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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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Borgo Pignano

Borgo Pignano

  • Italy, Tuscany, Siena Area
  • Guest up to 80
  • From 84,000 EUR
Villa Oddi

Villa Oddi

  • Italy, Tuscany, Siena Area
  • Guest up to 12
  • From 38,500 EUR
Villa Biondi

Villa Biondi

  • Italy, Tuscany, Siena Area
  • Guest up to 10
  • From 34,650 EUR
Villa Sant'Anna

Villa Sant'Anna

  • Italy, Tuscany, Siena Area
  • Guest up to 11
  • From 33,110 EUR
Villa Armena

Villa Armena

  • Italy, Tuscany, Siena Area
  • Guest up to 20
  • From 31,000 EUR
Villa Stabbi

Villa Stabbi

  • Italy, Tuscany, Siena Area
  • Guest up to 11
  • From 30,800 EUR
Villa Chiusa

Villa Chiusa

  • Italy, Tuscany, Siena Area
  • Guest up to 8
  • From 28,875 EUR
Castelnuovo Tancredi & Guest House

Castelnuovo Tancredi & Guest House

  • Italy, Tuscany, Siena Area
  • Guest up to 22
  • From 27,000 EUR
Villa Gauggiole

Villa Gauggiole

  • Italy, Tuscany, Siena Area
  • Guest up to 10
  • From 26,950 EUR
Villa L'Olmo

Villa L'Olmo

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

Villa Oliviera

  • Italy, Tuscany, Siena Area
  • Guest up to 6
  • From 25,410 EUR
Villa Cetinale

Villa Cetinale

  • Italy, Tuscany, Siena Area
  • Guest up to 27
  • From 25,000 EUR
Porrona Relais and Castle

Porrona Relais and Castle

  • Italy, Tuscany, Siena Area
  • Guest up to 64
  • From 24,000 EUR
Villa Alba

Villa Alba

  • Italy, Tuscany, Siena Area
  • Guest up to 6
  • From 23,100 EUR
Villa Castello

Villa Castello

  • Italy, Tuscany, Siena Area
  • Guest up to 6
  • From 23,100 EUR
Villa del Fiume

Villa del Fiume

  • Italy, Tuscany, Siena Area
  • Guest up to 8
  • From 23,100 EUR
Villa Castelnuovo Tancredi

Villa Castelnuovo Tancredi

  • Italy, Tuscany, Siena Area
  • Guest up to 16
  • From 22,000 EUR
Villa Principe & Guest House

Villa Principe & Guest House

  • Italy, Tuscany, Siena Area
  • Guest up to 16
  • From 19,900 EUR
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