Cortona Villas, Holiday rentals and apartments

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  • Italy
  • Tuscany
  • Province of Arezzo
  • Cortona
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  • Bagnolo (3)
  • Cantalena (1)
  • Capezzine (2)
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  • Fratticciola (11)
  • Localita Mucchia (1)
  • Mercatale (2)
  • Mercatale di Cortona (17)
  • Montalla (10)
  • Montanare (10)
  • Montecchio (7)
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  • Pietraia (9)
  • Poggioni (4)
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  • Teverina (3)

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389 Holiday homes

1 / 100

Flavia - Valle - Cortona apartment sleeps 6

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 150 km; Swimming pool; Child friendly ;
This apartment has two double bedrooms with comfortable queen beds. It is on the ground floor, it has a stunning view of the valley and can accommodate up to 6, thanks to the sofa bed in the lounge. The apartment has one large bathroom that is complete with a shower and  …see more

from £99 / night

£509 - £1022 / week

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from £99 / night

1 / 14

La Mucchia casa vacanze one bedroom suprior suite - Localita Mucchia farmhouse sleeps 2

Cortona / Localita Mucchia

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
Sleeps: 2+1 – 72sq. Meters (775 sq. Ft) This charming 1 bedroom first floor apartment rentals in Tuscany, has an open living area leading to a covered private terrace with great views of Chiana Valley and Cortona. It has a fully equipped kitchen leading to a double b  …see more

from £112 / night

£774 - £881 / week

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from £112 / night

1 / 100

Felice - Cortona villa sleeps 10

Province of Arezzo / Cortona

4 10 7 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 180 km; Swimming pool; Child friendly ;
ExteriorsThis wonderful villa is situated on a natural terrace in the countryside near Cortona and it offers fabulous views of the valley and even part of the Trasimeno Lake. The landscape is perfect to explore on foot or by bicycle; and visitors can also take part in w  …see more

from £141 / night

£983 - £1471 / week

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from £141 / night

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Home Tuscany suite number 2 - Cortona villa sleeps 2

Province of Arezzo / Cortona

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; No pets allowed;
72 sq. Meters (775 sq. Ft) This charming 1 bedroom ground floor apartment rentals in Tuscany, has an open living area leading to a covered private terrace with great views of Chiana Valley and Cortona. It has a fully equipped kitchen leading to a double bedroom and a ba  …see more

from £112 / night

£774 - £881 / week

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from £112 / night

1 / 100

Eliana - Cortona villa sleeps 10

Province of Arezzo / Cortona

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: 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 £281 / night

£1966 - £3163 / week

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from £281 / night

1 / 43

Tuscany Private Home In Cortona, WiFi, Pool, Views - Cortona house sleeps 5

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
Villa Rosa is a private home nestled in the hillside of the historic and vibrant hill top town of Cortona. A few minutes drive or a leisurely stroll into the City of Cortona, with expansive views over the valley to the distance shores of Lake Trasimeno Villa Rosa is  …see more

from £235 / night

£1645 - £2023 / week

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from £235 / night

(1) Excellent 

1 / 83

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 18 km; Swimming pool;
 …see more

from £86 / night

£513 - £838 / week

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from £86 / night

1 / 100

Corona - Cortona villa sleeps 9

Province of Arezzo / Cortona

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Nearest beach 170 km; Swimming pool; Child friendly ;
Exterior This charming villa is located in the Val di Chiana, with a breathtaking panoramic view of the picturesque town of Cortona and the surrounding hills of the valley.  The villa itself dates back to the 15th century but has been carefully restored.  …see more

from £193 / night

£1347 - £2736 / week

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from £193 / night

1 / 6

Terrazzini - Cortona apartment sleeps 2

Province of Arezzo / Cortona

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
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 £98 / night

£684 / week

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from £98 / night

1 / 100

Silvia - Cortona villa sleeps 8

Province of Arezzo / Cortona

4 8 5 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay
Key info: 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 £427 / night

£2479 - £3077 / week

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from £427 / night

1 / 8

La Tesa Grano - Cortona apartment sleeps 2

Province of Arezzo / Cortona

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: 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

