Vacation Rentals & Villas in Montepulciano

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859 Houses

Villa Nobile

Cortona villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

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Price per night from

$1,354

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Agriturismo Gello - Villa with panoramic pool in Tuscany - Chianciano Terme

Chianciano Terme villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 22

3 of 4 match: Staffed property, Freezer, Microwave, Trampoline

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Price per night from

$702

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Price per night from

$388

Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 4 match: Freezer, Microwave, Staffed property, Trampoline

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Price per night from

$136

Villa Chic X 2

Creti house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$271

Villa Poggio Fagianino

Sant'Albino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$357

Country house Il fornello APP. Hawthorn

Citta della Pieve farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Staffed property, Microwave, Freezer, Trampoline

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Borgo Valecchie, Exclusive Villa set with private pool, Cortona, Tuscany

Montanare villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Freezer, Microwave, Trampoline

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Price per night from

$553

2 Bedroom, 2 bathroom, Quiet , Elegant Villa with pool - sleeps 4 + 2

Cortona apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Staffed property, Freezer, Microwave, Trampoline

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Price per night from

$437

Villa ai Cedri

Pergo farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Freezer, Microwave, Trampoline

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Price per night from

$405

3 bedroom, 3 bathroom, spacious apartment with pool - sleeps 6 +1

Cortona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

3 of 4 match: Staffed property, Freezer, Microwave, Trampoline

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Price per night from

$493

3 of 4 match: Staffed property, Freezer, Microwave, Trampoline

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Price per night from

$528

1 Bedroom, 1 bathroom apartment with Pool - sleeps 2 + 2

Cortona farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Staffed property, Freezer, Microwave, Trampoline

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Price per night from

$210

B & B THE OLD Lieutenancy APARTMENT LA ROCCA

Citta della Pieve b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 13 minutes

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$222

podere la giuda

Sinalunga apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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VILLINO I DUE MORI

La Dogana house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$197

YourTuscanLoft LowCost B&B SmartTraveller

Sinalunga studio

  • Studio
  • 2 bathrooms
  • sleeps 3

2 of 4 match: Microwave, Trampoline, Freezer, Staffed property

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Price per night from

$37

Villa Maria 3 piani (indipendente - garage)

Sinalunga house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$111

Agriturismo Il Torrino

Cortona villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$509

«Monastero San Silvestro-Historic Farmhouse

Cortona finca

  • 15 bedrooms
  • 10 bathrooms
  • sleeps 30

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$2,397

Limonaia Apartment

Sinalunga apartment

  • 1 bedroom
  • 10 bathrooms
  • sleeps 2

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I Tigli, apt in farmhouse only 5 km to Montepulciano. 2 bedrooms, pool and Wi-Fi

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$194

Beautiful home of 1400 in Umbria

Lake Trasimeno manor house

  • 6 bedrooms
  • 12 bathrooms
  • sleeps 12

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Stonehouse Valdorcia Tuscany

Montefollonico condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$209

Holiday home Vigna - Chiusi (Tuscany)

Chiusi house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$68

Il Loggiato, two bedrooms apartment in the Crete Senesi region. Pool, A/C, Wi-Fi

Rapolano Terme apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$277

Three Arches House

Chiusi apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$122

COTTAGE LA DOLCE AGOGIA

Panicale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$154

Villa Giusi e Dario

Cortona house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$1,045

il Forno L'Antica Vetreria

Piegaro apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$149

La Cantina Antica Vetreria

Piegaro apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$132

La Terrazza L'Antica Vetreria

Piegaro apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$149

il Nido L'Antica Vetreria

Piegaro apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$123

Casa Titty Residence Terme Siena

Serre di Rapolano apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$99

Girasole - suite # number 2

Cortona villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$176

Villa Montichiello

Monticchiello villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

3 of 4 match: Trampoline, Freezer, Microwave, Staffed property

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Price per night from

$570

Villa Gioiella

Gioiella villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 4 match: Staffed property, Microwave, Freezer, Trampoline

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Price per night from

$369

Apartment Il Cipresso

Crete Senesi apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

2 of 4 match: Staffed property, Microwave, Freezer, Trampoline

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Price per night from

$283

Viewing 38 of 859
rentals in Montepulciano

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