Vacation Rentals & Villas in Montepulciano

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1,211 Houses

Castello di Cabbiavoli

Castelfiorentino castle

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Safe Pool or snooker table Staffed property

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Price per night from

$1,401

Villa Castellare de Sernigi stunning sunsets for 13/14 people

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

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Price per night from

$2,107

Poggio Rosemary - luxury farmhouse

Montespertoli farmhouse

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$1,229

Petrolo winery Villa. Events, weddings & large families. Service included

San Leolino villa

  • 16 bedrooms
  • 14 bathrooms
  • sleeps 33

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Price per night from

$1,969

CARPE DIEM LIVING CLUB ASSISI.

Armenzano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Molinvecchio

Vallea villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

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2 MINI APPARTAMENTI ELEGANTI INDIPENDENTI CON PARCHEGGIO

San Martino in Colle house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$80

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Agriturismo Incrociata Colombaio

Pietraviva farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$195

Agriturismo Incrociata Arco

Pietraviva farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$195

Agriturismo Incrociata Cantina

Pietraviva farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$195

Assisi da Ginetto

Petrignano d'Assisi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Safe, Pool or snooker table, Staffed property

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Price per night from

$86

Appartamento Trilocale A con piscina sulle colline di Siena

Isola d'Arbia farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Safe, Pool or snooker table, Staffed property

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Price per night from

$128

CASALE DELLE LUCREZIE

Todi farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Safe, Pool or snooker table, Staffed property

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Price per night from

$99

Appartamento Bilocale con piscina sulle colline di Siena

Isola d'Arbia farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Safe, Pool or snooker table, Staffed property

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Price per night from

$121

B & B THE OLD Lieutenancy SUITE TRIPLE

Citta della Pieve b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 13 minutes

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$99

Palazzo di Valli

Siena villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 24

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$1,581

The Countess' Blue Suite

Montepulciano guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$197

Holiday house with 5 rooms and swimmingpool in the heart of Tuscany

Cavriglia farmhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 15

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$603

Between Umbria and Toscany, Pool, View, Peace, Relax

Civita di Bagnoregio villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Staffed property, Safe, Pool or snooker table

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Price per night from

$437

Cerbaia Rock Country Resort

Sovicille villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

2 of 3 match: Safe, Pool or snooker table, Staffed property

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Price per night from

$1,106

Villa Altura. Large pool, gym, billiard room. Staffed villa

Avigliano Umbro villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Safe, Pool or snooker table, Staffed property

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Price per night from

$676

Farmhouse in old mill in the Chianti hills

Monteriggioni house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Safe, Pool or snooker table, Staffed property

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Price per night from

$148

Canalicchio Country apartments

Collepepe apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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

Castel Del Piano house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$50

Bed & Breakfast Il Paradiso

Capolona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$86

Bed and Breakfast Paradise-The Tabaccaia

Capolona apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$129

B & B Il Paradiso - La Cantinetta

Capolona barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$86

La Locanda di Artemide, elegante camera per due

Sorano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$104

Locanda di Artemide , eleganza e autenticità

Montebuono apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$208

Villa Serena

Gubbio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Lake, countryside, relaxation and healthy food

Magione apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Borgo di Mezzo

Castelnuovo dell'Abate apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 49 minutes

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$111

Podere il Pino 5 - Apartment with private garden and shared swimming pool

Poggibonsi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$172

Podere il Pino 7 - Apartment with private terrace and shared swimming pool

Poggibonsi apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$160

Apartment 3 Stiozzi Palace Ridolfi Certaldo Alto

Certaldo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$97

La Scuderia Casa Vacanze

Arezzo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$197

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$185

B&b baldovino di Monte San Savino

Monte San Savino b&b

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 3 match: Pool or snooker table, Safe, Staffed property

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Price per night from

$86

Viewing 38 of 1,211
rentals in Montepulciano

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