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Villas in Siena (23 properties found)

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Siena is many peoples favourite city and its easy to see why! Architecturally and artistically it is one of Italy’s richest cities. There is something particularly enchanting about its planning; almost intact walls enclose narrow streets which climb up and down its hills and curve unexpectedly into lively piazzas. Below you will find our accommodation in Siena from villas with pools, to luxury apartments and more.

Rosia, Siena

Emilio

With its wide sliding glass doors open to the panorama, Emilio has easy access to outdoor living.

Sleeps: 4 (Multiple properties at this location)

Emilio is the latest farmhouse conversion, situated in a quiet panoramic corner of a large agricultural estate. Stylishly furnished with a successful mix of elegant and country antiques, this property is perfect for two couples or a small family who want both a bit of privacy and the congenial extras a large estate can offer, such as classes, swimming pools, and the concierge services available in the estate office.

7 nights from £1064.00 / €1120.00 / $1366.00 View property Check availability

Santa Colomba, Siena

Pastine for 10

Autumn has dressed the back of Pastine in vivid colour.

Sleeps: 10

In the verdant Montagnola hills close to Siena, Pastine is a beautifully restored country house that offers a large family or a group of friends the space needed for a relaxing holiday. With panoramic terraces, a spacious garden and a pool with a view, the house is also only 15 min. from the city, a gem of a Middle Ages.

7 nights from £2167.00 / €2492.00 / $2926.00 View property Check availability

Orgia, Siena

Cerreto for 8

Sun beds and pool towels are provided for those who enjoy a refreshing dip on a summer's day.

Sleeps: 8

A house in a glade that has been standing for centuries, Cerreto is surrounded in a loose embrace of holm oak, pines, cork trees and corbezzolo, yet is positioned to enjoy views of the valley below and the many horizons that lead to Mt. Amiata. An excellent place for family reunions and visitors of all ages, Cerreto abounds in places of quiet retreat and joyous get-togethers.

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Costafabbri, Siena

Cantinetta

From Cantinetta's garden this is direct access to the walnut grove and lovely views up to the nearby monastery.

Sleeps: 2 to 4

This beautifully furnished apartment for two on the ground floor of a Liberty villa on the outskirts of Siena is a stylish retreat from hectic side of tourism. From the charming piazza outside its doors to its furnished gardens, Cantinetta makes a great base from which to venture and a relaxing spot in which to linger.

7 nights from £713.00 / €750.00 / $915.00 View property Check availability

Monte San Savino

Cuculo

The furnished courtyard and the refreshing pool are invitations to spend a relaxing time outdoors.

Sleeps: 8 to 9

This attractive stone farmhouse has been renovated with care and good taste, leaving spacious bedrooms and many gathering places for a group of friends or family members to relax in the Tuscan countryside. Whether around the pool or in the wide furnished courtyard, easy-going enjoyment is the order of the day. Yet the house is well placed for visits to Siena, Arezzo and medieval villages just down the road.

7 nights from £2321.00 / €2443.00 / $2980.00 View property Check availability

Ville di Corsano, Siena

Podere Le Mandrie

With its panoramic pool a short distance below the main house, Podere Le Mandrie sits high to enjoy its gardens and a wide Tuscan sky.

Sleeps: 8

A large farmhouse in the wooded outskirts of the Crete Senese has undergone a luxurious transformation and here visitors are surrounded by the bounty of the land yet enjoy great comfort and the beauty of a tastefully designed home. With discreet staff on hand Monday - Friday mornings, this is a house that will pamper you, yet leave you to enjoy the natural splendour of a Tuscan hilltop.

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Siena

Fienile

Il Fienile's pool and broad terrace inspire outdoor living

Sleeps: 10

Set in the green outskirts of the medieval city of Siena, Il Fienile is wonderfully located to take in the countryside, an expanse that carries over to the property, thanks to the furnished poolside terrace stretching the width of the house. Il Fienile is the perfect house for family reunions - not too elegant to feel stifled by, yet equipped with all the elements that ensure a relaxed comfortable holiday with space enough for everyone

7 nights from £2148.00 / €2261.00 / $2759.00 View property Check availability

Costafabbri, Siena

Costafabbri

La Costafabbri occupies the piazza facing 1st floor and dovecote of this lovely Liberty villa

Sleeps: 6

In a secluded group of Liberty houses, Costafabbri is a beautifully appointed apartment in a stylish villa overlooking a wooded valley bordering Siena.

7 nights from £1074.00 / €1130.00 / $1379.00 View property Check availability

Rosia, Siena

Luisa

A generous opening in the ancient stone wall leads to Luisa's spacious gardens and stairs to the upper level farmhouse accommodation

Sleeps: 10 (Multiple properties at this location)

A fine example of a traditional "Casa Colonica" with open arched balcony, an external staircase leads to a furnished loggia facing west which enjoys spectacular sunsets and peaceful views of the woodlands.

