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Holiday Villas in Arezzo and Cortona

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Photo of Cesira 2

Cesira 2

Sleeps: 4 Rooms: 1 From €272 weekly
This holiday apartment forms part of a former farm house that is situated on a gentle slope which overlooks the Chiana Valley. It has extensive views over the valley and over part of the old village...
From €272 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 Luna

Luna

Sleeps: 4 Rooms: 2
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...
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Photo of Ortensie

Ortensie

Sleeps: 4 Rooms: 2 From €544 weekly
This spacious apartment, with air-conditioning, is one of three apartments within a traditional styled detached house. Located in Tuscany, it is set at the foot of the hill of the town of Cortona. Th...
From €544 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 Casale

Casale

Sleeps: 14 Rooms: 5 From €1,243 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 €1,243 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 Castellare

Casa Castellare

Sleeps: 3 Rooms: 1 From €544 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 €544 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 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
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Photo of Il Piazzone

Il Piazzone

Sleeps: 11 Rooms: 4 From €1,352 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 €1,352 weekly
Request to book
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
Request to book
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 Casa Il Colle

Casa Il Colle

Sleeps: 4 Rooms: 2 From €371 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 €371 weekly
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Photo of Casa Anna

Casa Anna

Sleeps: 12 Rooms: 4 From €1,188 weekly
This bright semi-detached house with an outdoor swimming pool is set on a hillside position, only 2km below Cortona. On the first floor are a spacious combined kitchen/living room with fireplace, the...
From €1,188 weekly
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Photo of Bucine

Bucine

Sleeps: 5 Rooms: 2 From €425 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 €425 weekly
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Photo of Leopolda

Leopolda

Sleeps: 16 Rooms: 7 From €2,041 weekly
Leopoldian farmhouse with air-conditioning dates back to the 18th century and is just 600m from the village of Badia Agnano, close to Bucine and half-way between Arezzo and Siena making making this a...
From €2,041 weekly
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Photo of Baciano Apt

Baciano Apt

Sleeps: 3 Rooms: 1 From €316 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 €316 weekly
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Photo of Agriturismo Segalare

Agriturismo Segalare

Sleeps: 8 Rooms: 2 From €632 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 €632 weekly
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Photo of Podere Montepulciano

Podere Montepulciano

Sleeps: 17 Rooms: 6 From €1,124 weekly
This traditional holiday home dates back to the 1700s and is surrounded by the Lake of Montepulciano Nature Reserve, and is close to the town of Montepulciano in Tuscany, and the discreet owner lives...
From €1,124 weekly
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Photo of Palazzuolo

Palazzuolo

Sleeps: 4 Rooms: 2 From €589 weekly
This comfortable and tastefully decorated holiday home with air-conditioning is ideally situated on the hills between Siena and Arezzo, about 10km from Monte San Savino. Bordering a forest and close...
From €589 weekly
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Photo of Poggiale

Poggiale

Sleeps: 8 Rooms: 4 From €2,172 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 €2,172 weekly
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Photo of Villa Silvana

Villa Silvana

Sleeps: 7 Rooms: 3 From €686 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 €686 weekly
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Photo of La Quiete

La Quiete

Sleeps: 8 Rooms: 4 From €983 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 €983 weekly
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Photo of Appartamento Viola-piscina

Appartamento Viola-piscina

Sleeps: 2 Rooms: 1 From €370 weekly
This attractive holiday cottage with air-conditioning, close to the owner’s home, has a great terrace with incredible views over the Chianti wine-growing domain. The property includes a fantastic swi...
From €370 weekly
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Photo of Casale Monlocale

Casale Monlocale

Sleeps: 4 Rooms: 1 From €217 weekly
High up in the mountains with panoramic views over the valley, these two separate apartments (refs TA031 and TA032) are situated amongst a cluster of similar holiday apartments in a small complex, ov...
From €217 weekly
Request to book
Photo of Casa Del Tevere

Casa Del Tevere

Sleeps: 4 Rooms: 2 From €229 weekly
Casa Del Tevere is a pleasant holiday apartment on the first floor of the owner’s home, who occasionally live on the ground floor, with separate entrance and a private terrace. In the garden there ar...
From €229 weekly
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Photo of Il Palazzo

Il Palazzo

Sleeps: 10 Rooms: 4 From €971 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 €971 weekly
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Photo of Appartamento 9b

Appartamento 9b

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 Appartamento 9a

Appartamento 9a

Sleeps: 2 Rooms: 1 From €403 weekly
This cosy apartment, with air-conditioning, is nestled in the wooded hills on the outskirts of the medieval city of Arezzo, with other holiday apartments on-site. The Duomo is the 15th century cathed...
From €403 weekly
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Photo of La Solitaria

