Vacation Rentals & Villas in Montepulciano

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1,180 Houses

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Villa Brolio Quinto,exclusive use,secluded with large park and pool.

Castiglion Fiorentino villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 15

Match: Cot available Microwave Staffed property Trampoline

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Price per night from

$492

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Antica Quercia Verde Cortona - a Tuscan Dream 1

Cortona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Staffed property, Cot available, Microwave, Trampoline

3 of 4 filters match

Price per night from

$141

Holiday Apartment in the historical palace.Marina

Montepulciano apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

3 of 4 match: Trampoline, Cot available, Microwave, Staffed property

3 of 4 filters match

Price per night from

$173

Antica dimora

Monteroni d'Arbia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Cot available, Microwave, Staffed property

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Price per night from

$79

Villa Borgo Taverne

Corciano villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

3 of 4 match: Staffed property, Cot available, Microwave, Trampoline

3 of 4 filters match

Price per night from

$702

3 of 4 match: Staffed property, Cot available, Microwave, Trampoline

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Price per night from

$528

Villa Nobile

Cortona villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

3 of 4 match: Cot available, Microwave, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$1,353

Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 4 match: Cot available, Microwave, Staffed property, Trampoline

2 of 4 filters match

Price per night from

$136

Agriturismo Il Torrino

Cortona villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Cot available, Microwave, Staffed property

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Price per night from

$509

Wonderful and romantic Tuscany

Foiano Della Chiana villa

  • 12 bedrooms
  • 8 bathrooms
  • sleeps 30

3 of 4 match: Trampoline, Cot available, Microwave, Staffed property

3 of 4 filters match

Price per night from

$861

Limonaia Apartment

Sinalunga apartment

  • 1 bedroom
  • 10 bathrooms
  • sleeps 2

3 of 4 match: Trampoline, Cot available, Microwave, Staffed property

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villa Mia

Corciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Trampoline, Cot available, Microwave, Staffed property

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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, Cot available, Microwave, Staffed property

3 of 4 filters match

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, Cot available, Microwave, Staffed property

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Stonehouse Valdorcia Tuscany

Montefollonico condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Cot available, Microwave, Staffed property

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Price per night from

$209

Agriturismo la Coccinella

Poggioni apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Staffed property, Microwave, Cot available, Trampoline

2 of 4 filters match

Price per night from

$173

Agriturismo la Coccinella

Poggioni apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Staffed property, Microwave, Cot available, Trampoline

2 of 4 filters match

Price per night from

$197

Bed & Breakfast Antica Casa I Sucinelli

Serre di Rapolano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Microwave, Trampoline, Cot available, Staffed property

2 of 4 filters match

Price per night from

$117

Farmhouse Santa Maria - Grandpa's House

Montefollonico farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 hours 29 minutes

2 of 4 match: Microwave, Trampoline, Cot available, Staffed property

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Price per night from

$74

Farmhouse Santa Maria - Chamber of Pierisa

Montefollonico farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 hours 29 minutes

2 of 4 match: Microwave, Trampoline, Cot available, Staffed property

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Price per night from

$74

3 of 4 match: Trampoline, Cot available, Microwave, Staffed property

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Price per night from

$19

Podere Molinaccio a 19th century stone farmhouse with private pool and park

Panicale farmhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Cot available, Microwave, Staffed property

3 of 4 filters match

Price per night from

$227

Villa Portoverde

Foiano Della Chiana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Trampoline, Cot available, Microwave, Staffed property

3 of 4 filters match

Price per night from

$576

Villa Miralaghi 8-9 WI-FI, Biliardo, Camino, Piscina riscaldata, Jacuzzi, Bocce

Citta della Pieve house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Trampoline, Cot available, Microwave, Staffed property

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Price per night from

$1,107

3 of 4 match: Trampoline, Cot available, Microwave, Staffed property

3 of 4 filters match

Price per night from

$160

Villa L'Antica Vetreria

Piegaro villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Trampoline, Cot available, Microwave, Staffed property

3 of 4 filters match

Price per night from

$492

Cascina Toscana -Luxury Holiday House- Private Swimmingpool & Jacuzzi

Arezzo villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Cot available, Staffed property, Microwave, Trampoline

2 of 4 filters match

Price per night from

$615

Walnut

Passignano Sul Trasimeno bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Microwave, Trampoline, Cot available, Staffed property

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2 of 4 match: Microwave, Trampoline, Cot available, Staffed property

2 of 4 filters match

Price per night from

$923

Lilla

Monteleone d'Orvieto apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Microwave, Trampoline, Cot available, Staffed property

2 of 4 filters match

Price per night from

$89

Podere Le Cantine

Lucignano farmhouse

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 28

2 of 4 match: Microwave, Trampoline, Cot available, Staffed property

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Borgo di Vagli

Mercatale di Cortona house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 1 minutes

2 of 4 match: Microwave, Trampoline, Cot available, Staffed property

2 of 4 filters match

Price per night from

$168

Newcastle upon sangiovanniinpoggio

Monteroni d'Arbia villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 4 match: Microwave, Trampoline, Cot available, Staffed property

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

Chianciano Terme villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 22

2 of 4 match: Cot available, Staffed property, Microwave, Trampoline

2 of 4 filters match

Price per night from

$702

2 of 4 match: Cot available, Staffed property, Microwave, Trampoline

2 of 4 filters match

Price per night from

$388

Tuscany villa, private pool, for family & group

Mercatale di Cortona farmhouse

  • 12 bedrooms
  • 8 bathrooms
  • sleeps 24

2 of 4 match: Microwave, Trampoline, Cot available, Staffed property

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Siena San Fabiano climatized villa with outdoor heated pool

Monteroni d'Arbia villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

“Perfect combo of charm, location & comfort in glorious Tuscany!” We first dicovered San Fabiano in summer 2003 and have made it a point to return with family and friends as often as we can ever since! The location is ideal for exploring Siena, all the hill towns of southern tuscany, the Chianti and even great for easy day trips to Florence. Besides the charm of this renovated farmhouse - it also has modenr comforts like ac, screened windows, kitchenettes in all the rooms and wireless internet - plus a swimming pool! We love walking into the little town of Monteroni for our morning cappucinos and hiking the trails around this lovely farm estate. Great for kids and family gatherings as well as couples. We get through New England winters by dreaming of returning to San Fabiano. Highly recommended!

2 of 4 match: Cot available, Staffed property, Microwave, Trampoline

2 of 4 filters match

Price per night from

$1,230

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

Montanare villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 4 match: Cot available, Staffed property, Microwave, Trampoline

2 of 4 filters match

Price per night from

$554

Viewing 38 of 1,180
rentals in Montepulciano

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