7 nights from £1640.00 / €1727.00 / $2107.00 View property Check availability

Rosia, Siena

Damiano

Damiano is a delightful small farmhouse with a spacious shaded patio and a wide open view.

Sleeps: 3 (Multiple properties at this location)

The views from this house are beautiful, and guests may reach the swimming pools and the rest of the Montestigliano estate by walking up delightful pathways through the olive groves.

7 nights from £709.00 / €747.00 / $911.00 View property Check availability

Rosia, Siena

Ropoli Sotto

Though the entrance to Ropoli Sotto is on the ground floor, the apartment itself stretches over parts of both floors of this farmhouse.

Sleeps: 6 (Multiple properties at this location)

This spacious apartment is on two floors of Casa Ropoli, a house built into the hillside along the drive up to Montestigliano. It has a paved patio with a pizza oven and private garden.

7 nights from £887.00 / €933.00 / $1139.00 View property Check availability

Rosia, Siena

Ropoli Sopra

Ropoli Sopra is reached by the stairs leading to the upper floor of this farmhouse

Sleeps: 4 (Multiple properties at this location)

This spacious apartment is reached by an external staircase leading up from the drive. The views from this house are beautiful, perhaps the best on the estate.

7 nights from £745.00 / €784.00 / $956.00 View property Check availability

Rosia, Siena

Adriana

The terracotta terrace in front of Adriana is furnished for outdoor dining

Sleeps: 4 (Multiple properties at this location)

This poolside apartment has the added advantage of being suitable for disabled visitors. It has a light, airy atmosphere and is particularly attractively furnished.

7 nights from £869.00 / €915.00 / $1116.00 View property Check availability

Montestigliano, Siena

Villa Donati

The gently worn colours of the facade of the Villa

Sleeps: 14 (Multiple properties at this location)

Villa Donati is a distinguished villa forming part of the extensive Montestigliano estate of 3.000 acres just south west of Siena. Situated in exceptionally picturesque countryside, Montestigliano has all the characteristics of the classic Tuscan Great Estate: avenues of cypresses, vineyards, olive groves, woodlands and neat, cultivated fields.

7 nights from £1897.00 / €1997.00 / $2437.00 View property Check availability

Siena

Villa Strega

A wide terrace to the side of the house overlooks the rose garden

Sleeps: 10 to 11

In an airy position on the edge of Chianti countryside and with possibly the best view of Siena, La Strega is a large, elegant villa in ample grounds, including a pretty, walled, rose garden. It has a wide terrace overlooking Siena, with a well and a private chapel.

7 nights from £3167.00 / €3333.00 / $4067.00 View property Check availability

Rosia, Siena

Pipistrelli

From the swimming pool you see how the large farmhouse seems to have risen from the bedrock.

Sleeps: 14

On a wooded crest of the Montagnola hills outside Siena, this beautifully restored farmhouse gives the immediate impression of protected peace. The surrounding rural landscape is a composite of the ilex oak trees that foster porcini mushrooms, olives groves, and meadows where deer graze in peace.

7 nights from £7541.00 / €7938.00 / $9685.00 View property Check availability

Santa Colomba, Siena

Pastine di Sotto

From on high one can see how Pastine and its gardens settle on the hillside.

Save up to 20% on this property

Sleeps: 12

Close to Siena, in the beautiful Montagnola hills, Pastine is approached by an old track through flower-filled woodlands. The property is skirted by rough grass and olive trees, which blend naturally into the neighbouring fields and woods.

7 nights from £2080.00 / €2392.00 / $2808.00 View property Check availability

Rosia, Siena

Massimo

Massimo is surrounded in olive trees at the edge of the upper estate

Sleeps: 4 (Multiple properties at this location)

This detached house was formerly a vinsanteria and has retained its most charming features. There is a garden at the front and a furnished patio at the far side of the house.

7 nights from £975.00 / €1027.00 / $1253.00 View property Check availability

Rosia, Siena

Casa Marta

Summer roses add their own touch of colour to the walls of Casa Marta.

Sleeps: 6 (Multiple properties at this location)

On the vast Montestigliano estate have, Casa Marta is an independent upper floor apartment with tall, airy rooms with Victorian proportions.

7 nights from £1020.00 / €1073.00 / $1309.00 View property Check availability

Rosia, Siena

Virginia B

Enjoy a slower pace from the furnished loggia of Casa Virginia - though Virginia A & B share the space, this is a lovely place to meet your neighbours.

Sleeps: 4 (Multiple properties at this location)

Situated in a picturesque countryside, this house is an excellent choice for two families or groups of friends, but can easily be let as separate units.

7 nights from £718.00 / €756.00 / $922.00 View property Check availability