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Holiday Villas in Siena

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Photo of Casa Bertini

Casa Bertini

Sleeps: 8 Rooms: 2 From €644 weekly
This delightful, restored farmhouse with a shared outdoor swimming pool lies within the small town of Nugola, in the province of Livorno. Along with the owner’s home, the farmhouse is split into two...
From €644 weekly
Request to book
Photo of Materno 2

Materno 2

Sleeps: 8 Rooms: 4 From €665 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 €665 weekly
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Photo of La Capannina

La Capannina

Sleeps: 8 Rooms: 4 From €1,789 weekly
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. Exposed beams and br...
From €1,789 weekly
Request to book
Photo of Il Fortino

Il Fortino

Sleeps: 5 Rooms: 2 From €469 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 €469 weekly
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Photo of Chesa Futura

Chesa Futura

Sleeps: 4 Rooms: 1 From €359 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 €359 weekly
Request to book
Photo of Il Colle Di San Marcellino

Il Colle Di San Marcellino

Sleeps: 6 Rooms: 3 From €741 weekly
This detached stone house is located in the heart of Chianti, near Gaiole in Chianti, in the middle of a 20-hectare organic farm producing Chianti Classico wine and olive oil. The house is surrounded...
From €741 weekly
Request to book
Photo of Pecino

Pecino

Sleeps: 10 Rooms: 5 From €1,484 weekly
This beautiful, stone farmhouse is set in a quiet location in the green hills of Siena. It has been renovated but still retains all its character, with tasteful furnishings and beams throughout. It b...
From €1,484 weekly
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Photo of Poggio Napoleone

Poggio Napoleone

Sleeps: 14 Rooms: 7 From €1,855 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 €1,855 weekly
Request to book
Photo of Villa Fonte Regina

Villa Fonte Regina

Sleeps: 14 Rooms: 7 From €1,484 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 €1,484 weekly
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Photo of Casa Vittoria

Casa Vittoria

Sleeps: 6 Rooms: 3 From €828 weekly
This beautiful detached holiday home, with air-conditioning, is located just a few kilometres away from the bustling city of Siena. Admire the panoramic views over the Tuscan hills and the vineyards...
From €828 weekly
Request to book
Photo of Villino Chiara

Villino Chiara

Sleeps: 6 Rooms: 2 From €432 weekly
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...
From €432 weekly
Request to book
Photo of Villa Trequanda

Villa Trequanda

Sleeps: 4 Rooms: 2 From €371 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 €371 weekly
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Photo of Bucine

Bucine

Sleeps: 4 Rooms: 2 From €370 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 €370 weekly
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Photo of Samoreci

Samoreci

Sleeps: 6 Rooms: 2 From €1,124 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 €1,124 weekly
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Photo of Podero Treno

Podero Treno

Sleeps: 6 Rooms: 2 From €513 weekly
This charming holiday apartment, with air-conditioning, is located within a large house in the beautiful hilly landscape of the Crete Senesi, about 7km from Asciano. There is a small garden equipped...
From €513 weekly
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Photo of Fienile-sobborgo Camparboli

Fienile-sobborgo Camparboli

Sleeps: 2 Rooms: 1 From €294 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 €294 weekly
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Photo of Cedrina

Cedrina

Sleeps: 14 Rooms: 6 From €1,103 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 €1,103 weekly
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Photo of Sanlucchese 2

Sanlucchese 2

Sleeps: 4 Rooms: 2 From €326 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 €326 weekly
Request to book
Photo of Pod Basilico

Pod Basilico

Sleeps: 10 Rooms: 4 From €763 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 €763 weekly
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Photo of Casa Bucine

Casa Bucine

Sleeps: 4 Rooms: 2 From €426 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 €426 weekly
Request to book
Photo of Le Scopaie 10

Le Scopaie 10

Sleeps: 4 Rooms: 2 From €217 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 €217 weekly
Request to book
Photo of Volo

Volo

Sleeps: 8 Rooms: 4 From €1,156 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 €1,156 weekly
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Photo of Sanlucchese 3

Sanlucchese 3

Sleeps: 3 Rooms: 1 From €414 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 €414 weekly
Request to book
Photo of Sanlucchese 4

Sanlucchese 4

Sleeps: 2 Rooms: 1 From €326 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 €326 weekly
Request to book
Photo of Casa Mila

Casa Mila

Sleeps: 4 Rooms: 2 From €687 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 €687 weekly
Request to book
Photo of Ruota

Ruota

Sleeps: 4 Rooms: 1 From €326 weekly
This ground floor apartment is among several other well-kept apartments within this beautifully transformed, ancient 17th-century watermill. The apartments are located in a peaceful and panoramic pos...
From €326 weekly
Request to book
Photo of Rosa

