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Holiday Villas in Siena

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Photo of Villa Tara

Villa Tara

Sleeps: 7 Rooms: 3 From €657 weekly
This ancient, stone-built, former farmhouse is set within green hills and conveniently located for accessing the main tourist attractions in Tuscany and Umbria. Enjoy panoramic views over the hills c...
From €657 weekly
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Photo of Sanlucchese 4

Sanlucchese 4

Sleeps: 2 Rooms: 1 From €357 weekly
This charming single-storey farm building is part of a grand farmhouse complex. Furnished and decorated to a good standard, there is a satellite TV and private outdoor area with furniture. The comple...
From €357 weekly
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Photo of Sanlucchese 2

Sanlucchese 2

Sleeps: 4 Rooms: 2 From €357 weekly
This charming, single-storey, semi-detached house is located on the owner’s farm complex which has been converted into holiday properties. Furnished and decorated to a good standard, there is a satel...
From €357 weekly
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Photo of Casa Bucine

Casa Bucine

Sleeps: 4 Rooms: 2 From €557 weekly
This stylishly restored and tastefully decorated, semi-detached holiday property is set in a picturesque hamlet. The living area is on the ground floor and the bedrooms are located on the first floor...
From €557 weekly
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Photo of Fienile-sobborgo Camparboli

Fienile-sobborgo Camparboli

Sleeps: 2 Rooms: 1 From €346 weekly
This pretty single-storey apartment, one of two with ref ITS152, is situated on the outskirts of the town of Asciano and provides the ideal holiday base. The property boasts comfortable furnishings,...
From €346 weekly
Request to book
Photo of Il Fortino

Il Fortino

Sleeps: 5 Rooms: 2 From €512 weekly
This traditional antique tower from the 14th century, has been converted into a quirky holiday home while conserving the original structure. The property has a large, covered loggia ideal for dining...
From €512 weekly
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Photo of Apartment Ii Gelsomino

Apartment Ii Gelsomino

Sleeps: 4 Rooms: 2 From €569 weekly
This former farmhouse has been converted into four apartments, one of which is offered here. The apartment is located in the countryside of Casole d’Elsa, approximately 500m from the historic centre...
From €569 weekly
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Photo of Villa Fonte Regina

Villa Fonte Regina

Sleeps: 14 Rooms: 7 From €1886 weekly
Situated in Chiusi, this detached holiday home with a separate annexe enjoys its own private outdoor swimming pool. The property has been completely restored and converted into a luxurious country ho...
From €1886 weekly
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Photo of Bucine

Bucine

Sleeps: 4 Rooms: 2 From €400 weekly
This bright holiday apartment is set over two floors and is situated inside the medieval hamlet of Sogna high up in the mountains. Full of character and originality, an external stone staircase leads...
From €400 weekly
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Photo of Poggio Napoleone

Poggio Napoleone

Sleeps: 14 Rooms: 7 From €2468 weekly
This detached house with private garden and swimming pool, set on an agricultural farm, has views of Siena and the beautiful countryside. The property consists of two internally connected apartments,...
From €2468 weekly
Request to book
Photo of Fienile Arianna

Fienile Arianna

Sleeps: 4 Rooms: 1 From €389 weekly
This beautiful and tastefully furnished holiday apartment, with air conditioning, is part of a ancient, restored hayloft, is situated in a characteristic hamlet in the hills around Siena, 7km from th...
From €389 weekly
Request to book
Photo of Sanlucchese 3

Sanlucchese 3

Sleeps: 3 Rooms: 1 From €445 weekly
This charming single-storey farm building is part of a grand farmhouse complex. Furnished and decorated to a good standard, there is a satellite TV and private outdoor area with furniture. The comple...
From €445 weekly
Request to book
Photo of Le Scopaie 10

Le Scopaie 10

Sleeps: 4 Rooms: 2 From €244 weekly
This ancient, rural complex is situated in a splendid, peaceful hillside position near the small town of Rosia. "Le Scopaie" has been restored with great care and divided into 10 apartments. Accessed...
From €244 weekly
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Photo of Pod. San Pietro

Pod. San Pietro

Sleeps: 8 Rooms: 3 From €614 weekly
This delightful, stone built house, with a wonderful, relaxing terraced area is ideal for family or friends wishing to explore this amazing region. The house has stunning views over Valdorcia and on...
From €614 weekly
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Photo of Teodoro 2

Teodoro 2

Sleeps: 4 Rooms: 1 From €311 weekly
This charming farmhouse restored and divided into 5 comfortable and cosy holiday apartments (ITS400, ITS401, ITS402, ITS403, ITS404) situated in a predominant location on top of a gently sloping hill...
From €311 weekly
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Photo of Teodoro 1

Teodoro 1

Sleeps: 6 Rooms: 2 From €424 weekly
This charming farmhouse has been divided into 5 comfortable and cosy holiday apartments. The farmhouse is situated in a predominant position on top of a gently sloping hill which overlooks and domina...
From €424 weekly
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Photo of Volo

