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Holiday Villas in Arezzo and Cortona

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Photo of Villa Monoli

Villa Monoli

Sleeps: 14 Rooms: 4 From €1,986 weekly
This magnificent house, with air-conditioning, is set in the middle of the Chiana Valley, and offers a private pool and beautiful views over the surrounding landscape. This former manor house has bee...
From €1,986 weekly
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Photo of Casale

Casale

Sleeps: 14 Rooms: 5 From €1,188 weekly
This air conditioned holiday home, with an adjacent annex, lies in the picturesque, green hills of central Tuscany, just 3km away from the characteristic village of Castiglione Fiorentino. Nestled in...
From €1,188 weekly
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Photo of Az Agricola Cavalbianco

Az Agricola Cavalbianco

Sleeps: 6 Rooms: 2 From €633 weekly
This comfortable and elegant terraced house, reached by an upaved road, is located deep in the Tuscan hills, about 7km from Monte San Savino in the province of Arezzo. The villa benefits from an outd...
From €633 weekly
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Photo of Orchidee

Orchidee

Sleeps: 6 Rooms: 3 From €698 weekly
This traditional styled detached house with air-conditioning is divided into three spacious apartments. Located in Tuscany, they are set at the foot of the hill of the town of Cortona. This is an ide...
From €698 weekly
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Photo of Appartamento 9a

Appartamento 9a

Sleeps: 2 Rooms: 1 From €403 weekly
These three cosy apartments (ITA887, ITA888 and ITA889) with air-conditioning are nestled in the wooded hills on the outskirts of the medieval city of Arezzo. The Duomo is the 15th century cathedral,...
From €403 weekly
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Photo of Marciano Della Chiana

Marciano Della Chiana

Sleeps: 4 Rooms: 2 From €458 weekly
This delightful holiday home with air-conditioning lies in the beautiful Chiana Valley in Tuscany. The discreet owner’s live next door to the house which is surrounded by a beautiful garden with outd...
From €458 weekly
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Photo of Santa Caterina

Santa Caterina

Sleeps: 8 Rooms: 4 From €2,073 weekly
This large, Tuscan-style stone house is beautifully surrounded by a park-like garden and gorgeous landscapes. The property has spacious grounds, allowing several terraces and sitting corners, a BBQ a...
From €2,073 weekly
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Photo of Il Piazzone

Il Piazzone

Sleeps: 11 Rooms: 4 From €1,341 weekly
This spacious and comfortable holiday home, with air-conditioning, is situated in a small forest, hidden in the hills between Arezzo and Siena and close to the Renaissance town of Monte San Savino. F...
From €1,341 weekly
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Photo of Il Casone

Il Casone

Sleeps: 5 Rooms: 3 From €435 weekly
This comfortable apartment situated below the owner’s home is set on a tranquil hillside just 15km from Arezzo. The living/dining room has a lovely wood burner and there is a huge terrace with a barb...
From €435 weekly
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Photo of Luna

Luna

Sleeps: 4 Rooms: 2 From €359 weekly
This holiday apartment, situated in the owner’s house, is in a quiet location and features a shared, outdoor, swimming pool, terrace and BBQ. Arezzo, a medieval town with museums, annual festivals, s...
From €359 weekly
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Photo of Ciclamini

Ciclamini

Sleeps: 6 Rooms: 2 From €633 weekly
This traditional styled detached house with air-conditioning is divided into three spacious apartments. Located in Tuscany, they are set at the foot of the hill of the town of Cortona. This is an ide...
From €633 weekly
Request to book
Photo of Casa Macinarino - Apartment 6

Casa Macinarino - Apartment 6

Sleeps: 4 Rooms: 2 From €262 weekly
This cosy, ground-floor, country holiday apartment, one of four, is located at the edge of a pretty village. The property has a private covered terrace with furniture, ideal for dining al fresco. It...
From €262 weekly
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Photo of La Cantina