La Solitaria

Sleeps: 3 Rooms: 1 From €294 weekly
This holiday home, part of the owner’s home and situated near Loro Ciuffenna, is set in a peaceful, panoramic position overlooking the valley and surrounding forests. Montevarchi, 12km, is situated n...
From €294 weekly
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Photo of Sopra Di Brena

Sopra Di Brena

Sleeps: 6 Rooms: 3 From €839 weekly
This historical and finely restored detached farmhouse is located in a panoramic position 20km from the town of Cortona. Accessed via a rough track, it offers picturesque views over the Alta Tiberina...
From €839 weekly
Request to book
Photo of Cungi

Cungi

Sleeps: 30 Rooms: 13 From €3,044 weekly
This holiday cottage is situated upon a hillside, within a beautifully restored ancient farm with views of the Tiber valley. This cottage has a charm about it and is ideal for painters. These sites a...
From €3,044 weekly
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Photo of Podere La Casina

Podere La Casina

Sleeps: 12 Rooms: 4 From €1,734 weekly
About 5km from Poppi, this cosy country house, with its own outdoor swimming pool, lies in a unique panoramic position. The historic building has been lovingly furnished and is surrounded by a large,...
From €1,734 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 Ciclamini

Ciclamini

Sleeps: 6 Rooms: 2
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...
Request to book
Photo of Ponte Alla Chiassa Ar

Ponte Alla Chiassa Ar

Sleeps: 8 Rooms: 2 From €850 weekly
This beautiful country house is located in an elevated position, 7km north of Arezzo. The house over three floors, is divided into apartments, and this apartment occupies the ground floor. The upstai...
From €850 weekly
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Photo of Villa Caterina

Villa Caterina

Sleeps: 9 Rooms: 3 From €1,036 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 €1,036 weekly
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Photo of Il Fienile

Il Fienile

Sleeps: 3 From €271 weekly
This pleasant holiday home is located 2km above Stia in the grounds of the owner’s home and accessed via a rough track. It has been converted from a former barn and is built on the hillside so the fi...
From €271 weekly
Request to book
Photo of Il Frantoio

Il Frantoio

Sleeps: 4 Rooms: 2 From €371 weekly
This pretty, terraced house has been comfortably and traditionally furnished to provide the ideal holiday base for guests to relax and explore the local area. Situated in the hills in the town of Lor...
From €371 weekly
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Photo of Orchidee

Orchidee

Sleeps: 6 Rooms: 3
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...
Request to book
Photo of Villa Arezzo

Villa Arezzo

Sleeps: 13 Rooms: 5 From €1,233 weekly
This lovely farmhouse is situated between Arezzo (7km) and Casitiglion Fiorentino (10km), on the edge of the Chiana Valley, surrounded by olive trees and vineyards. It is a “Leopoldina” style house w...
From €1,233 weekly
Request to book
Photo of Vocabola Toppello

Vocabola Toppello

Sleeps: 4 Rooms: 2 From €316 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 €316 weekly
Request to book
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 Cinque Querci 1

Cinque Querci 1

Sleeps: 18 Rooms: 9 From €1,921 weekly
This very beautiful property, with a separate annexe, is located in a green and peaceful setting and is built on one of the hills surrounding Arezzo and Lucignano. It has panoramic views over the sur...
From €1,921 weekly
Request to book
Photo of Ca' Del Ducci

Ca' Del Ducci

Sleeps: 10 Rooms: 5 From €1,069 weekly
This interesting holiday property was once an ancient medieval tower and offers some amazing views overlooking the mountain scenery. For ease, all four floors are connected by either external or inte...
From €1,069 weekly
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Photo of Villa Brenda

Villa Brenda

Sleeps: 17 Rooms: 6 From €1,331 weekly
This comfortable, detached country house, with a private outdoor swimming pool, is located in a unique panoramic position, 2km from Pratovecchio. The house is surrounded by a large, well-tended garde...
From €1,331 weekly
Request to book
Photo of Castelnuovo

Castelnuovo

Sleeps: 14 Rooms: 7 From €1,069 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 €1,069 weekly
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Photo of Villa Giusi

Villa Giusi

Sleeps: 14 Rooms: 6 From €1,385 weekly
This spacious, detached holiday home, with an outdoor swimming pool and panoramic view, is just 8km from Arezzo, nestled on the slopes of a valley. On the ground floor there is a large, rustic dining...
From €1,385 weekly
Request to book
Photo of Casale

Casale

Sleeps: 6 Rooms: 2 From €282 weekly
High up in the mountains with panoramic views over the valley, these two separate apartments (refs TA031 and TA032) are situated amongst a cluster of similar holiday apartments in a small complex, ov...
From €282 weekly
Request to book
Holiday Rentals Arezzo and Cortona
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