Volo

Sleeps: 8 Rooms: 4 From €1227 weekly
This characteristic, Tuscan house has been carefully renovated using Bio-architectural criteria, and has been transformed into a cosy, country residence in the green hills of Tuscany. The owner lives...
From €1227 weekly
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Photo of Podere Le Calcinaie 2

Podere Le Calcinaie 2

Sleeps: 7 Rooms: 3 From €692 weekly
This pretty, ground floor holiday apartment, complete with covered terrace, sits in an unique hillside location. The interior is carefully and comfortably decorated and in the large garden is a barbe...
From €692 weekly
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Photo of Casale Le Rose D'arceno

Casale Le Rose D'arceno

Sleeps: 6 Rooms: 2 From €703 weekly
This beautiful apartment, within a semi-detached house, has a shared outdoor swimming pool and stunning views over the Tuscan hills. The large private garden has various sitting-out areas and a terra...
From €703 weekly
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Photo of Casa Alessandra

Casa Alessandra

Sleeps: 6 Rooms: 2 From €400 weekly
This lovely ground floor apartment is situated in a picturesque village in the heart of the green hills of Casole d’Elsa. There is a shared outdoor swimming pool to refresh you on hot summer days. Th...
From €400 weekly
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Photo of Villa Lucilla

Villa Lucilla

Sleeps: 6 Rooms: 3 From €1061 weekly
This beautiful, stone-built holiday villa is located in the middle of the countryside in the Sienese hills. It stands in a quiet area where taking advantage of the panoramic view over vineyards and o...
From €1061 weekly
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Photo of Materno 2

Materno 2

Sleeps: 8 Rooms: 4 From €758 weekly
This pretty first and second floor holiday apartment, accessed via unmade road, is set on an estate located in the middle of a hilly landscape. The garden provides a variety of chairs set in the shad...
From €758 weekly
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Photo of Casa Mila

Casa Mila

Sleeps: 4 Rooms: 2 From €881 weekly
This property, located in a peaceful hilltop setting, has been very tastefully renovated and offers a pretty garden with a large swimming pool, situated at the foot of the grounds. There is also a co...
From €881 weekly
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Photo of Ormanni 4

Ormanni 4

Sleeps: 10 Rooms: 5 From €1305 weekly
This lovely farmhouse, accessed via a rough track, has been renovated into five holiday apartments and is situated in the heart of the Chianti region, on a hill with exceptional views. Surrounded by...
From €1305 weekly
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Photo of Chesa Futura

Chesa Futura

Sleeps: 4 Rooms: 1 From €390 weekly
This pretty terraced house with air conditioning is set in the small hamlet of Strove, just 5km from the medieval village of Monteriggioni and 18km from the fascinating city of Siena. The cathedral c...
From €390 weekly
Request to book
Photo of Palazzina

Palazzina

Sleeps: 6 Rooms: 2 From €692 weekly
This beautiful farmhouse has been completely restored and transformed into comfortable accommodation, ideal for a relaxing holiday in the countryside, with panoramic views as far as Siena. This first...
From €692 weekly
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Photo of Pod Basilico

Pod Basilico

Sleeps: 10 Rooms: 4 From €825 weekly
This former farmhouse offers an extensive stunning view over the surrounding hills to really take your breath away. The holiday property comes with a large garden with swimming pool, panoramic terrac...
From €825 weekly
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Photo of Ambra

Ambra

Sleeps: 8 Rooms: 4
This two storey apartment is comfortable and spacious, and has a large terrace, perfect for alfresco dining. Guests also have use of a shared outdoor swimming pool and grounds. Arezzo is 30km away an...
Request to book
Photo of Cedrina

Cedrina

Sleeps: 14 Rooms: 6 From €1562 weekly
This beautiful farmhouse with annexe, accessed via a rough track (not suitable for low cars), has been split into two independent apartments and provides the ideal base for 2 families or groups of fr...
From €1562 weekly
Request to book
Photo of Casa Del Soldato

Casa Del Soldato

Sleeps: 8 Rooms: 4
This lovely independent house is immersed in the green of Siena countryside and is located only 3km away from Cetona. The property is surrounded by a large garden, ideal for outdoor dining and enjoyi...
Request to book
Photo of Villa Trequanda

Villa Trequanda

Sleeps: 4 Rooms: 2 From €445 weekly
This nicely furnished, terraced holiday home is part of an old estate, and accessed via dirt road. The property is well-kept, very quiet and picturesque, nestled among olive trees and vineyards. Ther...
From €445 weekly
Request to book
Photo of Pievina 1

Pievina 1

Sleeps: 5 Rooms: 2 From €378 weekly
This characteristic holiday property, a former hayloft, has been comfortably furnished and decorated. It is set in the green and characteristic Sienese hills, and stands out on account of the beautif...
From €378 weekly
Request to book
Photo of  Porcilaia-sobborgo Camparboli

Porcilaia-sobborgo Camparboli

Sleeps: 3 Rooms: 1 From €389 weekly
This pretty ground floor apartment, one of two with ref ITS153, is peacefully situated on the outskirts of the town of Asciano and provides the ideal holiday base. The property boasts comfortable fur...
From €389 weekly
Request to book
Photo of Montecamerini 2