£496 - £736 / week

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from £35 / night

1 / 11

Cortona - 34290003 - Cortona farmhouse sleeps 2

Province of Arezzo / Cortona

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Pet friendly;
Beautiful property comprising 3 nice private villas situated in quiet and dominating location near the charming medieval town of Cortona. These 3 accommodations offer beautiful views over the surrounding landscape and enjoy use of a nice swimming-pool (accessible by som  …see more

from £79 / night

£552 - £820 / week

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from £79 / night

1 / 26

Villa Orlandicchio - Montalla villa sleeps 4

Cortona / Montalla

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
Villa Orlandicchio is a small villa built in stone, and completely restored in 2014. Located on top of a hill from which you can admire the stunning view of the “valle”, it has its own private entrance, parking, garden and swimming pool (4m x 8m). The house has be  …see more

from £175 / night

£1223 - £2864 / week

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from £175 / night

1 / 14

Metelliano - 126509001 - Montalla villa sleeps 4

Cortona / Montalla

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
Villa Lavanda is a beautiful property located in one of the most evocative sceneries of Tuscany. The villa dominates the Valdichiana from an elevated position that will give you a breathtaking view surrounded by nature in complete tranquility, the property is fully fen  …see more

from £185 / night

£1295 - £2159 / week

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from £185 / night

1 / 20

Cà Di Masino - 57916003 - Fratticciola farmhouse sleeps 2

Cortona / Fratticciola

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
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 £69 / night

£389 - £561 / week

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from £69 / night

1 / 12

Cà Di Masino - 57916008 - Fratticciola farmhouse sleeps 2

Cortona / Fratticciola

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
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 £69 / night

£389 - £561 / week

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from £69 / night

1 / 22

Cortona Cottage - Cortona cottage sleeps 10

Province of Arezzo / Cortona

5 10 3 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
A recently renovated holiday home in pristine natural surroundings where you can enjoy the regions of Tuscany and Umbria. You can always find the peace and quiet here you often forget in the hustle and bustle of daily life. The old Etruscan city of Cortona and a number  …see more

from £428 / night

£1881 / week

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from £428 / night

1 / 18

Cà Di Masino - 57916002 - Fratticciola farmhouse sleeps 2

Cortona / Fratticciola

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
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 £69 / night

£389 - £561 / week

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from £69 / night

1 / 12

Cortona - 91536001 - Montalla villa sleeps 4

Cortona / Montalla

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Pet friendly; Private garden;
Santa Lucia is a beautiful independent house located on the cone of the hill town of Cortona, the Etruscan city of rare charm and beauty. Its strategic location will allow you to reach the historical center of the city in less than five minutes and all other cities of t  …see more

from £6 / night

£574 - £912 / week

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from £6 / night

1 / 8

Cortona - 34287001 - Cortona apartment sleeps 3

Province of Arezzo / Cortona

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Child friendly ; Ask about pets; Private garden;
Charming apartments situated in the historical centre of the beautiful medieval town of Cortona (with all kinds of shops). These apartments have been recently and carefully restored and offer tastefully furnished interiors. The apartments are part of a nice building enj  …see more

from £89 / night

£517 - £694 / week

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from £89 / night

1 / 22

Villa Barbara - Cortona villa sleeps 6

Province of Arezzo / Cortona

4 6 7 nights min stay

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: 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 £220 / night

£1539 - £1966 / week

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from £220 / night

1 / 16

Cortona - 90301001 - Cortona apartment sleeps 4

Province of Arezzo / Cortona

1 4 3 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Child friendly ; Ask about pets;
Nice apartment situated right in center of Cortona, a lovely ancient town dating back to the Etruscan time. The living-room window overlooks Via Nazionale (the main road of Cortona historical center) and the Townhall square is only a minutes away. This apartment is id  …see more

from £59 / night

£346 - £432 / week

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from £59 / night

1 / 20

Cà Di Masino - 57916007 - Fratticciola farmhouse sleeps 4

Cortona / Fratticciola

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
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 £104 / night

£561 - £967 / week

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from £104 / night

1 / 11

Cortona / Pietraia

2 5 2 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £95 / night

£659 / week

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from £95 / night

1 / 27

Podere Cantalena Cortona - Cortona villa sleeps 4

Province of Arezzo / Cortona

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Podere Cantalena is an ancient, stone farmhouse recently and wisely restored placed just outside the small hamlet of Cantalena. The old village is set around 15 km far from Cortona and Castiglion Fiorentino, prosperous towns in the lower Valdichiana rich in art and hist  …see more

from £87 / night

£607 - £881 / week

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from £87 / night

1 / 18

Cortona - 95387001 - Cortona house sleeps 4

Province of Arezzo / Cortona

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Child friendly ; Ask about pets; Private garden;
This house is an ideal place to get away from the stress of everyday life and enjoy a moment of relax immersed in the green and quiet of the Tuscan hills. The house is a lovely rustic, beautifully decorated and extremely well cared for inside and outside, surrounded by  …see more

from £115 / night

£803 - £988 / week

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from £115 / night

1 / 100

Serena - Cortona villa sleeps 6

Province of Arezzo / Cortona

2 6 7 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: 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 £123 / night

