Vacation Rentals & Villas in Montepulciano

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160 Houses

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Walk to Town! Luxury Villa in Montepulciano, Tuscany w/ Pool & Spa!!

Montepulciano villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 58 minutes

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Price per night from

$1,031

The Molinaccio 3

Montepulciano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$555

The Molinaccio 7

Montepulciano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

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Price per night from

$1,109

Casanova of the Woods

Montepulciano farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$505

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Price per night from

$144

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Price per night from

$1,109

Farmhouse Il Palazzo dei Diavoli Montepulciano - Tuscany Val d 'Orcia

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$148

il Molinaccio Montepulciano 3

Montepulciano farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$555

Montorio

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Il Tosco: your home in tuscany

Montepulciano guest house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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Price per night from

$1,478

Gues tHouse del Corso

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$161

Colombi Palace Montepulciano

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$145

Charming 1-Bed Apartment in Montepulciano

Bivio di San Biagio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$199

B&B in Montepulciano

Bivio di San Biagio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$130

Casa della Luna

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$99

Great rentals within 20 miles that match your search

WINERY HOTEL in the Chianti Classico area "Apt PILU" ADULT ONLY +14

Greve in Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 10 minutes

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Price per night from

$308

Villa Il Molino

Levane villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 7 minutes

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Price per night from

$760

Vallebuia

San Gimignano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,232

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Tavarnelle Val di Pesa villa

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 20

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Price per night from

$1,894

Very nice apartment close to center of Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$122

Charming apartment ideal for couple

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$93

Apt. ROSA romantic studio in beautiful farmhouse

Lucolena studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$111

Apt. VALLE panoramic and ideal for family

Lucolena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$197

Holiday House Le Corniole

Civitella in Val di Chiana villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$247

La Loggetta di Montefioralle

Greve in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$111

Poggio alla Rocca - GINESTRA

Casale di Pari apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$370

Poggio alla Rocca - CORBEZZOLO

Casale di Pari apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$370

Poggio alla Rocca - ALBA

Casale di Pari studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$247

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

$2,218

Poggio alla Rocca - SUGHERA

Casale di Pari apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$616

Poggio alla Rocca - SUN

Casale di Pari house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$616

Villa with Pool and Jacuzzi private Deal 2024

Siena villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$124

Casina di Arceno - Refurbished Farmhouse - sleeps 6 + 2 - pool - Chianti

San Gusme house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$364

ART-HANGAR BY TUSCAN-EXPERIENCE

Montalcino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$715

Melograno San Gimignano Apartment Pool

San Gimignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$148

Villa San Gimignano 6 to 8 people

Ulignano villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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Price per night from

$519

PALAZZO GIORGI Suite in Piazza del Campo, Siena

Siena apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

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Price per night from

$456

La Tinaia - beautiful 1 bedroom cottage and quiet garden, pool with amazing view

Castellina In Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$185

Viewing 38 of 160
rentals in Montepulciano

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