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Holiday Villas in Siena

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Photo of Cedrina

Cedrina

Sleeps: 14 Rooms: 6 From €1645 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 €1645 weekly
Request to book
Photo of Chesa Futura

Chesa Futura

Sleeps: 4 Rooms: 1 From €411 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 €411 weekly
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Photo of Apartment Ii Gelsomino

Apartment Ii Gelsomino

Sleeps: 4 Rooms: 2 From €599 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 €599 weekly
Request to book
Photo of Casa Mila

Casa Mila

Sleeps: 4 Rooms: 2 From €927 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 €927 weekly
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Photo of Volo

Volo

Sleeps: 8 Rooms: 4 From €1292 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 €1292 weekly
Request to book
Photo of Poggio Napoleone

Poggio Napoleone

Sleeps: 14 Rooms: 7 From €2599 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 €2599 weekly
Request to book
Photo of Fienile Arianna

Fienile Arianna

Sleeps: 4 Rooms: 1 From €410 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 €410 weekly
Request to book
Photo of Fienile-sobborgo Camparboli

Fienile-sobborgo Camparboli

Sleeps: 2 Rooms: 1 From €364 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 €364 weekly
Request to book
Photo of Ormanni 4

Ormanni 4

Sleeps: 10 Rooms: 5 From €1374 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 €1374 weekly
Request to book
Photo of Sanlucchese 1

Sanlucchese 1

Sleeps: 8 Rooms: 3 From €645 weekly
This charming former hayloft 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 complex, which is a...
From €645 weekly
Request to book
Photo of Sanlucchese 2

Sanlucchese 2

Sleeps: 4 Rooms: 2 From €376 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 €376 weekly
Request to book
Photo of Samoreci

Samoreci

Sleeps: 6 Rooms: 3 From €1270 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 €1270 weekly
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Photo of Pod. San Pietro

Pod. San Pietro

Sleeps: 8 Rooms: 3 From €646 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 €646 weekly
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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 Casa Bucine

Casa Bucine

Sleeps: 4 Rooms: 2 From €586 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 €586 weekly
Request to book
Photo of Pievina 1

Pievina 1

Sleeps: 5 Rooms: 2 From €398 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 €398 weekly
Request to book
Photo of Villa Lucilla

Villa Lucilla

Sleeps: 6 Rooms: 3 From €1117 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 €1117 weekly
Request to book
Photo of  Porcilaia-sobborgo Camparboli

Porcilaia-sobborgo Camparboli

Sleeps: 3 Rooms: 1 From €410 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 €410 weekly
Request to book
Photo of Materno 2

Materno 2

Sleeps: 8 Rooms: 4 From €798 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 €798 weekly
Request to book
Photo of Bucine

Bucine

Sleeps: 4 Rooms: 2 From €422 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 €422 weekly
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Photo of Teodoro 1

Teodoro 1

Sleeps: 6 Rooms: 2 From €446 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 €446 weekly
Request to book
Photo of Sanlucchese 4

Sanlucchese 4

Sleeps: 2 Rooms: 1 From €376 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 €376 weekly
Request to book
Photo of Ambra

Ambra

Sleeps: 8 Rooms: 4 From €1081 weekly
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...
From €1081 weekly
Request to book
Photo of Villa Tara

Villa Tara

Sleeps: 7 Rooms: 3 From €692 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 €692 weekly
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 Villa Fonte Regina

Villa Fonte Regina

Sleeps: 14 Rooms: 7 From €1986 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 €1986 weekly
Request to book
Photo of Le Scopaie 10

Le Scopaie 10

Sleeps: 4 Rooms: 2 From €257 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 €257 weekly
Request to book
Photo of Palazzina

Palazzina

Sleeps: 6 Rooms: 2 From €729 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 €729 weekly
Request to book
Photo of Villa Trequanda

Villa Trequanda

Sleeps: 4 Rooms: 2 From €469 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 €469 weekly
Request to book
Photo of Il Fortino

Il Fortino

Sleeps: 5 Rooms: 2 From €539 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 €539 weekly
Request to book
Photo of Casa Alessandra

Casa Alessandra

Sleeps: 6 Rooms: 2 From €422 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 €422 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 Pod Basilico

Pod Basilico

Sleeps: 10 Rooms: 4 From €869 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 €869 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 Montecamerini 2

Montecamerini 2

Sleeps: 9 Rooms: 4 From €2468 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 €2468 weekly
Request to book
Photo of Teodoro 2

Teodoro 2

Sleeps: 4 Rooms: 1 From €328 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 €328 weekly
Request to book
Photo of Sanlucchese 3

Sanlucchese 3

Sleeps: 3 Rooms: 1 From €469 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 €469 weekly
Request to book
Photo of Podere Le Calcinaie 2

Podere Le Calcinaie 2

Sleeps: 7 Rooms: 3 From €729 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 €729 weekly
Request to book
Photo of Casa Pineta

Casa Pineta

Sleeps: 8 Rooms: 4 From €1258 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 €1258 weekly
Request to book
Photo of La Capannina

La Capannina

Sleeps: 8 Rooms: 4 From €2022 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 €2022 weekly
Request to book
Special offer 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
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 Contrada dell'Oca

Contrada dell'Oca

Sleeps: 3 Rooms: 2 From €565 weekly
Small apartment block. In the centre of Siena 70 km from the centre of Firenze, in the heart of the city. Heating available only from 01.11. to 15.04.. Public car park at 600 m, extra. Supermarket 350...
From €565 weekly
Request to book
Photo of Cedrina  8

Cedrina 8

Sleeps: 8 Rooms: 4 From €979 weekly
Beautiful farmhouse located in the typical countryside of Chianti just 10 km from Siena. The house is set in a very peaceful position enjoys beautiful views over vineyards and olive trees, and the wel...
From €979 weekly
Request to book
Photo of La Loggia

La Loggia

Sleeps: 4 Rooms: 2 From €579 weekly
This nice apartment lies 8 km from the beautiful city of Siena. Nestled in the green landscape of the "Montagnola Senese", it is set along the Via Francigena in a residential area well connected by pu...
From €579 weekly
Request to book
Photo of Il Fortino

Il Fortino

Sleeps: 5 Rooms: 3 From €499 weekly
Characteristic, antique tower from the 14th. century, converted into holiday house conserving the original structure, situated in the green hills at 8 km from Siena. In the surroundings woods which in...
From €499 weekly
Request to book
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 Holiday home Siena

Holiday home Siena

Sleeps: 5 Rooms: 3 From €470 weekly
Pretty semi-detached house 7 km from Siena, located on the green hills of Chianti Classico in quiet and panoramic position with views over the vineyards and the Sienese countryside. The house is comfo...
From €470 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 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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