Vacation Rentals & Villas in Montepulciano

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271 Houses

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Match: Swing set or jungle gym Smoking allowed

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Price per night from

$388

Match: Swing set or jungle gym Smoking allowed

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Price per night from

$160

Apartment Il Cipresso

Crete Senesi apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Swing set or jungle gym Smoking allowed

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Price per night from

$283

Case Sant'Anna 18 Posti

Pietraia villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

Match: Swing set or jungle gym Smoking allowed

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Price per night from

$1,117

IL GELSO

San Pietro a Cegliolo farmhouse

  • 10 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Swing set or jungle gym Smoking allowed

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Price per night from

$431

Country house Il fornello APP. Ivy

Citta della Pieve farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Swing set or jungle gym Smoking allowed

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Price per night from

$80

Match: Swing set or jungle gym Smoking allowed

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Price per night from

$3,073

villa ai cedri

Cortona villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Swing set or jungle gym Smoking allowed

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Price per night from

$405

Source Val'd'Orcia Sienese farmhouse with pool and air conditioning

Monticchiello apartment

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Swing set or jungle gym Smoking allowed

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Price per night from

$836

COUNTRY HOUSE CETONA

Cetona farmhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

Match: Swing set or jungle gym Smoking allowed

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Price per night from

$258

Country house Il fornello APP. Oleander

Citta della Pieve farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Swing set or jungle gym Smoking allowed

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Villa Portoverde

Foiano Della Chiana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Swing set or jungle gym Smoking allowed

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Price per night from

$576

Country house Il fornello APP. Platano

Citta della Pieve farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Swing set or jungle gym Smoking allowed

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The quiet rooms in Pienza

Pienza b&b

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Swing set or jungle gym Smoking allowed

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Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Match: Swing set or jungle gym Smoking allowed

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Price per night from

$136

Lamborghini discount Golf

Lake Trasimeno hotel apartment

  • 12 bedrooms
  • 24 bathrooms
  • sleeps 30

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Sunflower

Lucignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Smoking allowed, Swing set or jungle gym

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Price per night from

$80

Family Room

Castiglione del Lago apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Smoking allowed, Swing set or jungle gym

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Price per night from

$99

Farmhouse

Pienza house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Swing set or jungle gym

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Price per night from

$123

Fungus

Lucignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Swing set or jungle gym

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Price per night from

$147

Superior Apartment

Castiglione del Lago b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Smoking allowed, Swing set or jungle gym

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Price per night from

$104

ETRUSCA

Cortona apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

1 of 2 match: Smoking allowed, Swing set or jungle gym

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Farmhouse Le Gualtiere

Sant'Albino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Smoking allowed, Swing set or jungle gym

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Price per night from

$96

Poggio della Bandina - One bedroom apartment

Citta della Pieve apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Swing set or jungle gym

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Price per night from

$154

Tuscany Villa in Argiano near Montepulciano B&B 1 Room, swimming pool, wifi

Montepulciano b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

1 of 2 match: Smoking allowed, Swing set or jungle gym

1 of 2 filters match

Price per night from

$74

Villa in Sarteano near Montepulciano Chianciano Terme

Sarteano farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Smoking allowed, Swing set or jungle gym

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Price per night from

$517

Nonna Nesti

Montecchio house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Smoking allowed, Swing set or jungle gym

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Price per night from

$86

VILLINO I DUE MORI

La Dogana house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Smoking allowed, Swing set or jungle gym

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Price per night from

$197

Panoramic apartment for 2 people

Monticchiello apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Smoking allowed

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Price per night from

$234

Enchanting country house (12 + 4) with private pool

Lucignano b&b

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Smoking allowed, Swing set or jungle gym

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Price per night from

$290

Po' del Vento:è tutto intorno a te:16, piscina riscaldata, parco giochi, camino

Citta della Pieve guest house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

1 of 2 match: Smoking allowed, Swing set or jungle gym

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Price per night from

$1,106

Villa Rosa dei Venti - Aliseo Cottage

Cortona cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Smoking allowed, Swing set or jungle gym

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Price per night from

$283

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

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Smoking allowed, Swing set or jungle gym

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Price per night from

$148

LE MURA ETRUSCHE

Cortona apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Smoking allowed, Swing set or jungle gym

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Country house (6 + 2) with swimming pool in an enchanting landscape

Lucignano farmhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Smoking allowed, Swing set or jungle gym

1 of 2 filters match

Price per night from

$145

Three Arches House

Chiusi apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Smoking allowed, Swing set or jungle gym

1 of 2 filters match

Price per night from

$122

COTTAGE LA DOLCE AGOGIA

Panicale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Swing set or jungle gym

1 of 2 filters match

Price per night from

$154

spacious comfortable nice big new independent functional

Montecchio apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Smoking allowed, Swing set or jungle gym

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Price per night from

$179

Viewing 38 of 271
rentals in Montepulciano

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