Vacation Rentals & Villas in Montalcino

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168 Houses

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

$900

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

Olivella Olivella

San Giovanni d'Asso house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

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Price per night from

$734

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

$836

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

$698

Casale San Giovanni

San Giovanni d'Asso farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$338

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

$627

Casa Brunello di Montalcino

Montalcino apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$437

Scannelli Farm

Val d'Orcia b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$148

Pasqui Villas: La Capanna,country chic house in a village:garden,pool,view,WiFi

San Giovanni d'Asso villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

“Casa Lorenzo - A perfect slice of Tuscan heaven” I have stayed at this house multiple times in the past and our entire family adores the house and location. The owner is extremely nice and charming, her caretaker is magnificent, the grounds are beautiful and the amenities within an extremely short walk are sublime. The house is perfect for a family of 5 (of any age) or for two couples and it is absolutely charming. The airconditioning works well, the kitchen is nice and functional and the bedrooms and bathrooms are perfectly nice and comfortable. It has a small swimming pool to reduce the summer heat if you wish and a functional outdoor charcoal grille. The location cannot be beat. Don't miss the restaurant next door which is one of the best in southern Tuscany. The house is close to all that the Crete Senese offers and requires extremely short drives to visit Pienza, Montalcino, and Montepulciano. We could linger here for weeks and we would not complain at all.

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$313

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

$900

Monterzi 4, Emma Villas

Montalcino villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$279

Great rentals within 20 miles that match your search

Giunia

San Lorenzo a Merse villa

  • 14 bedrooms
  • 14 bathrooms
  • sleeps 27

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Price per night from

$2,747

Aiola

Sarteano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 12

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Price per night from

$1,667

Morgana

Buonconvento villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

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Price per night from

$1,712

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

Villa Maria 3 piani (indipendente - garage)

Sinalunga house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$111

Podere Pascianella - House with private garden

Trequanda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$246

Colombi Palace Montepulciano

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$144

Poggio alla Rocca - SUGHERA

Casale di Pari apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$614

Poggio alla Rocca - GINESTRA

Casale di Pari apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$369

Poggio alla Rocca - CORBEZZOLO

Casale di Pari apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$369

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

$2,210

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

Casale at Petriolo-private pool

Casal di Pari villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Responds fast! avg. 1 hour 29 minutes

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Price per night from

$246

TASKO

Montepulciano villa

  • 5 bedrooms
  • 9 bathrooms
  • sleeps 9

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Price per night from

$1,228

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

$1,719

Private Villa with a wonderful view and private pool, close to Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$442

Responds fast! avg. 2 hours 58 minutes

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Price per night from

$135

PALAZZO GIORGI Suite in Piazza del Campo, Siena

Siena apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

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Price per night from

$455

Podere il Focolare-the lodge-

Casciano di Murlo townhouse

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

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Price per night from

$115

Poggio ai Gelsi, Lodge Ulivo

Pienza lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$191

Your Tuscan Home Away From Home

Sarteano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$121

Stones of the ancient village

San Lorenzo a Merse house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$129

Casa San Giusto ground floor apartment

Roccatederighi farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$129

Casina di Rosa

Civitella Marittima house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$83

Responds fast! avg. 1 hour 21 minutes

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Price per night from

$444

Viewing 38 of 168
rentals in Montalcino

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