La Cantina

Sleeps: 5 Rooms: 2 From €315 weekly
This lovely, renovated stone and brick house, close to the owners’ home, is tastefully furnished and is in the perfect location for admiring the charming landscapes, wandering through the picturesque...
From €315 weekly
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Photo of La Colonica

La Colonica

Sleeps: 4 Rooms: 2 From €370 weekly
This lovely, renovated stone and brick house, close to the owners’ home, is tastefully furnished and enjoys traditional rustic charm, with no separate living room. It is in the perfect location for a...
From €370 weekly
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Photo of Bucine

Bucine

Sleeps: 5 Rooms: 2 From €424 weekly
This property occupies the first floor of a 3-storey detached house which stands in its own garden with garden furniture for dining al fresco. There is a large entrance hallway, the rooms are spaciou...
From €424 weekly
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Photo of Cesira 1

Cesira 1

Sleeps: 4 Rooms: 1 From €316 weekly
This holiday apartment is part of a beautifully renovated farm house which has been comfortably furnished and is situated on a gentle slope which overlooks the Chiana Valley. It has extensive views o...
From €316 weekly
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Photo of Villa Pieve

Villa Pieve

Sleeps: 20 Rooms: 10 From €2,618 weekly
This holiday house with air-conditioning is set in a dream location and is ideal for a large family seeking an enjoyable time together in beautiful surroundings. This magnificent and prestigious bui...
From €2,618 weekly
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Photo of Casa La Fonte

Casa La Fonte

Sleeps: 5 Rooms: 3 From €457 weekly
Located in the peaceful area of Arezzo, this spacious holiday cottage offers breathtaking views of the neighbouring countryside. With beautifully manicured gardens, the property boasts a large terrac...
From €457 weekly
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Photo of Casa Il Colle

Casa Il Colle

Sleeps: 4 Rooms: 2 From €370 weekly
Enjoy the unique scenery from the garden at Casa Il Colle, with panoramic views, watching the sun sink over the horizon. The villa is located in the fortified town of Cortona, nestled on a mountain r...
From €370 weekly
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Photo of Villa Del Drago

Villa Del Drago

Sleeps: 8 Rooms: 3 From €708 weekly
This wonderful apartment, accessed by an unpaved road, is located on the second floor of the owners villa, close to the beautiful Civitella Valdichiana, boasting panoramic views over the surrounding...
From €708 weekly
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Photo of La Veranda

La Veranda

Sleeps: 8 Rooms: 4 From €708 weekly
This traditional holiday villa is spread over two floors and is located about 2km from San Giustino Valdarno. The kitchen leads on to one of two covered terraces, ideal for al fresco dining, with bea...
From €708 weekly
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Photo of Poggiale

Poggiale

Sleeps: 8 Rooms: 4 From €2,160 weekly
This large and characteristic country house is situated in the Chianti hills dominating the Arno Valley, 5km from Figline Valdarno and its shops. The holiday property is surrounded by the greenery of...
From €2,160 weekly
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Photo of Ortensie

Ortensie

Sleeps: 4 Rooms: 2 From €577 weekly
This traditional styled detached house with air-conditioning is divided into three spacious apartments. Located in Tuscany, they are set at the foot of the hill of the town of Cortona. This is an ide...
From €577 weekly
Request to book
Photo of Villa Silvana

Villa Silvana

Sleeps: 7 Rooms: 3 From €676 weekly
On the edge of a small village, is this comfortably furnished holiday home. It is built on the hillside and includes chalet-style balconies all around the house and windows, while the doors open onto...
From €676 weekly
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Photo of La Quiete

La Quiete

Sleeps: 8 Rooms: 4 From €1,156 weekly
This natural stone holiday house, in a traditional Tuscan style, is situated in the romantic Casentino mountain range. Here, you will find total privacy in the wide forests, fresh mountain air, pictu...
From €1,156 weekly
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Photo of Villa Pergo