£855 - £1223 / week

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from £123 / night

1 / 100

Nelly - Cortona villa sleeps 10

Province of Arezzo / Cortona

4 10 7 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 160 km; Swimming pool; Child friendly ;
ExteriorsThis beautiful and cozy villa in Cortona has three floors and can accommodate up to 10 people. It has a 3.5x7.5 swimming pool situated amongst terraced olive groves overlooking the Valdichiana. The 40sq-m covered terrace has a large table with room for 12 peopl  …see more

from £281 / night

£1966 - £3163 / week

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from £281 / night

1 / 4

Cortona / Pietraia

3 6 2 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £116 / night

£808 / week

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from £116 / night

1 / 8

Appartamento Il Nido - Cortona apartment sleeps 2

Province of Arezzo / Cortona

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
“Le Gelosie apartments” are the natural and inviting alternative to our hospitality and combine good taste and attention for details.The materials, the colours and the spaces were studied to satisfy the esthetical pleasure along with the natural need for comfort. Th  …see more

from £86 / night

£599 / week

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from £86 / night

1 / 16

Cortona - 34290001 - Cortona farmhouse sleeps 2

Province of Arezzo / Cortona

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
Beautiful property comprising 3 nice private villas situated in quiet and dominating location near the charming medieval town of Cortona. These 3 accommodations offer beautiful views over the surrounding landscape and enjoy use of a nice swimming-pool (accessible by som  …see more

from £95 / night

£552 - £820 / week

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from £95 / night

1 / 13

Home Tuscany suite number 1 - Cortona villa sleeps 4

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: 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 £150 / night

£1048 - £1197 / week

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from £150 / night

1 / 44

Casa di Pietra - Cortona house sleeps 5

Province of Arezzo / Cortona

2 5 4 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
Charming and characteristic 2 bedrooms stone-house with view of the valley, sleeps 6. Master bedroom with queen size bed, studio-bedroom with queen size sofa bed, living room area with a queen size sofa bed, kitchen and bathroom with shower, bidet, sink and toilette. Pa  …see more

from £124 / night

£740 - £830 / week

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from £124 / night

1 / 20

Pietraia - 94718001 - Pietraia house sleeps 6

Cortona / Pietraia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
This modern villa has just recently been refurbished and is found in a peaceful and panoramic location with views of the city of Cortona. The rental also has a hectare of fenced garden space with a private swimming pool. Inside is nicely furnished and bright, thanks t  …see more

from £100 / night

£682 - £1382 / week

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from £100 / night

1 / 19

Cà Di Masino - 57916004 - Fratticciola farmhouse sleeps 4

Cortona / Fratticciola

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
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 £84 / night

£475 - £734 / week

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from £84 / night

1 / 4

Province of Arezzo / Cortona

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
 …see more

from £60 / night

£385 / week

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from £60 / night

1 / 19

Cortona - 81414001 - Cortona apartment sleeps 4

Province of Arezzo / Cortona

1 4 3 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Child friendly ; Ask about pets;
Welcoming, recently restored apartment situated in the center of the lovely town of Cortona. This accommodation is a short distance away from San Marco church and offers beautiful, extensive views over the valley below and the town of Cortona. The unit interiors are tas  …see more

from £89 / night

£344 - £518 / week

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from £89 / night

1 / 20

San Martino, distinctive stone villa in Cortona - Cortona villa sleeps 6

Province of Arezzo / Cortona

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
Set in beautiful hilly position, the farmhouse is named after the 800 olive trees that surround the property and from which the owners obtain great olive oil. San Martino agli Ulivi is the result of a long and accurate renovation of the family estate. On one of the ston  …see more

from £147 / night

£1026 - £1283 / week

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from £147 / night

1 / 20

Il Castagno - 91537001 - Montalla farmhouse sleeps 8

Cortona / Montalla

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Pet friendly;
Villa Eleonora will give you a unique stay in a location characterized by quiet and privacy and incomparable views over the beautiful city of Cortona, whose views will accompany you while relaxing in the garden, enjoying the air of the Tuscan countryside in the morning  …see more

from £148 / night

£1036 - £1813 / week

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from £148 / night

1 / 8

Province of Arezzo / Cortona

1 4 3 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Child friendly ; Ask about pets; Private garden;
 …see more

from £86 / night

£565 / week

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from £86 / night

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