Vacation Rentals & Villas in Montepulciano

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Villa Nobile

Cortona villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Fridge Private outdoor pool (unheated) Staffed property Trampoline

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Price per night from

$1,356

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Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

3 of 4 match: Private outdoor pool (unheated), Fridge, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$136

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, Fridge, Private outdoor pool (unheated), Trampoline

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Price per night from

$702

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

Montanare villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Fridge, Private outdoor pool (unheated), Trampoline

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Price per night from

$553

Villa ai Cedri

Pergo farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Fridge, Private outdoor pool (unheated), Trampoline

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Price per night from

$405

Agriturismo il Poggio di Cantagallina

Castiglione del Lago apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

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Price per night from

$111

La Tana del Bianconiglio - App. Uva

Castiglione D'Orcia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

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Price per night from

$197

Agriturismo Il Torrino

Cortona villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

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Price per night from

$509

Podere Le Cantine

Lucignano farmhouse

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 28

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

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Wonderful and romantic Tuscany

Foiano Della Chiana villa

  • 12 bedrooms
  • 8 bathrooms
  • sleeps 30

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

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Price per night from

$861

Stonehouse Valdorcia Tuscany

Montefollonico condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

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Price per night from

$209

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$615

Villa Giusi e Dario

Cortona house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

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Price per night from

$1,045

The Lair of the White Rabbit - Ap. Girasole

Castiglione D'Orcia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$247

The Lair of the White Rabbit

Castiglione D'Orcia villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 15

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

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Price per night from

$923

La Tana del Bianconiglio - App. Olivo

Castiglione D'Orcia farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$272

Girasole - suite # number 2

Cortona villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

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Price per night from

$177

Country house Il fornello APP. Hawthorn

Citta della Pieve farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Staffed property, Private outdoor pool (unheated), Fridge, Trampoline

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Fonte Cicerum stone villa with eco infinity pool - a Fontanaro Property

Paciano house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

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Price per night from

$984

VILLA FLAMINIO total privacy in the villa for exclusive use

Tuoro sul Trasimeno farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$263

ART-HANGAR BY TUSCAN-EXPERIENCE

Montalcino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$713

Holiday Villa in Cortona, La Fiorita

Cortona farmhouse

  • 10 bedrooms
  • 6 bathrooms
  • sleeps 20

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$1,405

Tuscany villa, private pool, for family & group

Mercatale di Cortona farmhouse

  • 12 bedrooms
  • 8 bathrooms
  • sleeps 24

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

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3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$3,073

Villa Portoverde

Foiano Della Chiana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$576

Ferranesi, Tuscan Design Villa with private pool, perfect for small weddings

Chiusure villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$2,941

La Dimora Main Villa for 14 adults plus 2 children

Sarteano villa

  • 7 bedrooms
  • 11 bathrooms
  • sleeps 16

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$2,776

La Dimora Main Villa + 1 Cottage for 18

Sarteano villa

  • 8 bedrooms
  • 1 bathroom
  • sleeps 18

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$3,144

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), 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, Fridge, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$492

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, Fridge, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$227

La Dimora Main Villa + 2 Cottages for 20

Sarteano villa

  • 9 bedrooms
  • 2 bathrooms
  • sleeps 20

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$3,508

Case Sant'Anna 18 Posti

Pietraia villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$1,118

Orchidea - Two double bedroom # 6

Val di Chiana guest house

  • 13 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$272

Villa San Francesco

Fratticciola villa

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 24

3 of 4 match: Trampoline, Fridge, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$893

2 of 4 match: Fridge, Trampoline, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$925

Villa Gioiella

Gioiella villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 4 match: Staffed property, Private outdoor pool (unheated), Fridge, Trampoline

2 of 4 filters match

Price per night from

$369

Villa Rosa dei Venti - Aliseo Cottage

Cortona cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Staffed property, Private outdoor pool (unheated), Fridge, Trampoline

2 of 4 filters match

Price per night from

$283

Viewing 38 of 1,027
rentals in Montepulciano

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