Vacation Rentals & Villas in Montepulciano

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Villa Nobile

Cortona villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Central heating Private outdoor pool (unheated) Staffed property Trampoline

All filters match

Price per night from

$1,356

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

3 of 4 filters match

Price per night from

$925

Villa ai Cedri

Pergo farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$406

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

Montanare villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$555

Villa Giusi e Dario

Cortona house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

3 of 4 filters match

Price per night from

$1,045

Agriturismo il Poggio di Cantagallina

Castiglione del Lago apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

3 of 4 filters match

Price per night from

$111

La Tana del Bianconiglio - App. Olivo

Castiglione D'Orcia farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$272

The Lair of the White Rabbit - Ap. Girasole

Castiglione D'Orcia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

3 of 4 filters match

Price per night from

$247

La Tana del Bianconiglio - App. Uva

Castiglione D'Orcia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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

3 of 4 filters match

Price per night from

$198

Girasole - suite # number 2

Cortona villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

3 of 4 filters match

Price per night from

$177

Podere Le Cantine

Lucignano farmhouse

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 28

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

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The Lair of the White Rabbit

Castiglione D'Orcia villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 15

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

3 of 4 filters match

Price per night from

$925

B & B THE OLD Lieutenancy Suite Double

Citta della Pieve b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 13 minutes

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

2 of 4 filters match

Price per night from

$99

the garden of the Etruscans

Chiusi villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 3 hours 59 minutes

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

2 of 4 filters match

Price per night from

$111

Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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

2 of 4 filters match

Price per night from

$136

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), Central heating, Trampoline

2 of 4 filters match

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the garden of the Etruscans

Chiusi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 59 minutes

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

2 of 4 filters match

Price per night from

$198

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, Central heating, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$264

ART-HANGAR BY TUSCAN-EXPERIENCE

Montalcino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 4 filters match

Price per night from

$715

Holiday Villa in Cortona, La Fiorita

Cortona farmhouse

  • 10 bedrooms
  • 6 bathrooms
  • sleeps 20

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

3 of 4 filters match

Price per night from

$1,409

Orchidea - Two double bedroom # 6

Val di Chiana guest house

  • 13 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$272

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

3 of 4 filters match

Price per night from

Inquire for Rates

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

3 of 4 filters match

Price per night from

$3,081

Villa Portoverde

Foiano Della Chiana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

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

3 of 4 filters match

Price per night from

$577

Villa L'Antica Vetreria

Piegaro villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

3 of 4 filters match

Price per night from

$493

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

Chiusure villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

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

3 of 4 filters match

Price per night from

$2,949

Case Sant'Anna 18 Posti

Pietraia villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

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

3 of 4 filters match

Price per night from

$1,118

Villa San Francesco

Fratticciola villa

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 24

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

3 of 4 filters match

Price per night from

$893

La Dimora Main Villa + 2 Cottages for 20

Sarteano villa

  • 9 bedrooms
  • 2 bathrooms
  • sleeps 20

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

3 of 4 filters match

Price per night from

$3,513

La Dimora Main Villa for 14 adults plus 2 children

Sarteano villa

  • 7 bedrooms
  • 11 bathrooms
  • sleeps 16

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

3 of 4 filters match

Price per night from

$2,784

La Dimora Main Villa + 1 Cottage for 18

Sarteano villa

  • 8 bedrooms
  • 1 bathroom
  • sleeps 18

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

3 of 4 filters match

Price per night from

$3,153

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

Chianciano Terme villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 22

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

2 of 4 filters match

Price per night from

$704

YourTuscanLoft LowCost B&B SmartTraveller

Sinalunga studio

  • Studio
  • 2 bathrooms
  • sleeps 3

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

2 of 4 filters match

Price per night from

$37

La Spiga D'oro -Granaio

Foiano Della Chiana apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

2 of 4 filters match

Price per night from

$124

B & B THE OLD Lieutenancy SUITE TRIPLE

Citta della Pieve b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 13 minutes

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

2 of 4 filters match

Price per night from

$99

Family Room

Castiglione del Lago apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

2 of 4 filters match

Price per night from

$99

The Countess' Blue Suite

Montepulciano guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

2 of 4 filters match

Price per night from

$198

Viewing 38 of 912
rentals in Montepulciano

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