Montecamerini 2

Sleeps: 9 Rooms: 4 From €2344 weekly
This large holiday house with air-conditioning, a former ancient convent, is built on the ruins of an Etruscan site and surrounded by secular woods and olive tree grove on a hill, 1km from Rapolano T...
From €2344 weekly
Request to book
Photo of Samoreci

Samoreci

Sleeps: 6 Rooms: 3 From €1206 weekly
This elegant, ground floor apartment lies in the heart of the famous medieval town of Siena, only 5 minutes’ walk from the beautiful town square of Piazza del Campo, well-known for its Palio (barebac...
From €1206 weekly
Request to book
Photo of Paggetto 2

Paggetto 2

Sleeps: 6 Rooms: 3
These first floor apartments (refs ITC273 and ITC274) form part of an ancient property including 2 farmhouses, restored and divided into apartments in the heart of the Chianti Classico region, only 1...
Request to book
Photo of Paggetto 1

Paggetto 1

Sleeps: 6 Rooms: 3
These first floor apartments (refs ITC273 and ITC274) form part of an ancient property including 2 farmhouses, restored and divided into apartments in the heart of the Chianti Classico region, only 1...
Request to book
Photo of Villino Chiara

Villino Chiara

Sleeps: 6 Rooms: 2
This beautiful holiday apartment, in a typical village, is set in the heart of the Chianti Classico area, located between the small towns of Radda in Chianti (7km) and Gaiole in Chianti (13km). The v...
Request to book
Photo of Casa Pineta

Casa Pineta

Sleeps: 8 Rooms: 4 From €1195 weekly
Florence and Siena within easy reach La Colombaia is a typical Tuscan farmhouse, situated on a hill overlooking a beautiful landscape of vineyards and olive groves in the heart of Chianti. This is a c...
From €1195 weekly
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Photo of La Capannina

La Capannina

Sleeps: 8 Rooms: 4 From €1921 weekly
Countryside location This converted barn, on the Montechiaro Estate, sits in its own grounds overlooking beautiful countryside and has been restored to offer spacious and light holiday accommodation....
From €1921 weekly
Request to book
Special offer Photo of Villa Biancospino

Villa Biancospino

Sleeps: 8 Rooms: 4
Pretty holiday farmhouse with pool that has recently been restored with taste by the owners, respecting its Tuscan architecture. This house is set in a peaceful position, high on a hill and very close...
Request to book
Photo of Gigliola

Gigliola

Sleeps: 4 Rooms: 2
This delightful, natural stone, renovated farmhouse has been lovingly restored by the un-intrusive owners who live next door and is ideal for couples or small families. Ideally located for visiting lo...
Request to book
Photo of Staffoli

Staffoli

Sleeps: 4 Rooms: 2 From €292 weekly
It is a former Tuscan farmhouse with 7 apartments, which belongs to an organic working farm in the middle of the typical hilly countryside of the Crete Senesi. Each appartment has got own garden equip...
From €292 weekly
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Photo of Samoreci

Samoreci

Sleeps: 6 Rooms: 3 From €1230 weekly
Elegant apartment in the heart of the famous medieval town of Siena, only 5 minutes walk from the beautiful town square "Piazza del Campo", well-known for its Palio (bareback hors race in medieval cos...
From €1230 weekly
Request to book
Photo of Palio

Palio

Sleeps: 6 Rooms: 3 From €1249 weekly
A nice apartment in an elegant historical building in the heart of Siena. The historical center allows private access only for all vehicles. Please note: there is a lift to access the 2nd floor. One o...
From €1249 weekly
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Photo of Villa Murlo

Villa Murlo

Sleeps: 22 Rooms: 11 From €3299 weekly
Wonderful and elegant villa with a private garden and pool, this is in a farm that cultivates olive trees and it is amidst the gorgeous senese countryside, in hilly position with a beautiful view on t...
From €3299 weekly
Request to book
Photo of La Capannina

La Capannina

Sleeps: 8 Rooms: 4 From €1949 weekly
This former barn has been renovated and converted into a spacious, bright holiday home. It offers panoramic views of the countryside with olive groves and vineyards. The pool is for the exclusive use...
From €1949 weekly
Request to book
Photo of La Capannina

La Capannina

Sleeps: 4 Rooms: 2 From €389 weekly
Holiday apartment at 7 km from Siena. The apartment is situated on the ground-floor of a typical Tuscan house and offers living room with sofa bed, kitchen corner, double bedroom and bathroom with sho...
From €389 weekly
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Photo of Poggio Napoleone

Poggio Napoleone

Sleeps: 14 Rooms: 7 From €2410 weekly
This detached house with private garden and pool inside an agricultural business cultivated with olive trees, features also a park and views of Siena and is set in the beautiful Sienese countryside, j...
From €2410 weekly
Request to book
Photo of Marinelli

Marinelli

Sleeps: 6 Rooms: 3 From €430 weekly
Apartment on the 1st floor of a villa dating back to the start of the 20th century, set in hilly position. Guests can make use of a small room with billiard on the gr. fl., next to the outside stairca...
From €430 weekly
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