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Fine wine, delicious olive oil & pretty hill top towns

Siena Area

This is central Tuscany with its rolling hills, elegant cypress trees, precise rows of vines & abundant olive trees. To the north is Chianti Wine region full of prestigious wine estates that produce rich dark Chianti wines. To the south is Crete Senese so called because of the clay hills that create a striking & barren landscape. All around are pretty hilltop towns, joined by long windy roads, perfect for relaxed sightseeing & quiet contemplation.

See
  • Chianti Wine Region
Experience
  • Fabulous Wine & Olive oil tastings
  • The Tuscany countryside by train, taking scenic ‘Treno Naturo’ from Siena, passing through Asciano & Val D’orcia
37 Properties Found
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Castelnuovo Tancredi & Guest House

Castelnuovo Tancredi & Guest House

  • Italy, Tuscany, Siena Area
  • Guest up to 22
  • From 26,500 EUR
Villa L'Olmo

Villa L'Olmo

  • Italy, Tuscany, Siena Area
  • Guest up to 15
  • From 25,500 EUR
Villa Cetinale

Villa Cetinale

  • Italy, Tuscany, Siena Area
  • Guest up to 27
  • From 25,000 EUR
La Veduta di Verdine Farmhouse

La Veduta di Verdine Farmhouse

  • Italy, Tuscany, Siena Area
  • Guest up to 10
  • From 24,500 USD
Villa Armena

Villa Armena

  • Italy, Tuscany, Siena Area
  • Guest up to 20
  • From 22,400 EUR
Villa San Luigi

Villa San Luigi

  • Italy, Tuscany, Siena Area
  • Guest up to 14
  • From 22,000 EUR
Villa Serravalle

Villa Serravalle

  • Italy, Tuscany, Siena Area
  • Guest up to 19
  • From 21,700 USD
Villa Principe & Guest House

Villa Principe & Guest House

  • Italy, Tuscany, Siena Area
  • Guest up to 16
  • From 20,500 EUR
Villa Castelnuovo Tancredi

Villa Castelnuovo Tancredi

  • Italy, Tuscany, Siena Area
  • Guest up to 16
  • From 20,000 EUR
Villa La Foce

Villa La Foce

  • Italy, Tuscany, Siena Area
  • Guest up to 19
  • From 18,000 EUR
Villa Dionora

Villa Dionora

  • Italy, Tuscany, Siena Area
  • Guest up to 12
  • From 15,850 EUR
Villa Principe

Villa Principe

  • Italy, Tuscany, Siena Area
  • Guest up to 12
  • From 15,800 EUR
Villa View

Villa View

  • Italy, Tuscany, Siena Area
  • Guest up to 15
  • From 15,670 EUR
Borgo Pignano

Borgo Pignano

  • Italy, Tuscany, Siena Area
  • Guest up to 80
  • From 14,000 EUR
Villa il Piccolo Principe

Villa il Piccolo Principe

  • Italy, Tuscany, Siena Area
  • Guest up to 8
  • From 13,000 EUR
Villa Canto alla Moraia

Villa Canto alla Moraia

  • Italy, Tuscany, Siena Area
  • Guest up to 18
  • From 11,000 EUR
Villa Colombaiolo

Villa Colombaiolo

  • Italy, Tuscany, Siena Area
  • Guest up to 17
  • From 9,850 EUR
Villa Montesoli 9

Villa Montesoli 9

  • Italy, Tuscany, Siena Area
  • Guest up to 18
  • From 9,500 EUR
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