Rosa

Sleeps: 2 From €217 weekly
This semi-detached holiday studio is located in the Tuscan hills near Piancastagnaio, 6km. The outdoor area is equipped with tables and chairs where you can enjoy meals al fresco, while admiring the...
From €217 weekly
Request to book
Photo of Olivo

Olivo

Sleeps: 6 Rooms: 2 From €533 weekly
This beautiful first floor holiday apartment is situated on a traditional, 19th-century farm, with seven other apartments, in the heart of the Crete Senesi. The apartment has an outdoor area where yo...
From €533 weekly
Request to book
Photo of Pievina 1

Pievina 1

Sleeps: 5 Rooms: 2 From €293 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 €293 weekly
Request to book
Photo of Casa Monica

Casa Monica

Sleeps: 6 Rooms: 3 From €887 weekly
This cosy holiday home with a hot tub and a pleasant veranda, is located in Linari, in the peaceful countryside, approximately 13km from Siena. This is an ideal location for families with children an...
From €887 weekly
Request to book
Photo of Apartment Ii Gelsomino

Apartment Ii Gelsomino

Sleeps: 4 Rooms: 2 From €479 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 €479 weekly
Request to book
Photo of Teodoro 1

Teodoro 1

Sleeps: 6 Rooms: 2 From €414 weekly
This charming farmhouse has been divided into comfortable and cosy holiday apartments (ITS400 and ITS401 ). The farmhouse is situated in a predominant position on top of a gently sloping hill which o...
From €414 weekly
Request to book
Photo of Villa Lucilla

Villa Lucilla

Sleeps: 6 Rooms: 3 From €844 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 €844 weekly
Request to book
Photo of  Porcilaia-sobborgo Camparboli

Porcilaia-sobborgo Camparboli

Sleeps: 3 Rooms: 1 From €360 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 €360 weekly
Request to book
Photo of Sanlucchese 1

Sanlucchese 1

Sleeps: 8 Rooms: 3 From €510 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 €510 weekly
Request to book
Photo of Teodoro 2

Teodoro 2

Sleeps: 4 Rooms: 1 From €304 weekly
This charming farmhouse restored and divided into comfortable and cosy holiday apartments (ITS400 and ITS401) situated in a predominant location on top of a gently sloping hill which overlooks and do...
From €304 weekly
Request to book
Photo of Pod. San Pietro

Pod. San Pietro

Sleeps: 8 Rooms: 3 From €567 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 €567 weekly
Request to book
Photo of Villa Tara

Villa Tara

Sleeps: 7 Rooms: 3
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...
Request to book
Photo of Montecamerini 2

Montecamerini 2

Sleeps: 9 Rooms: 4 From €2,902 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 €2,902 weekly
Request to book
Photo of Palazzina

Palazzina

Sleeps: 6 Rooms: 2 From €633 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 €633 weekly
Request to book
Photo of Podere Le Calcinaie 2

Podere Le Calcinaie 2

Sleeps: 7 Rooms: 3 From €642 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 €642 weekly
Request to book
Photo of La Baita

La Baita

Sleeps: 6 Rooms: 2 From €435 weekly
This air-conditioned, holiday cottage is set in a valley surrounded by beautiful vineyards. The property has tasteful, Tuscan-style furnishings throughout, and is situated 5km away from Laterina. You...
From €435 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
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
Photo of L'Oliviera

L'Oliviera

Sleeps: 4 Rooms: 2 From €328 weekly
Very child friendly, beautiful, cosy 2-family house "L'Oliviera". 5 km from the centre of Siena, in a quiet, sunny, elevated position. Private: garden with lawn. Heating to be paid on the spot (01.11....
From €328 weekly
Request to book
Photo of Staffoli

Staffoli

Sleeps: 4 Rooms: 2 From €277 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 €277 weekly
Request to book
Photo of Contrada dell'Oca

Contrada dell'Oca

Sleeps: 3 Rooms: 2 From €508 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 €508 weekly
Request to book
Photo of Dietro Le Mura House

Dietro Le Mura House

Sleeps: 3 Rooms: 2 From €676 weekly
Semi-detached house. In the centre of Siena, in a central, quiet position. Private: small garden with flowers and trees. Heating available only from 01.11. to 15.04.. Parking at the house. Sandy beach...
From €676 weekly
Request to book
Photo of Cedrina

Cedrina

Sleeps: 14 Rooms: 7 From €1,419 weekly
Beautiful farmhouse with outbuilding split in two independent apartments, located in the typical countryside of Chianti few km from Siena. The house is immersed in the countryside, surrounded by viney...
From €1,419 weekly
Request to book
Photo of Palio

Palio

Sleeps: 6 Rooms: 3 From €1,249 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 €1,249 weekly
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