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437 Results   |  
20 Photos

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £128 / night

£890 - £1135 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
At the foot of the hills upon which Cortona, the Etruscan city par excellance, rises, is this ancient country house, a splendid Medicean construction finely restored and transformed into 13 flats, 4 of which are holiday flats and the others are, more or less, lived in o  …see more

Excellent 5/5 

21 Photos

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 12

Excellent 5/5 

7 Nights min stay

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from £376 / night

£2628 - £3559 / week

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Key info:

  • Nearest beach 26 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
The Villa with private pool partially air conditioned . Tuscany touring, and Umbria touring , with ease  …see more


28 Sep 2014

5/5

"A little piece of heaven in the Tuscan hills"

My family and I recently stayed at Villa Placere, and it is truly a spectacular place. Its setting, overlooking the valley below and the green hills of Tuscany above, could not be more perfect. The … More


21 May 2013

5/5

"Amazing view and the place to recover from the hustle n bustle of life"

House that has been lovingly restored by the owners. Great outdoor space for entertainment and just to chill out with one's family. The caretaker family was very helpful. The main town Castiglion Fior… More


21 May 2013

5/5

"The most idyllic view in Tuscany"

I have stayed in lots of different villas in Tuscany but none come close to the Villa Placere. The villa is exquisitely decorated and with enough space to cater to everyone's needs. The pool is easi… More

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Very Good 4.5/5 

16 Photos

Province of Arezzo / Cortona

Villa / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

Short stays welcome

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from £77 / night

£537 - £811 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
"Perfect for half terms holidays - without any increase in the general rate" . Casa Serena is a really charming little house/villa is set in the middle of olive grove and surrounded Tuscan woodland, and provides privacy and serenity for a truly relaxing vacation.  …see more


10 Jun 2012

5/5

"Our little piece of Tuscan heaven"

This is the third time of visiting Tuscany and the second to stay at Casa Serena. It is a little off the beaten track - about 1 mile to the bar/shop, but once there it is totally restful and is the p… More


14 Apr 2012

5/5

"Fantastic views and very peaceful place for the family"

We stayed at Casa Serena for 9 nights and enjoyed our stay immensely. The property is a small private house with two bedrooms in many hectare of olives and countryside. This is a fabulous location an… More


14 Apr 2012

5/5

"Peace and quiet, and a good location - book up you'll love it!"

Inviting, comfortable, authentic and friendly. We had a fabulous week at Villa Serena and our hosts could not have been more helpful, providing us with lots of local knowledge and advice. A small we… More

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Featured properties

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 £131 / night

£916 / 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


7 Jul 2013

5/5

"The perfect location in Tuscany"

The perfect location in Tuscany. We visited many other towns but Cortona felt like home, warm and welcoming. Our view over the main square and central location made our stay easy and engaged. The home… More


14 Aug 2012

5/5

"lovely, clean and bright"

the four of us were welcomed by Clara and her family.

What wonderful hosts, lots of fresh fruit, a bottle of wine and other welcoming goodies made it just that but more special.

The apa… More


11 Jun 2012

5/5

"This was our favorite place, and goodly located for our day tour"

For our family vacation to Tuscany we chose to use apartment rentals rather than hotels as first it gave us much more space and independence and, we were able to save quite a bit of money too!
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24 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £132 / night

£920 - £1572 / 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

11 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

Short stays welcome

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from £143 / night

£997 - £1111 / 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

17 Photos

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 2

2 Nights min stay

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from £63 / night

£438 - £621 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
Dive in the pool of our rental house in Tuscany. A villa for your luxury vacation. Beautiful medieval stone hamlet situated in quiet and panoramic position between olive trees and woods of ancient chestnut trees, typical of Tuscany.  …see more

9 Photos

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £68 / night

£475 - £876 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
The il Borgo Agritourism Complex is near the historic Etruscan city of Cortona. It is in a beautiful country setting amongst olive trees, cypresses and sunflowers in the Chiana Valley.  …see more

19 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

Short stays welcome

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from £105 / night

£730 - £1095 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Casa Patrizia is a typical holiday house. The villa has a completely independent apartment on the ground floor with two entrances, with private garden, veranda with table and chairs, elegantly furnished and decorated in typical Tuscan style.  …see more

8 Photos

Cortona / Montanare

House / 2 Bedrooms / sleeps 5

Short stays welcome

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from £57 / night

£395 - £541 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Argella is a little country village all built in sand-stone, part of an old agricultural area. In the property there are two independent apartments. Argella is close to Cortona , an etruscan city rich in monuments and cultural life  …see more

24 Photos

Province of Arezzo / Cortona

House / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £93 / night

£650 - £913 / week

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Key info:

  • Swimming pool
  • Great 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

Excellent 5/5 

20 Photos

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 16

Excellent 5/5 

4 Nights min stay

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from £300 / night

£2100 - £3700 / 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 Ruffignano is a luxury property, recently reconstructed respecting the traditional characteristics combined with the necessities of modern life.  …see more


26 Jun 2015

5/5

"Five Star Tuscany"

What an amazing week in an amazing place with awesome hospitality. We had a week at Villa Ruffignano with daily breakfast and dinner, a cooking class, and private winery tour / tasting. Andrea, the … More


28 May 2014

5/5

"What an amazing Tuscan villa - spacious, seclusion, beauty, perfect!"

