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Siena is a city in central Tuscany, so historically important that it has been declared a world heritage site by UNESCO. An early medieval powerhouse of art, economy and political thinking, there is plenty to see here, from the shell shaped Piazza del Campo or the glorious Pinacoteca to the half-finished Cathedral extension, brought to an abrupt end by the black death in the 14th century.
If you’re interested in a truly authentic Italian experience either in Siena or nearby, we can suggest the perfect rental villa for you. Dan Wrightson has personally vetted all of our holiday villas near Siena, each unique – from the palatial 16th Century Villa Goga that sleeps twenty people, to the comfortable and cosy Emilio farmhouse which sleeps four. Alongside helping you choose the perfect villa in Siena, we offer a concierge service and can book anything from wine tastings to beauty treatments to help you enjoy your holiday.
Trequanda, Siena and surroundings, Tuscany
It takes an intrepid spirit and a good architect to convert a 200-year old pig farm into a 4-star accommodation for modern visitors. But when... read more
€13,720 to €19,215 EUR
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Rosia, Siena and surroundings, Tuscany
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... read more
€7,938 to €13,699 EUR
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Ambra, Siena and surroundings, Tuscany
Sitting back from a quiet country road, Cacciatore is a Leopoldine country villa built of golden local stone and crowned with a dovecote tower. Together... read more
€6,350 to €6,850 EUR
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Montestigliano, Siena, Siena and surroundings, Tuscany
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... read more
€2,140 to €4,620 EUR
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Siena, Siena and surroundings, Tuscany
Set in the green outskirts of the medieval city of Siena, Il Fienile is wonderfully located to take in the countryside, with olive groves, cultivated... read more
€2,380 to €4,480 EUR
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Santa Colomba, Siena and surroundings, Tuscany
Close to Siena in the beautiful Montagnola hills, Pastine is approached by an old track through flower-filled woodlands. Tall iron gates open to a... read more
€2,454 to €4,299 EUR
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Trequanda, Siena and surroundings, Tuscany
At the heart of a beautifully converted and carefully tended farming estate, Papavero is a spacious two-storey apartment offering a family or a group of... read more
€2,000 to €4,180 EUR
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Siena, Siena and surroundings, Tuscany
Driving up along the quiet lane approaching Villa Ascarello, past vineyards and olive trees, it is hard to believe how very close this prestigious villa... read more
€3,000 to €4,000 EUR
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Ville di Corsano, Siena and surroundings, Tuscany
Villa Goga is a large imposing villa situated in one of the most picturesque areas of Tuscany, the Sienese "Crete", a surreal landscape of wide,... read more
€3,200 to €4,000 EUR
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