Vacation Rentals & Villas in Montepulciano

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122 Houses

Villa Portoverde Rental with Pool Jacuzzi and Sauna

Foiano Della Chiana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

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$573

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$725

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LA CASA

Citta della Pieve apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Casa Mia a CORTONA: Overlook Valdichiana & Tuscany

Cortona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$110

Appartamento con Mansarda 11 posti a Montepulciano Centro Storico

Montepulciano condo

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

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$220

Le Gelosie B&B Room 1

Cortona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$86

Charming townhouse close to historic centre

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$101

historical centre apartment

Sinalunga apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Charming Apartment in Historic Center of Montepulciano, Tuscany

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$86

Appartamento "La Terrazza"

Chiusi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$123

La Terrazza, Tuscany ancient stonehouse with lovely view and garden

Cetona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$110

Boutique Apartment

Chiusi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$92

The apartment Buonumore

Montepulciano apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$392

Apartment in the historic centre of Montepulciano

Montepulciano townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$98

Dimora del Poggio

San Quirico d'Orcia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$159

Casa La Dolce Vita beautiful panoramic windows.

Cortona house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A fabulous exprience staying on the main street of Cortona” We stayed a total of 4 months in Casa Giulia and found it to be the perfect location.The large(about40 sq metres) was perfect. The view of the Val De Chiana are spectacular. Sun rise,sun set and the bells of Cortona are things we will never forget. The apartment is very Tuscan and well equiped. We had a reception for 30 people and food was all cooked on site. If stairs are a concern this is not for you,about 43 steps to apartment. The beds were very comfortable and bathrooms worked well for us. Being central was perfect for morning coffee or any other area of Cortona.It was special to be able to walk everywhere and be recognized by the local citizens and merchants. Parking was also handy,a short walk to Piazza Garibaldi then down the escalators to the public parking lot.And last but not least the Terretrusche office is two floors below the apartment. You pass it every time you arrive at or exit the apartment. I must say the service that terretrusche gives is friendly,attentive and prompt. Vittorio runs a well oiled operation. We are returning for six weeks during October and November of 2014

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Price per night from

$196

CASA MIA A CORTONA a real tuscan emotion in the heart of the town

Cortona townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$123

50 m² apartment in Pienza (Siena), Country

Pienza apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$87

Apartment with Little Arch

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$113

Ermanna's House

Cortona apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$123

Villa Augustus the taste of history

Cortona cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$172

My house with steam room, jacuzzi and theater view

Cortona apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$135

Casa Baiocco // Private Tuscan Villa With Swimming Pool

Chiusi villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

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$140

Apartment with Beautiful Sun

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$146

THE HOUSE OF GRANDPARENTS

Cortona house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$98

Rebecca Resort Tuscany holiday

Sarteano villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$135

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$107

Dimora Danesi Bellarmino

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$172

Romantic apartment within the medieval walls

Citta della Pieve apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$74

Claves claustri - Your House in a charming village in Tuscany

Sarteano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$110

Limonaia Apartment

Sinalunga apartment

  • 1 bedroom
  • 10 bathrooms
  • sleeps 2

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Arcs apartment

Sinalunga apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

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Fattoria San Martino

Montepulciano b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$1,223

Romantic Cottage in Tuscany

Radicofani cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 hours 11 minutes

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Price per night from

$110

“Excellent villa in a beautiful location” We were three families holidaying in this wonderful villa with our children, ages 9-16. The kids loved the pool and us adults enjoyed soaking up the Umbrian sun in the well-maintained gardens. We explored the local area-Montepulciano, Isla Maggiore and Castiglione del Lago (market Wednesday am). We also did Siena on the train. Would have liked to have done more,but a week is not enough. Katia was such a welcoming host,nothing was too much trouble. Thank you very much Katia, hope to see you in a year or two!

Responds fast! avg. 2 hours 1 minutes

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Price per night from

$612

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$213

Holiday Apartment in the historical palace.Marina

Montepulciano apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

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Price per night from

$172

B & B THE OLD Lieutenancy SUITE TRIPLE

Citta della Pieve b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 13 minutes

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Price per night from

$98

Viewing 38 of 122
rentals in Montepulciano

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