrooms sleeps 2  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

4 Nights min stay

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from £262 /night

£1834 - £3544 / 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

24 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £84 /night

£587 - £889 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Pets welcome
  • Private garden
Villa in Cortona with 1 bedrooms sleeps 2  …see more

13 Photos

Villa | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £245 /night

£1710 / 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

13 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £64 /night

£444 - £686 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Stone cottage in a wonderful hilly position, just a few minutes from the medieval town of Cortona. Gorgeous panoramic view from the private pool, and beautiful walks to explore including the ancient Roman road. Dip into the magical peace of the Tuscan countryside.  …see more

10 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £465 /night

£3249 / 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

11 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £93 /night

£646 - £1291 / 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
This lovely small villa is located at 400 m from the charming town of Cortona It is situated in a wonderful panoramic position, surrounded by the typical Tuscan countryside and olive groves, in a perfect location for a lovely and relaxing holiday, yet with the advanta  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

2 Nights min stay

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from £44 /night

£307 - £513 / 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
Seni detached apartment of an ancient tuscan country house, private garden in a small country village near by Corotna, the famous meieval town. Swimming pool and traditional tuscan food lessons available  …see more

21 Photos

Apartment | 3 Bedrooms | sleeps 6

Very Good 4/5 

2 Nights min stay

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from £99 /night

£693 - £1155 / week

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Key info:

  • Nearest beach 200 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Il Bozzino, a lovely ancient Tuscan farmhouse, with swimming pool, just minutes from Cortona, beautiful medieval Tuscan town. Join the peace and traquillity of the tuscan country with the convenience of the close main roads and railroads to visit Tuscany end Umbria Azienda Fontelunga has some of the most appealing villas of the Cortona area available for rental.  …see more

26 Photos

Farmhouse | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £207 /night

£1449 - £2390 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
The location is vry convenient to visit many of the most beautiful location of central Italy, Tuscany and Umbria, still stayng in a relaxing and peaceful country place.Cortona, the awesom art city, made famous also from teh movie "under the Tuscan Sun" is very close  …see more

22 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £88 /night

£612 - £1027 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 4  …see more

22 Photos

Farmhouse | 1 Bedroom | sleeps 3

7 Nights min stay

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from £55 /night

£381 - £570 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 3  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £88 /night

£612 - £1067 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 3 bedrooms sleeps 6  …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

24 Photos

Farmhouse | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £86 /night

£596 - £1083 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Cortona with 4 bedrooms sleeps 10  …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

24 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £61 /night

£421 - £631 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 2 bedrooms sleeps 6  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £63 /night

£441 - £734 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 2 bedrooms sleeps 4  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £220 /night

£1540 - £1867 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 3 bedrooms sleeps 6  …see more

9 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

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from £73 /night

£506 - £734 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 2  …see more

22 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £49 /night

£341 - £572 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 4  …see more