Cortona Villas, Holiday rentals and apartments

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Location

  • Italy
  • Tuscany
  • Province of Arezzo
  • Cortona
  • All locations
  • Bagnolo (3)
  • Cantalena (1)
  • Capezzine (2)
  • Cegliolo (4)
  • Centoia (8)
  • Farinaio (5)
  • Fratta Santa Caterina (9)
  • Fratticciola (11)
  • Localita Mucchia (2)
  • Mercatale (8)
  • Mercatale di Cortona (16)
  • Montalla (22)
  • Montanare (10)
  • Montecchio (18)
  • Montecchio, San Lorenzo (2)
  • Pietraia (19)
  • Poggioni (4)
  • Ruffignano (1)
  • Teverina (7)

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719 Holiday homes

14

Province of Arezzo / Cortona

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Ask owner if suitable for children

 …see more

from £156 / night

£1035 / week

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from £156 / night

25

Sant'Angelo Apartment - Cortona apartment sleeps 2

Province of Arezzo / Cortona

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Pet friendly
At the foot of Cortona in a beautiful residential complex, antique oil mill, skilfully restored Sant'Angelo is a complete reconstructed Apartment respecting the characteristics of the epoch maintaining the original structure equipping it with every comfort of modern liv  …see more

from £95 / night

£432 - £561 / week

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from £95 / night

7

Cortona / Pietraia

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Pet friendly

 …see more

from £78 / night

£544 / week

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from £78 / night

15

Dardano - Montalla house sleeps 8

Cortona / Montalla

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
It's a characteristic middle age tower, it's origins can be leaded up around the year 1000 A.C. (The building is rises nearby the Etruscan town of Cortona). We wanted to give it the name of Dardano by the way the legend tells that this mythological character w  …see more

from £234 / night

£1638 / week

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from £234 / night

(2) Excellent 

22

Casina via Iannelli - Cortona apartment sleeps 2

Province of Arezzo / Cortona

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets
Casina via Iannelli è una piccola abitazione medioevale (quattordicesimo secolo) dotata di tutti i confort moderni.Si trova nel centro storico di Cortona in una delle strade più caratteristiche della città che si presenta ancora pressoché immutata dal medioevo. Il v  …see more

from £69 / night

£483 / week

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from £69 / night

95

Cerro-Castagna/luxury. Private village. Sleeps 6 - Montecchio house sleeps 6

Cortona / Montecchio

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Cerro + Castagna Cottage make up one extremely large apartment with a covered terrace/verandah - seats 6. Not only are there 2 double bedrooms + 2 bathrooms, there are also 2 sitting/dining rooms, each with a fully fitted kitchen, one of which is very large with a firep  …see more

from £111 / night

£776 - £949 / week

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from £111 / night

8

Province of Arezzo / Cortona

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £68 / night

£471 / week

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from £68 / night

78

Stalla/luxury, private village, sleeps 2 - Montecchio house sleeps 2

Cortona / Montecchio

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Stalla Cottage is an incredibly romantic, detached cottage with one bedroom + 1 bathroom. It opens onto a private garden with ecstatically beautiful views across the valleys that undulate into a depthless abyss of olive groves, orchards, honey fields of yellows, reds an  …see more

from £13 / night

£87 - £604 / week

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from £13 / night

27

Villa Eugenio, villa walk to village (9 people) - Cortona villa sleeps 9

Province of Arezzo / Cortona

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Circondata dalle dolci colline che incorniciano l'antica città di Cortona, Villa Eugenio regala un soggiorno indimenticabile all'insegna della privacy e della tranquillità. Un sapiente restauro ha trasformato questo tipico casale toscano del XVII secolo in una dimora  …see more

from £142 / night

£992 - £2746 / week

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from £142 / night

100

Serena - Cortona villa sleeps 6

Province of Arezzo / Cortona

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
ExteriorsThis lovely villa is an independent construction that dates back to the beginning of the 20th century and is located in an absolutely tranquil and beautiful position in Cortona’s countryside. The city’s historical center is only 14km from the proper  …see more

from £177 / night

£1233 / week

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from £177 / night

100

Eliana - Cortona villa sleeps 10

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
ExteriorsThis restored two-storey villa near Cortona in Tuscany is perfectly situated to enjoy the spectacular views of the valley. It can accommodate up to 10 people; and it has an 8x13m swimming pool, which once was the antique water reservoir for the property. T  …see more

from £284 / night

£1983 - £3190 / week

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from £284 / night

33

Eugenio, beautiful hill villa (7 people) - Cortona villa sleeps 7

Province of Arezzo / Cortona

4 7 7 nights min

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

from £192 / night

£1337 - £2130 / week

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from £192 / night

5

Cortona / Pietraia

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £119 / night

£827 / week

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from £119 / night

34

Province of Arezzo / Cortona

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £44 / night

£216 - £380 / week

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from £44 / night

4

Cortona / Pietraia

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £138 / night

£966 / week

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from £138 / night

(1) Excellent 

10

Province of Arezzo / Cortona

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Air conditioning

 …see more

from £44 / night

£259 - £414 / week

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from £44 / night

8

La Tesa Grano - Cortona apartment sleeps 2

Province of Arezzo / Cortona

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
You will find 4 spacious apartments for your stay in Cortona, bright and comfortable and an outbuilding between the olive trees.Farmhouse La Tesa is the best that a country house can give you for your holiday in the heart of Tuscany. You will experience a rejuvenating e  …see more

from £35 / night

£500 - £742 / week

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from £35 / night

13

Home Tuscany suite number 1 - Cortona villa sleeps 4

Province of Arezzo / Cortona

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
La Mucchia Casa Vacanze & Art Gallery is located in Tuscany, an area of immense historical and artistic importance. The Tuscany vacation house is situated at the foot of Cortona, an ancient Etruscan town, founded by the inhabitants of Umbria about three thousands years  …see more

from £151 / night

£1057 - £1207 / week

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from £151 / night

17

Cortona / Pietraia

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £117 / night

£815 / week

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from £117 / night

38

Province of Arezzo / Cortona

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 15 km
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £173 / night

