Vacation Rentals & Villas in Montepulciano

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243 Houses

Villa Nobile

Cortona villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Bicycles available Staffed property Swing set or jungle gym Trampoline

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Price per night from

$1,353

Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Match: Bicycles available Staffed property Swing set or jungle gym Trampoline

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Price per night from

$136

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Superior Apartment

Castiglione del Lago b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

3 of 4 match: Trampoline, Bicycles available, Staffed property, Swing set or jungle gym

3 of 4 filters match

Price per night from

$104

Poggio della Bandina - One bedroom apartment

Citta della Pieve apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Bicycles available, Staffed property, Swing set or jungle gym

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Price per night from

$154

Villa Rosa dei Venti - Aliseo Cottage

Cortona cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Staffed property, Bicycles available, Swing set or jungle gym, Trampoline

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Price per night from

$283

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

Montanare villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Bicycles available, Swing set or jungle gym, Trampoline

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Price per night from

$554

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, Bicycles available, Swing set or jungle gym, Trampoline

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Price per night from

$492

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

3 of 4 match: Trampoline, Bicycles available, Staffed property, Swing set or jungle gym

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Price per night from

$1,107

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

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Trampoline, Bicycles available, Staffed property, Swing set or jungle gym

3 of 4 filters match

Price per night from

$148

Three Arches House

Chiusi apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Trampoline, Bicycles available, Staffed property, Swing set or jungle gym

3 of 4 filters match

Price per night from

$122

COTTAGE LA DOLCE AGOGIA

Panicale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Bicycles available, Staffed property, Swing set or jungle gym

3 of 4 filters match

Price per night from

$154

spacious comfortable nice big new independent functional

Montecchio apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

3 of 4 match: Trampoline, Bicycles available, Staffed property, Swing set or jungle gym

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Price per night from

$179

3 of 4 match: Trampoline, Bicycles available, Staffed property, Swing set or jungle gym

3 of 4 filters match

Price per night from

$3,074

Villa Portoverde

Foiano Della Chiana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Trampoline, Bicycles available, Staffed property, Swing set or jungle gym

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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, Bicycles available, Staffed property, Swing set or jungle gym

3 of 4 filters match

Price per night from

$1,107

Orchidea - Two double bedroom # 6

Val di Chiana guest house

  • 13 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Bicycles available, Staffed property, Swing set or jungle gym

3 of 4 filters match

Price per night from

$271

3 of 4 match: Trampoline, Bicycles available, Staffed property, Swing set or jungle gym

3 of 4 filters match

Price per night from

$160

Case Sant'Anna 18 Posti

Pietraia villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

3 of 4 match: Trampoline, Bicycles available, Staffed property, Swing set or jungle gym

3 of 4 filters match

Price per night from

$1,116

Farmhouse

Pienza house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Staffed property, Trampoline, Bicycles available, Swing set or jungle gym

2 of 4 filters match

Price per night from

$123

Family Room

Castiglione del Lago apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Bicycles available, Trampoline, Staffed property, Swing set or jungle gym

2 of 4 filters match

Price per night from

$99

Country house Il fornello APP. Hawthorn

Citta della Pieve farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Swing set or jungle gym, Staffed property, Bicycles available, Trampoline

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Country house Il fornello APP. Ivy

Citta della Pieve farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Staffed property, Trampoline, Bicycles available, Swing set or jungle gym

2 of 4 filters match

Price per night from

$80

Country house Il fornello APP. Oleander

Citta della Pieve farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Staffed property, Trampoline, Bicycles available, Swing set or jungle gym

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ETRUSCA

Cortona apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

2 of 4 match: Staffed property, Trampoline, Bicycles available, Swing set or jungle gym

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Farmhouse Le Gualtiere

Sant'Albino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Staffed property, Trampoline, Bicycles available, Swing set or jungle gym

2 of 4 filters match

Price per night from

$96

Apartment Il Cipresso

Crete Senesi apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

2 of 4 match: Bicycles available, Staffed property, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$283

2 of 4 match: Bicycles available, Staffed property, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$388

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

Montepulciano b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

2 of 4 match: Staffed property, Trampoline, Bicycles available, Swing set or jungle gym

2 of 4 filters match

Price per night from

$74

VILLINO I DUE MORI

La Dogana house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

2 of 4 match: Bicycles available, Trampoline, Staffed property, Swing set or jungle gym

2 of 4 filters match

Price per night from

$197

Tuscan Villa Argiano 1 room,Montepulciano, B&B

Montepulciano villa

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

2 of 4 match: Swing set or jungle gym, Trampoline, Bicycles available, Staffed property

2 of 4 filters match

Price per night from

$80

B & B The Gianduia

Lucignano b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

2 of 4 match: Swing set or jungle gym, Trampoline, Bicycles available, Staffed property

2 of 4 filters match

Price per night from

$142

Lamborghini discount Golf

Lake Trasimeno hotel apartment

  • 12 bedrooms
  • 24 bathrooms
  • sleeps 30

2 of 4 match: Staffed property, Trampoline, Bicycles available, Swing set or jungle gym

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Enchanting country house (12 + 4) with private pool

Lucignano b&b

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 31 minutes

2 of 4 match: Staffed property, Trampoline, Bicycles available, Swing set or jungle gym

2 of 4 filters match

Price per night from

$291

IL GELSO

San Pietro a Cegliolo farmhouse

  • 10 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 4 match: Staffed property, Trampoline, Bicycles available, Swing set or jungle gym

2 of 4 filters match

Price per night from

$431

LE MURA ETRUSCHE

Cortona apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Staffed property, Trampoline, Bicycles available, 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

2 of 4 match: Staffed property, Trampoline, Bicycles available, Swing set or jungle gym

2 of 4 filters match

Price per night from

$145

Villa Monarca -Tuscany-

Torrita di Siena villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

2 of 4 match: Staffed property, Trampoline, Bicycles available, Swing set or jungle gym

2 of 4 filters match

Price per night from

$1,476

La Corte del Podestà

Sarteano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Staffed property, Trampoline, Bicycles available, Swing set or jungle gym

2 of 4 filters match

Price per night from

$111

Viewing 38 of 243
rentals in Montepulciano

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