Villa Pergo

Sleeps: 8 Rooms: 4 From €862 weekly
Only a few minutes from the proud and ancient hill town of Cortona, lays the tiny hamlet of Pergo. A dirt road leads you to this spacious holiday house, surrounded by well-kept lawns, olive groves an...
From €862 weekly
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Photo of Casa Le Querce

Casa Le Querce

Sleeps: 5 Rooms: 3 From €435 weekly
This homely and spacious first floor apartment benefits from its own private garden on a picturesque hillside, the discreet owner lives on-site, in the small village of Pieve a Maiano. This attractiv...
From €435 weekly
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Photo of Casa Castellare

Casa Castellare

Sleeps: 3 Rooms: 1 From €567 weekly
Nestled on a hill with stunning views over the Chiana Valley, this delightful holiday property offers comfortable accommodation for a couple or small family. Next to the owner’s home, the property bo...
From €567 weekly
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Photo of Baciano Apt

Baciano Apt

Sleeps: 3 Rooms: 1 From €305 weekly
These 2, well-appointed apartments share panoramic views over to Valdarno and towards the Chianti Hills. Baciano Apartment (ITA206) boasts a ground floor position whilst Apartment Piccolo (ITA205) is...
From €305 weekly
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Photo of Il Palazzo

Il Palazzo

Sleeps: 10 Rooms: 4 From €960 weekly
This 1st floor apartment is set in a historic palazzo, with a covered terrace in front of the entrance. In the private garden, there is an outdoor swimming pool with a panoramic terrace. The apartmen...
From €960 weekly
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Photo of Appartamento 9

Appartamento 9

Sleeps: 2 Rooms: 1 From €403 weekly
These three cosy apartments (ITA887, ITA888 and ITA889) with air-conditioning are nestled in the wooded hills on the outskirts of the medieval city of Arezzo. The Duomo is the 15th century cathedral,...
From €403 weekly
Request to book
Photo of La Torre

La Torre

Sleeps: 6 Rooms: 3 From €763 weekly
This former, medieval defence tower, on a private hillside location, is now a comfortable three-storey holiday home. From here, guests have a beautiful view of the Tuscan Umbrian hills. The medieval...
From €763 weekly
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Photo of Apartment Piccolo

Apartment Piccolo

Sleeps: 3 Rooms: 2 From €271 weekly
These 2, well-appointed apartments share panoramic views over to Valdarno and towards the Chianti Hills. Baciano Apartment (ITA206) boasts a ground floor position whilst Apartment Piccolo (ITA205) is...
From €271 weekly
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Photo of Castelnuovo

Castelnuovo

Sleeps: 14 Rooms: 7 From €1,068 weekly
This tastefully set out, spacious holiday villa is for those who like something a bit out of the ordinary. The property has a very unique atmosphere and is situated in a peaceful part of the Tiber va...
From €1,068 weekly
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Photo of Casa Politi

Casa Politi

Sleeps: 8 Rooms: 4 From €2,303 weekly
This elegant holiday property with air-conditioning, accessed via a rough track, is spread out on three levels, nestled in the beautiful hills of Tuscany (Loro Ciuffenna 8km) with panoramic views. Gu...
From €2,303 weekly
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Photo of Antica sorgente 2

Antica sorgente 2

Sleeps: 10 Rooms: 5 From €1,418 weekly
This comfortable country house, set over 3 levels, provides the perfect setting for a relaxing holiday. The house consists of three apartments, all tastefully decorated and rented together. The large...
From €1,418 weekly
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Photo of Antico Seccatoio

Antico Seccatoio

Sleeps: 10 Rooms: 5 From €1,069 weekly
Charming country house with a lovely character in the small and ancient village of Borgo Croce di Sarna, in a nice quiet location with panoramic views overlooking a green valley. Relax in the garden,...
From €1,069 weekly
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Photo of Casa Vista

Casa Vista

Sleeps: 22 Rooms: 8 From €1,386 weekly
This single-storey holiday house is situated in the Apennines, between Arezzo, Urbino and Rimini, decorated in the rustic style of the area, and offering comfortable space for large groups. The groun...
From €1,386 weekly
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Photo of Pod. San Niccolo'