£1121 / week

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from £173 / night

100

Silvia - Cortona villa sleeps 8

Province of Arezzo / Cortona

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
ExteriorsThis fabulous retreat is situated in the city of Cortona, which dominates Val di Chiana. The strategic location allows guests to enjoy the splendid views of vineyards and olive groves as well as some majestic scenery that can be explored on foot, by bike or by  …see more

from £431 / night

£2500 - £3664 / week

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from £431 / night

24

Cortona / Mercatale

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly

 …see more

from £155 / night

£432 - £1078 / week

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from £155 / night

31

Villa Barbara - Cortona villa sleeps 6

Province of Arezzo / Cortona

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly
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 its remarkable environmental landscaping. Completely furnished following the  …see more

from £222 / night

£1552 - £1983 / week

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from £222 / night

(1) Excellent 

64

Province of Arezzo / Cortona

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £61 / night

£423 / week

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from £61 / night

15

Province of Arezzo / Cortona

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £99 / night

£604 / week

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from £99 / night

100

Flavia - Monte - Cortona apartment sleeps 4

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
This apartment has two double bedrooms with comfortable queen beds. It is on the upper floor, it has a stunning view of the valley and can accommodate up to 4. The apartment has one large bathroom that is complete with a shower and mod  …see more

from £100 / night

£513 - £1117 / week

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from £100 / night

5

Province of Arezzo / Cortona

1 2 1 night min

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

 …see more

from £68 / night

£471 / week

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from £68 / night

24

Province of Arezzo / Cortona

10 20 Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary
  • Private garden

 …see more

Pricing unknown

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Pricing unknown

26

Agriturismo Villa Giarradea - Cortona house sleeps 15

Province of Arezzo / Cortona

6 15 2 nights min

  • 6 bedrooms
  • Sleeps 15
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
L'Agriturismo Villa Giarradea è una magnifica residenza signorile della fine del 600. Completamente ristrutturata mantenendo l'aspetto esterno originale (la villa è protetta dalle "belle arti"), la struttura è immersa nel verde della campagna Cortonese. Villa Giarrad  …see more

from £52 / night

£363 / week

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from £52 / night

29

Fattoria Le Chianacce - La Manna. Cortona - Cortona apartment sleeps 4

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Set in the verdant hills of the Valdichiana on the border between the Provinces of Arezzo and Siena the Fattoria delle Chianacce is a typical farmhouse built in the last century. These farms produced some of the very best beef and pork in the area and many continue to d  …see more

from £43 / night

£294 - £544 / week

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from £43 / night

6

Terrazzini - Cortona apartment sleeps 2

Province of Arezzo / Cortona

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Air conditioning
The unique apartment “I TERRAZZINI”, is located in the heart of Cortona and overlooks the Piazza della Repubblica. A truly exclusive atmosphere was created through different shades of white to provide an ambiance that is completely original. “I TERRAZZINI” may  …see more

from £99 / night

£690 / week

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from £99 / night

21

Villa Capezzine - Pietraia villa sleeps 6

Cortona / Pietraia

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 155 km
  • Swimming pool
  • Child friendly
In the verdant countryside in the heart of Tuscany close to Cortona, is located Villa Capezzine, which is a cosy retreat for your holidays in complete quiet and relaxation. The villa is bright and luminous furnished in keeping with the typical Tuscan style but with mod  …see more

from £95 / night

£660 - £1380 / week

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from £95 / night

35

Villa Nonno Cortona with private swimming pool - Cortona villa sleeps 10

Province of Arezzo / Cortona

5 10 Min stay varies

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

from £166 / night

£1164 - £1552 / week

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from £166 / night

11

Cortona / Pietraia

1 2 1 night min

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

 …see more

from £87 / night

£604 / week

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from £87 / night

4

Province of Arezzo / Cortona

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £68 / night

£471 / week

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from £68 / night

11

Cortona / Pietraia

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £95 / night

£664 / week

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from £95 / night

10

Province of Arezzo / Cortona

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £50 / night

£345 / week

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from £50 / night

4

Cortona / Pietraia

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £117 / night

£815 / week

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from £117 / night

19

C Di Masino - 57916009 - Fratticciola farmhouse sleeps 4

Cortona / Fratticciola

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Beautiful and charming ancient property situated in quiet and panoramic location in the hills surrounding Cortona. This property has been recently restored with its ancient architectural features preserved and converted into 9 appealing apartments, all of which offer ta  …see more

from £105 / night

£569 - £786 / week

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from £105 / night

7

Cortona / Centoia

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Private garden

 …see more

Pricing unknown

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Pricing unknown

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