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26 Holiday homes in Cortona

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26 Results  |  
21 Photos

House | 2 Bedrooms | sleeps 5

Excellent 5/5 

4 Nights min stay

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from £237 /night

£1654 - £1993 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Nestled into the Tuscan hill top, a few minutes drive or leisurely walk into the historic and vibrant City of Cortona, Villa Rosa is a 2 bedroom, 2 bathroom, fully furnished home with the essential pool and wi-fi. Couples love it, families love it. It is heaven.  …see more

14 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £237 /night

£1654 - £1993 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Nestled into the Tuscan hill top, a few minutes drive or leisurely walk into the historic and vibrant City of Cortona, Villa Rosa is a 2 bedroom, 2 bathroom, fully furnished house with the essential pool and wi-fi. Couples love it, families love it. It is heaven.  …see more

20 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £136 /night

£951 - £1612 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Your very own piece of medieval Cortona! Gracious living in this superbly equipped, spacious "home from home" at the pedestianised heart of town. Enjoy a welcome retreat from the rigours of your day's sightseeing, before an evening of fine dining and quality shopping. Cortona continues to host immunerable weddings in its medieval town hall, with the famous photogenic steps!  …see more

Featured properties

14 Photos

House | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £84 /night

£583 - £742 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Located in the heart of the Tuscan countryside, Borgo di Vagli is a quaint, meticulously restored 14th century Hamlet surrounded by a protected area of olive groves, fruit trees and ancient oaks.  …see more

21 Photos

House | 4 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £107 /night

£744 - £1405 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Tuscany property in a village with swimming pool and garden close to Cortona , Montepulciano and the Wine valley. one hour from Florence and two hours from Rome.  …see more

20 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £89 /night

£620 - £1034 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Independent stone house at the foot of Cortona with swimming pool, garden  …see more

15 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £101 /night

£703 - £1612 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Independent stone house close to Cortona, a former middle age tower with terracotta floors and gothic windows. 8 sleeps, swimming pool  …see more

8 Photos

House | 2 Bedrooms | sleeps 5

Min stay varies

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from £60 /night

£414 - £579 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
3-room semi-detached house 100 m2 on 1st floor, spacious, comfortable furnishings: living room with 1 sofa bed, open fireplace and satellite-TV. Exit to the loggia.  …see more

24 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £67 /night

£463 - £645 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
"Il Villino di Cortona", is a cozy house nestled in the heart of val di chiana: in an area rich in history and cultural attractions. Tuscany holiday house. (exclusive use property, house, pool, garden). The veranda is ideal to enjoy a rich and tasty breakfast, or to immerse yourself in the reading a good book.  …see more

21 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £91 /night

£631 - £813 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Charming cottage near Cortona, set in large gardens and olive grove with views of the surrounding hills. A/C and Wi-Fi throughout. The perfect base to explore Tuscany and Umbria. Very comfortable, fully equipped. Stunning countryside. Rental rates are all-inclusive Free GPS, Italian cell phone,laptop. Swimming pools/thermal spas. Great restaurants. Short walk to village.  …see more

24 Photos

House | 6 Bedrooms | sleeps 10

Excellent 5/5 

3 Nights min stay

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from £163 /night

£1139 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Nestled in the foothills of Cortona, overlooking the Val di Chiana and Mount Amiata. The perfect base for exploring the beautiful regions of Tuscany and Umbria or simply relaxing, surrounded by nature.  …see more

24 Photos

House | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £110 /night

£764 - £1580 / week

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Key info:

  • Nearest beach 22 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Charming stone farmhouse with original features. Perfect for family holidays. Private pool, table tennis and Wifi Internet. Beautiful countryside views. Only 2 kilometres from a village with shops and restaurant. Sought after location on the Tuscany-Umbria border.  …see more

20 Photos

House | 2 Bedrooms | sleeps 6

1 night min stay

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from £52 /night

£360 - £744 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Livio C is a welcoming apartment surrounded by meadows and by green hills. It sleeps six people. It is appoximately 80 square meters (860 square feet). It features a shared swimming pool, a shared garden, a reserved outdoor area and winter heating  …see more