Pod. San Niccolo'

Sleeps: 12 Rooms: 5 From €948 weekly
In a peaceful hillside setting you will find this medieval property surrounded by fields and forests. From the romantic inner courtyard, which has seating on the terrace and a barbecue, you enter th...
From €948 weekly
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Photo of Agriturismo Segalare

Agriturismo Segalare

Sleeps: 8 Rooms: 2 From €611 weekly
This rustic, stone holiday house, accessed via a rough track, is situated on the southern side of the Appenines with the owners’ home conveniently situated on site. It has been carefully decorated an...
From €611 weekly
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Photo of asa Al Vento

asa Al Vento

Sleeps: 5 Rooms: 2 From €391 weekly
This traditional, first and second floor holiday accommodation, accessed via a rough track, forms one half of the owners’ wonderful stone house and has a private entrance and lovely garden full of fl...
From €391 weekly
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Photo of Villa Ferranti 2

Villa Ferranti 2

Sleeps: 5 Rooms: 2 From €359 weekly
Picturesque town of Cortona nearby The huge 18th century ’Villa Ferranti’ is situated in a beautiful valley just below the picturesque town of Cortona. There are just three apartments available in the...
From €359 weekly
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Photo of Etrusco

Etrusco

Sleeps: 13 Rooms: 6 From €1,188 weekly
This characteristic holiday home is split into 4 separate apartments (not internally connected), and is located at the foot of the ancient Etruscan town of Cortona, in a residential area of Camucia....
From €1,188 weekly
Request to book
Photo of Il Marinocchio Di Malatesti 1

Il Marinocchio Di Malatesti 1

Sleeps: 6 Rooms: 3
Situated 6km from Arezzo, these two apartments (refs ITA116 and ITA117), with air conditioning, share a large outdoor swimming pool and enjoy panoramic views over the Chiana Valley. The owner lives o...
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Photo of Casale

Casale

Sleeps: 6 Rooms: 2 From €282 weekly
Panoramic valley views High up in the mountains with panoramic views over the valley, this mountain house offers two separate apartments overlooking an oval swimming pool. There is a shared terrace/pe...
From €282 weekly
Request to book
Photo of Sansepolcro

Sansepolcro

Sleeps: 23 Rooms: 9 From €3,645 weekly
This lovely holiday home, with outdoor swimming pool, is just 2km from Sansepolcro. The large dining room with open fireplace and sitting area, as well as the professional kitchen, have access to the...
From €3,645 weekly
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Photo of Antico Pod. Querceto

Antico Pod. Querceto

Sleeps: 8 Rooms: 4 From €2,346 weekly
This comfortable holiday cottage make an ideal retreat and enjoys unique panormaic views of Arezzo. In the spacious, enclosed grounds, consisting of a garden, olive groves and pine wood, you will fin...
From €2,346 weekly
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Photo of Villa Caterina

Villa Caterina

Sleeps: 9 Rooms: 3 From €1,014 weekly
Ideally located on a hill overlooking the city of Arezzo, this comfortable and beautiful holiday home with a gated driveway enjoys panoramic views over fields to the hills in the distance. Guests hav...
From €1,014 weekly
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Photo of Casa Tranquillo

Casa Tranquillo

Sleeps: 5 Rooms: 2 From €479 weekly
Traditional stone house in a small village, situated in a natural woodland setting, with a stream nearby. Furnished with contemporary furniture, a woodburner, small spa area with Jacuzzi and chromoth...
From €479 weekly
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Photo of Vocabola Toppello

Vocabola Toppello

Sleeps: 4 Rooms: 2 From €262 weekly
Accessed by a dirt track, the apartment is situated within the owner’s home. This cosy, first floor holiday apartment with terrace and rural views, is set in a mountain location in southern Tuscany,...
From €262 weekly
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Holiday Rentals Arezzo and Cortona
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