My mother in law booked this place for a large family reunion (10 from Sweden, 6 of us from the US). We could not have asked for a better location, accommodation or service! Yes this place is a bit ou… More

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Good 3/5 

20 Photos

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 12

Good 3/5 

7 Nights min stay

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from £120 / night

£836 - £1566 / 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 Gloria is a quaint cottage that is set in a charming and panoramic position, with completely authentic surroundings. Immersed in the lush mountains of Cortona, near the border between Tuscany and Umbria  …see more


13 Aug 2014

3/5

"Beautiful views,Basic Villa"

We stayed at Villa Gloria for a 2 week extended family vacation. The villa is 18kms from the centre of Cortona down extremely windy mountain roads, this means that the journeys into town or to the sup… More

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27 Photos

Cortona / Cegliolo

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £251 / night

£1752 - £2701 / 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
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

8 Photos

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 2

7 Nights min stay

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from £73 / night

£511 - £1825 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
“Le Gelosie apartments” are the natural and inviting alternative to our hospitality and combine good taste and attention for details.  …see more

14 Photos

Province of Arezzo / Cortona

Apartment / 3 Bedrooms / sleeps 5

7 Nights min stay

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from £146 / night

£1022 / week

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Key info:

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

11 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £137 / night

£955 / 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

23 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £209 / night

£1460 - £3198 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Family friendly villa Luxury villas  …see more

11 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £345 / night

£2409 - £3066 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villas in Cortona - Ville: La Certosa  …see more

12 Photos

Cortona / Bagnolo

Villa / 4 Bedrooms / sleeps 10

7 Nights min stay

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from £165 / night

£1150 / 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

20 Photos

Province of Arezzo / Cortona

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £157 / night

£1095 - £1825 / 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

16 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 7

7 Nights min stay

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from £126 / night

£876 - £1424 / 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

9 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £280 / night

£1957 / 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

15 Photos

Cortona / Bagnolo

Villa / 4 Bedrooms / sleeps 9

7 Nights min stay

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from £209 / night

£1460 / 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

42 Photos

Province of Arezzo / Cortona

House / 4 Bedrooms / sleeps 9

7 Nights min stay

Add to shortlist

from £256 / night

£1789 - £2555 / 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

22 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £328 / night

£2296 / 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

11 Photos

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 4

2 Nights min stay

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from £205 / night

£1431 / 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

19 Photos

Province of Arezzo / Cortona

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £329 / night

£2300 - £3782 / 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

19 Photos

Cortona / Bagnolo

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £522 / night

£3650 / 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

19 Photos

Cortona / Bagnolo

Farmhouse / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £165 / night

£1150 / 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

6 Photos

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 2

7 Nights min stay

Add to shortlist

from £84 / night

£584 / 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

11 Photos

Province of Arezzo / Cortona

Farmhouse / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £292 / night

£2044 - £2876 / 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

10 Photos

Cortona / Fratta Sant'Agata

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £397 / night

£2774 / 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

16 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 10

7 Nights min stay

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from £120 / night

£840 - £1876 / 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

18 Photos

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 14

Short stays welcome

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from £138 / night

£960 - £1511 / 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

20 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £146 / night

£1022 - £2154 / 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

16 Photos

Cortona / Bagnolo

Villa / 2 Bedrooms / sleeps 6

4 Nights min stay

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from £90 / night

£628 - £1278 / 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

16 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £105 / night

£730 - £1460 / 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

13 Photos

Province of Arezzo / Cortona

Farmhouse / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £167 / night

£1168 - £1971 / 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

16 Photos

Cortona / Bagnolo

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £97 / night

£679 - £1201 / 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

13 Photos

Province of Arezzo / Cortona

Villa / 2 Bedrooms / sleeps 6

4 Nights min stay

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from £105 / night

£730 - £1442 / 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

20 Photos

Province of Arezzo / Cortona

Villa / 8 Bedrooms / sleeps 17

4 Nights min stay

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from £418 / night

£2920 - £3650 / 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

14 Photos

Cortona / Poggioni

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £97 / night

£679 - £1825 / 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

20 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £240 / night

£1679 - £3026 / 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

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £254 / night

£1774 - £3026 / 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

20 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 9

4 Nights min stay

Add to shortlist

from £165 / night

£1150 - £2610 / 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

22 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £240 / night

£1679 - £3026 / 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

18 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 12

4 Nights min stay

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from £94 / night

£657 - £1460 / 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

17 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 12

4 Nights min stay

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from £219 / night

£1533 - £2887 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Torre degli Elci is set in the greens of the Tuscan countryside, midst olives and cypress trees and just 4 km from Cortona. The name of the Villa derives from the old sighting tower which has testimonials from 13th and 14th century and which became a monastery  …see more

100 Photos

Province of Arezzo / Cortona

House / 2 Bedrooms / sleeps 6

Short stays welcome

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from £54 / night

£376 - £450 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
3-room house 80 m2 on 2 levels, bright, fully renovated, practical, beautiful and cosy furnishings: living room with 1 double sofabed and TV (flat screen). Exit to the swimming pool. 1 double bedroom. Kitchenette (4 hot plates, oven) with dining table. Shower/bidet/WC.  …see more

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