20 Photos

House | 3 Bedrooms | sleeps 7

1 night min stay

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from £60 /night

£414 - £827 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Grifone C is a characteristic two-story apartment surrounded by the vegetation. It sleeps seven people. From Casa Grifone C you will have a splendid view of the surrounding countryside. Casa Grifone C is 130 square meters (1400 square feet)  …see more

20 Photos

House | 3 Bedrooms | sleeps 9

1 night min stay

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from £118 /night

£820 - £1230 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Fastia Grande is a splendid apartment that covers the entire top floor of a villa. It sleeps nine people. From Villa Fastia Grande you will enjoy a pleasant view of the Tuscan hills and of the greenery  …see more

20 Photos

House | 2 Bedrooms | sleeps 6

1 night min stay

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from £60 /night

£414 - £744 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Grifone B is a graceful one-story apartment surrounded by meadows and by green hills. It sleeps six people. From Casa Grifone B you will have a fascinating view of the Tuscan countryside. Casa Grifone B is 90 square meters (970 square feet)  …see more

20 Photos

House | 1 Bedroom | sleeps 4

1 night min stay

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from £56 /night

£390 - £580 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Fastia A is a graceful apartment. It sleeps four people. From Villa Fastia A you will enjoy a pleasant view of the Tuscan hills and of the greenery. Villa Fastia A is 60 square meters (645 square feet)  …see more

20 Photos

House | 2 Bedrooms | sleeps 6

1 night min stay

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from £59 /night

£410 - £786 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Livio D is a graceful two-story apartment surrounded by meadows and by green hills. It sleeps six people. It is appoximately 90 square meters (970 square feet). It features a shared swimming pool, a shared garden, a reserved outdoor area and winter heating  …see more

20 Photos

House | 1 Bedroom | sleeps 3

1 night min stay

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from £52 /night

£360 - £520 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Fastia B is a welcoming apartment. It sleeps three people. It is appoximately 50 square meters (540 square feet)  …see more

20 Photos

House | 1 Bedroom | sleeps 2

1 night min stay

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from £32 /night

£220 - £310 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Fastia C is a graceful cottage. It sleeps two people. It is appoximately 40 square meters (430 square feet)  …see more

20 Photos

House | 2 Bedrooms | sleeps 6

1 night min stay

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from £52 /night

£360 - £744 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Livio A is a graceful apartment surrounded by the vegetation. It sleeps six people. It is appoximately 80 square meters (860 square feet). It features a shared swimming pool, a private terrace, a shared garden and winter heating. You will be roughly 3.5 km (2  …see more

20 Photos

House | 2 Bedrooms | sleeps 6

1 night min stay

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from £60 /night

£414 - £744 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Grifone A is a graceful two-story apartment in the characteristic style of the Tuscan countryside. It sleeps six people. From Casa Grifone A you will have a pleasant view of the Tuscan countryside and of the hills  …see more

20 Photos

House | 3 Bedrooms | sleeps 7

1 night min stay

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from £69 /night

£480 - £951 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Livio B is a spacious two-story apartment made of stone. It sleeps seven people. It is appoximately 90 square meters (970 square feet)  …see more

16 Photos

House | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £57 /night

£395 - £544 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Accogliente, caratteristica abitazione in pietra, situata nel centro storico della città etrusca di Cortona, celebre per il suo passato che ancora vive tra i suoi vicoli. Base ideale per visitare Arezzo, Montepulciano, Pienza e le suggestive campagne toscane e umbre.  …see more

6 Photos

House | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £63 /night

£439 - £614 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
La casa vacanza è perfetta per trascorrere vacanze ideali in una delle cittadine più belle e frizzanti della toscana. Unisce la comodità di vivere nel centro storico al piacere di avere 2 spazi esterni privati in cui rilassarsi. Tutta la Toscana e Umbria è max 2 ore  …see more

12 Photos

House | 6 Bedrooms | sleeps 12

Very Good 4/5 

3 Nights min stay

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from £126 /night

£877 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
  • Private garden
-  …see more