Vacation Rentals & Villas in Montalcino

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Pasqui Villas La Consuma :historic villa in a village ,pool, garden, view ,WiFi

San Giovanni d'Asso villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 14

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Price per night from

$696

Fonte Aulente Montalcino

Val d'Orcia farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$110

Scannelli Farm

Val d'Orcia b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$147

Borgo La Bagnaia #Villa Sarageto

San Giovanni d'Asso villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 43 minutes

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Price per night from

$855

Great rentals within 20 miles that match your search

Casale Poggio al Vento

Sinalunga house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 12

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$314

The Molinaccio 3

Montepulciano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$550

Siena San Fabiano climatized villa with outdoor heated pool

Monteroni d'Arbia villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

“Perfect combo of charm, location & comfort in glorious Tuscany!” We first dicovered San Fabiano in summer 2003 and have made it a point to return with family and friends as often as we can ever since! The location is ideal for exploring Siena, all the hill towns of southern tuscany, the Chianti and even great for easy day trips to Florence. Besides the charm of this renovated farmhouse - it also has modenr comforts like ac, screened windows, kitchenettes in all the rooms and wireless internet - plus a swimming pool! We love walking into the little town of Monteroni for our morning cappucinos and hiking the trails around this lovely farm estate. Great for kids and family gatherings as well as couples. We get through New England winters by dreaming of returning to San Fabiano. Highly recommended!

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Price per night from

$1,221

Tuscany country apartment for 4

Buonconvento apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$245

The quiet rooms in Pienza

Pienza b&b

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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Agriturismo Villa Panorama - 8 posti letto - Villa esclusiva - Siena

Rigaiolo villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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$586

Apartment antico casale Maremma

Roccastrada farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$98

luxury villa few steps from Pienza, outdoor-indoor swimming pool,air-conditoned

Pienza apartment

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 58 minutes

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$1,571

Responds fast! avg. 2 hours 58 minutes

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Price per night from

$1,745

Orcia Valley country house, swimmimg pool, children play ground, table tennis

Castiglione D'Orcia villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 17

Responds fast! avg. 2 hours 58 minutes

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Price per night from

$566

Borgo Castelrotto, pool villa 18 guests at Castelnuovo Tancredi Estate

Buonconvento farmhouse

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 20

Responds fast! avg. 1 hour 59 minutes

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Price per night from

$1,710

la lodola

Crete Senesi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$147

Farmhouse Olimpia in Montepulciano, apartment furnished , pool, wifi

Acquaviva di Montepulciano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$110

Luxury Country Villa in Val d'Orcia, close to Montepulciano and Pienza

Chianciano Terme villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

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$452

Appartamento Bilocale con piscina sulle colline di Siena

Isola d'Arbia farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$120

Appartamento Trilocale A con piscina sulle colline di Siena

Isola d'Arbia farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$127

Trilocale Superior con piscina sulle colline di Siena

Isola d'Arbia farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$141

Farm Caliano

Asciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 57 minutes

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$184

Casa vacanze panoramicissima,zona tranquilla

Sarteano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$116

Responds fast! avg. 1 hour 21 minutes

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Price per night from

$366

Tenuta di Argiano in Montepulciano, apartment, pool, wifi, winery, trekking

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$104

Tuscan Villa Argiano 1 room,Montepulciano, B&B

Montepulciano villa

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

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$80

Tenuta di Argiano in Montepulciano, apartment, winery, pool, wifi

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$104

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$3,053

Tenuta La Campana

Crete Senesi farmhouse

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

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il Molinaccio Montepulciano 3

Montepulciano farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$550

podere la giuda

Sinalunga apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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resortparadise

San Miniato townhouse

  • 50 bedrooms
  • 41 bathrooms
  • sleeps 50

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Apartment Il Pomo

Crete Senesi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$171

Castagnatello-chestnut unit

Seggiano villa

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 7

Responds fast! avg. 58 minutes

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Price per night from

$367

Castagnatello-olive tree unit

Seggiano farmhouse

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

Responds fast! avg. 58 minutes

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Price per night from

$306

Castagnatello-unit-Oak

Seggiano villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Responds fast! avg. 58 minutes

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$153

Castagnatello-Vigna unit

Seggiano farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 58 minutes

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$324

Agriturismo Pietreto

Roccastrada farmhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Viewing 38 of 65
rentals in Montalcino

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