Vacation Rentals & Villas in Montalcino

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381 Houses

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Cesira Palazzina

Val d'Orcia b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$191

L'Olivo Gina, Minnie's Cottage: Your home in Tuscany, the land of Brunello

Montalcino house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$172

Cozy Collection of Villas in Tuscany

Montalcino villa

  • 14 bedrooms
  • 14 bathrooms
  • sleeps 26

“Great stay- we hope to return!” We truly enjoyed our stay here. Matteo was a wonderful host and even met us outside of town to make sure that we did not get lost on the way to the agriturismo. The room was clean and very comfortable, especially important since we brought our 3 month old baby. The kitchenette was very useful and had everything we needed. This was a perfect place to stay while in town for Benvenuto Brunello because it allowed us a gorgeous drive and was away from crowds. We even enjoyed Quercecchio's wine, both Brunello and Rosso. Next time, we hope to visit around harvest time!

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Price per night from

$1,693

Private villa with pool in the Montalcino area. 8 persons in 5 bedrooms!

Castelnuovo dell'Abate villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$899

ART-HANGAR BY TUSCAN-EXPERIENCE

Montalcino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$712

La Capannina La Capannina

San Giovanni d'Asso house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

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Price per night from

$321

Le Sorelle, Minnie's Cottage: Your home in Tuscany, the land of Brunello

Sant'Angelo in Colle apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$221

Olivella Olivella

San Giovanni d'Asso house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

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Price per night from

$733

Villa San Giovanni Villa San Giovanni

San Giovanni d'Asso villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$835

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

$719

Superb villa with pool 30 minutes from Siena and Montalcino

Montalcino villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$626

#la Ghibellina Montalcino

Montalcino house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$123

Casa Brunello di Montalcino

Montalcino apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$437

Farm House Bampton-Brunello

Val d'Orcia apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$283

Agriturismo La Buca

Val d'Orcia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$123

B&b l'incanto

Montalcino b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$83

Farm House Bampton-Red

Val d'Orcia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$246

Luxury villa near Montalcino with an unique view. 4 bedrooms with private pool!

Castelnuovo dell'Abate villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$899

Hajar Montisi Siena

San Giovanni d'Asso house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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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

$859

Villa Asciano 30 - Stunning villa with garden and pool in Val d'Orcia

San Giovanni d'Asso villa

  • 14 bedrooms
  • 15 bathrooms
  • sleeps 30

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Price per night from

$3,105

Great rentals within 20 miles that match your search

B&B Boscodisotto

Rapolano Terme private room

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

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Price per night from

$92

Casa vacanze panoramicissima,zona tranquilla

Sarteano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$117

DOWNTOWN WITH A VIEW!Entire Home w. huge Terraces

Montepulciano house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$281

House of Surprises

Santa Fiora apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 4 minutes

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Price per night from

$123

FARM-HOUSE "PODERE OUTLETS" (APARTMENT "B")

Castel Del Piano house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$49

Villa Maria 3 piani (indipendente - garage)

Sinalunga house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$111

Poggio alla Rocca - CORBEZZOLO

Casale di Pari apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$368

Poggio alla Rocca: the best location for Maremma guides

Grosseto hotel apartment

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 19

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Price per night from

$2,208

Poggio alla Rocca - ALBA

Casale di Pari studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$246

Poggio alla Rocca - GINESTRA

Casale di Pari apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$368

Poggio alla Rocca - SUGHERA

Casale di Pari apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$614

Studio "Borghetto" at The House of the Oaks - Montepulciano

Montepulciano studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$128

Podere Monti, 7 bedrooms villa near Montepulciano. Private pool, A/C and Wi-Fi!

Sant'Albino villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 21

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Price per night from

$799

HOLIDAY HOUSE

Asciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$123

Spider homes

Arcidosso farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$184

apartment in Montefollonico

Montepulciano apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Apartment overlooking Val d'Orcia

Castiglione D'Orcia apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

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Viewing 38 of 381
rentals in Montalcino

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