Vacation Rentals & Villas in Montepulciano

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Orchidea - Two double bedroom # 6

Val di Chiana guest house

  • 13 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated) Staffed property Swing set or jungle gym

All filters match

Price per night from

$272

Match: Private outdoor pool (unheated) Staffed property Swing set or jungle gym

All filters match

Price per night from

$161

Villa Nobile

Cortona villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Private outdoor pool (unheated) Staffed property Swing set or jungle gym

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Price per night from

$1,357

Case Sant'Anna 18 Posti

Pietraia villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

Match: Private outdoor pool (unheated) Staffed property Swing set or jungle gym

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Price per night from

$1,119

Match: Private outdoor pool (unheated) Staffed property Swing set or jungle gym

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Price per night from

$3,084

Villa Portoverde

Foiano Della Chiana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Staffed property Swing set or jungle gym

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Price per night from

$578

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Family Room

Castiglione del Lago apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Private outdoor pool (unheated), Staffed property, Swing set or jungle gym

2 of 3 filters match

Price per night from

$99

Superior Apartment

Castiglione del Lago b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 3 match: Private outdoor pool (unheated), Staffed property, Swing set or jungle gym

2 of 3 filters match

Price per night from

$104

Poggio della Bandina - One bedroom apartment

Citta della Pieve apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Staffed property, Swing set or jungle gym

2 of 3 filters match

Price per night from

$155

VILLINO I DUE MORI

La Dogana house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

2 of 3 match: Private outdoor pool (unheated), Staffed property, Swing set or jungle gym

2 of 3 filters match

Price per night from

$198

Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 3 match: Private outdoor pool (unheated), Staffed property, Swing set or jungle gym

2 of 3 filters match

Price per night from

$136

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

2 of 3 match: Private outdoor pool (unheated), Staffed property, Swing set or jungle gym

2 of 3 filters match

Price per night from

$1,110

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

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Staffed property, Swing set or jungle gym

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Price per night from

$148

Three Arches House

Chiusi apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Staffed property, Swing set or jungle gym

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Price per night from

$122

COTTAGE LA DOLCE AGOGIA

Panicale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Staffed property, Swing set or jungle gym

2 of 3 filters match

Price per night from

$155

spacious comfortable nice big new independent functional

Montecchio apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

2 of 3 match: Private outdoor pool (unheated), Staffed property, Swing set or jungle gym

2 of 3 filters match

Price per night from

$179

LE MURA ETRUSCHE

Cortona apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Staffed property, Private outdoor pool (unheated), Swing set or jungle gym

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Lamborghini discount Golf

Lake Trasimeno hotel apartment

  • 12 bedrooms
  • 24 bathrooms
  • sleeps 30

2 of 3 match: Staffed property, Private outdoor pool (unheated), 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 3 match: Staffed property, Private outdoor pool (unheated), Swing set or jungle gym

2 of 3 filters match

Price per night from

$291

Villa Fontocchio

Cortona villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 17

2 of 3 match: Staffed property, Private outdoor pool (unheated), Swing set or jungle gym

2 of 3 filters match

Price per night from

$550

Villa Monarca -Tuscany-

Torrita di Siena villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

2 of 3 match: Staffed property, Private outdoor pool (unheated), Swing set or jungle gym

2 of 3 filters match

Price per night from

$1,480

2 of 3 match: Swing set or jungle gym, Private outdoor pool (unheated), Staffed property

2 of 3 filters match

Price per night from

$925

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

Citta della Pieve house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 3 match: Private outdoor pool (unheated), Staffed property, Swing set or jungle gym

2 of 3 filters match

Price per night from

$1,110

COUNTRY HOUSE CETONA

Cetona farmhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

2 of 3 match: Private outdoor pool (unheated), Staffed property, Swing set or jungle gym

2 of 3 filters match

Price per night from

$259

Agriturismo il Poggio di Cantagallina

Castiglione del Lago apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Swing set or jungle gym, Private outdoor pool (unheated), Staffed property

2 of 3 filters match

Price per night from

$111

La Tana del Bianconiglio - App. Uva

Castiglione D'Orcia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 3 match: Swing set or jungle gym, Private outdoor pool (unheated), Staffed property

2 of 3 filters match

Price per night from

$198

Girasole - suite # number 2

Cortona villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Swing set or jungle gym, Private outdoor pool (unheated), Staffed property

2 of 3 filters match

Price per night from

$177

Podere Le Cantine

Lucignano farmhouse

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 28

2 of 3 match: Swing set or jungle gym, Private outdoor pool (unheated), Staffed property

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Wonderful and romantic Tuscany

Foiano Della Chiana villa

  • 12 bedrooms
  • 8 bathrooms
  • sleeps 30

2 of 3 match: Swing set or jungle gym, Private outdoor pool (unheated), Staffed property

2 of 3 filters match

Price per night from

$864

Agriturismo Il Torrino

Cortona villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Swing set or jungle gym, Private outdoor pool (unheated), Staffed property

2 of 3 filters match

Price per night from

$511

The Lair of the White Rabbit

Castiglione D'Orcia villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 15

2 of 3 match: Swing set or jungle gym, Private outdoor pool (unheated), Staffed property

2 of 3 filters match

Price per night from

$925

Stonehouse Valdorcia Tuscany

Montefollonico condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Private outdoor pool (unheated), Staffed property

2 of 3 filters match

Price per night from

$210

2 of 3 match: Swing set or jungle gym, Private outdoor pool (unheated), Staffed property

2 of 3 filters match

Price per night from

$617

Villa Giusi e Dario

Cortona house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 3 match: Swing set or jungle gym, Private outdoor pool (unheated), Staffed property

2 of 3 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

2 of 3 match: Swing set or jungle gym, Private outdoor pool (unheated), Staffed property

2 of 3 filters match

Price per night from

$247

La Tana del Bianconiglio - App. Olivo

Castiglione D'Orcia farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Private outdoor pool (unheated), Staffed property

2 of 3 filters match

Price per night from

$272

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

Montanare villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 3 match: Staffed property, Private outdoor pool (unheated), Swing set or jungle gym

2 of 3 filters match

Price per night from

$555

villa ai cedri

Cortona villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Staffed property, Private outdoor pool (unheated), Swing set or jungle gym

2 of 3 filters match

Price per night from

$406

Viewing 38 of 516
rentals in Montepulciano

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