Vacation Rentals & Villas in Montepulciano

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Villa Nobile

Cortona villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

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

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Price per night from

$1,358

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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, Iron, Private outdoor pool (unheated), Trampoline

3 of 4 filters match

Price per night from

$705

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

Montanare villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$556

Villa ai Cedri

Pergo farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$406

La Tana del Bianconiglio - App. Olivo

Castiglione D'Orcia farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$272

Agriturismo Il Torrino

Cortona villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$511

Podere Le Cantine

Lucignano farmhouse

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 28

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

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Stonehouse Valdorcia Tuscany

Montefollonico condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$210

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

3 of 4 filters match

Price per night from

$617

Villa Giusi e Dario

Cortona house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

3 of 4 filters match

Price per night from

$1,049

The Lair of the White Rabbit - Ap. Girasole

Castiglione D'Orcia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

3 of 4 filters match

Price per night from

$247

Girasole - suite # number 2

Cortona villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

3 of 4 filters match

Price per night from

$177

The Lair of the White Rabbit

Castiglione D'Orcia villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 15

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

3 of 4 filters match

Price per night from

$926

La Tana del Bianconiglio - App. Uva

Castiglione D'Orcia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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

3 of 4 filters match

Price per night from

$198

Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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

2 of 4 filters match

Price per night from

$136

ART-HANGAR BY TUSCAN-EXPERIENCE

Montalcino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 4 filters match

Price per night from

$716

Holiday Villa in Cortona, La Fiorita

Cortona farmhouse

  • 10 bedrooms
  • 6 bathrooms
  • sleeps 20

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

3 of 4 filters match

Price per night from

$1,411

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

Paciano house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

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

3 of 4 filters match

Price per night from

$988

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

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Price per night from

$265

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

3 of 4 filters match

Price per night from

$161

Tuscany villa, private pool, for family & group

Mercatale di Cortona farmhouse

  • 12 bedrooms
  • 8 bathrooms
  • sleeps 24

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

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

3 of 4 filters match

Price per night from

$3,085

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

3 of 4 filters match

Price per night from

$578

Villa L'Antica Vetreria

Piegaro villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

3 of 4 filters match

Price per night from

$494

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

Chiusure villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

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

3 of 4 filters match

Price per night from

$2,954

La Dimora Main Villa for 14 adults plus 2 children

Sarteano villa

  • 7 bedrooms
  • 11 bathrooms
  • sleeps 16

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

3 of 4 filters match

Price per night from

$2,788

La Dimora Main Villa + 1 Cottage for 18

Sarteano villa

  • 8 bedrooms
  • 1 bathroom
  • sleeps 18

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

3 of 4 filters match

Price per night from

$3,158

Orchidea - Two double bedroom # 6

Val di Chiana guest house

  • 13 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$272

Case Sant'Anna 18 Posti

Pietraia villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

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

3 of 4 filters match

Price per night from

$1,120

La Dimora Main Villa + 2 Cottages for 20

Sarteano villa

  • 9 bedrooms
  • 2 bathrooms
  • sleeps 20

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

3 of 4 filters match

Price per night from

$3,519

Villa San Francesco

Fratticciola villa

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 24

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

3 of 4 filters match

Price per night from

$894

Family Room

Castiglione del Lago apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

2 of 4 filters match

Price per night from

$99

YourTuscanLoft LowCost B&B SmartTraveller

Sinalunga studio

  • Studio
  • 2 bathrooms
  • sleeps 3

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

2 of 4 filters match

Price per night from

$37

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

2 of 4 filters match

Price per night from

$926

Villa Rosa dei Venti - Aliseo Cottage

Cortona cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 4 filters match

Price per night from

$284

Villa Gioiella

Gioiella villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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

2 of 4 filters match

Price per night from

$371

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

2 of 4 filters match

Price per night from

$389

Viewing 38 of 765
rentals in Montepulciano

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