Vacation Rentals & Villas in Montepulciano

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Villa Patrignone - a beautiful large Tuscany Villa

Castellina In Chianti villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

“My favorite vacation experience” My first trip to Podere Patrignone was in 1999, and I've been back four times since my initial visit. The setting is incredible, and the views extend to miles and miles of Tuscany. It's amazing to sit on the terrace and see the towers of San Gimignano far in the distance. The villa is located just 3 kilometers from Castellina in Chianti, a charming village with unbelievable shopping for leather goods (Cappelletti), artwork, and other wonderful Tuscan items. Patrignone is a perfect location for day trips to Florence, Siena, Montalcino, and many other wonderful towns filled with incredible history. Back to the villa...Simon and Verity are carrying on the tradition of Simon's mom Carla, who renovated this beautiful villa that was originally a 14th century farmhouse. The main house has 7 rooms (each with its own bathroom...no sharing!), a great kitchen, and lots of space for lounging and relaxing. I've stayed in the main house as well as each of the 2-bedroom apartments...each with its own kitchen and living area. They all are wonderful, clean, charming, and have beautiful views. This year I participated in a cooking class conducted by Verity. Even after multiple cooking classes that I've taken throughout Italy, I can say that this was one of the best learning experiences: Verity is a fantastic teacher, cooking all the courses was great fun, and we got to dine and wine on our results. She cooked dinner for all of us on our first night, and everything was delicious! There were 18 of us on this trip, although I've been here with as few as one other person. I have lots of other friends who are encouraging a return trip. This year was in the last week of May, but I think we'll return for a visit in September next year. Carla and Simon and Verity have created a paradise that continues to call to me even after all these years and visits. Podere Patrignone is absolutely amazing and I can't wait to return!

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Price per night from

$611

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

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$1,703

La Francigena B&B

Staggia Senese apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

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Relais La Costa-Dimora Storica

Monteriggioni hotel apartment

  • 10 bedrooms
  • 12 bathrooms
  • sleeps 20

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Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

3 of 4 match: Freezer, Shared outdoor pool (unheated), Staffed property, Trampoline

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$136

agriturismo podere poggio mendico

Arezzo farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), Freezer, Staffed property, Trampoline

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Price per night from

$309

Assisi da Ginetto

Petrignano d'Assisi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Shared outdoor pool (unheated), Freezer, Staffed property, Trampoline

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$87

Spacious 2-bedroom, 2-bath apartment patio & pool

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Freezer, Shared outdoor pool (unheated), Staffed property, Trampoline

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Price per night from

$266

the Tower House Photos

Certaldo apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Freezer, Shared outdoor pool (unheated), Staffed property, Trampoline

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$577

il Paluffo Forno House Luxury apartment

Certaldo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Freezer, Shared outdoor pool (unheated), Staffed property, Trampoline

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$379

the Mill house Photos

Certaldo apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Freezer, Shared outdoor pool (unheated), Staffed property, Trampoline

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$515

Brigolante Guest Apartments

Assisi farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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La Tinaia, Podere Patrignone - a Tuscan cottage with garden, views and pool

Castellina In Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“A Slice of Paradise” We stayed at Podere Patrignone for 5 days in September. It was wonderful to stay in a self contained apartment after 4 weeks of hotels in France. The farmhouse is charming, the apartments are unique and quaint, the countryside was picture perfect and the weather was unseasonably warm. Simon and Verity were such hospitable hosts, yet give the guests their own space. We thoroughly enjoyed the weekly meal Verity and Pam created for all the guests. You must have a car to truely experience all the hidden charms of Tuscany, and everything is so close and the quality of food and wine was impressive. Our favourite memory of staying at Podere Patrignone was sharing sunsets on the terrace with other guests and partaking of good wine, great conversation and so many laughs. We will be back for another slice of paradise.

3 of 4 match: Freezer, Shared outdoor pool (unheated), Staffed property, Trampoline

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Price per night from

$186

il Paluffo Stillo House

Certaldo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Freezer, Shared outdoor pool (unheated), Staffed property, Trampoline

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Price per night from

$466

RELAIS CAMPIGLIONI

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Staffed property, Shared outdoor pool (unheated), Freezer, Trampoline

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Price per night from

$111

Casa San Carlo - apartment Città della Pieve

Monteleone d'Orvieto apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Staffed property, Shared outdoor pool (unheated), Freezer, Trampoline

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Price per night from

$155

Casa San Carlo - apartment San Casciano

Monteleone d'Orvieto apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Staffed property, Shared outdoor pool (unheated), Freezer, Trampoline

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Price per night from

$148

Antica Quercia Verde Cortona - a Tuscan Dream 1

Cortona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Staffed property, Shared outdoor pool (unheated), Freezer, Trampoline

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Price per night from

$141

Casa San Carlo - apartment Trasimeno

Monteleone d'Orvieto apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Staffed property, Shared outdoor pool (unheated), Freezer, Trampoline

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Price per night from

$136

Casa San Carlo - apartment Bolsena

Monteleone d'Orvieto apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

3 of 4 match: Staffed property, Shared outdoor pool (unheated), Freezer, Trampoline

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Price per night from

$124

Casa San Carlo - apartment Monteleone

Monteleone d'Orvieto apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Staffed property, Shared outdoor pool (unheated), Freezer, Trampoline

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Price per night from

$111

Casa San Carlo - Studio apartment Giulia

Monteleone d'Orvieto studio

  • Studio
  • 1 bathroom
  • sleeps 4

3 of 4 match: Staffed property, Shared outdoor pool (unheated), Freezer, Trampoline

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Price per night from

$111

Baita

Perugia farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Staffed property, Shared outdoor pool (unheated), Freezer, Trampoline

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Price per night from

$136

Apartment Il Cipresso

Crete Senesi apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

3 of 4 match: Staffed property, Shared outdoor pool (unheated), Freezer, Trampoline

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Price per night from

$284

Tenuta Lupinari - L'Uliveto

Bucine apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Trampoline, Shared outdoor pool (unheated), Freezer, Staffed property

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$172

Tenuta Lupinari - La Torre

Bucine apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

3 of 4 match: Trampoline, Shared outdoor pool (unheated), Freezer, Staffed property

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$161

Tenuta Lupinari - La Limonaia

Bucine apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Shared outdoor pool (unheated), Freezer, Staffed property

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Price per night from

$334

Agriturismo Il Drago App. La Tinaia

Bucine finca

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

3 of 4 match: Trampoline, Shared outdoor pool (unheated), Freezer, Staffed property

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Price per night from

$130

Earth Etruria Il Fienile

Terranuova Bracciolini townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Trampoline, Shared outdoor pool (unheated), Freezer, Staffed property

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Price per night from

$321

Land Minister Apartment Etruria

Terranuova Bracciolini townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Trampoline, Shared outdoor pool (unheated), Freezer, Staffed property

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Price per night from

$309

Spacious self-catering apartment in Countryhouse with Pool & Restaurant

Montone apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 37 minutes

3 of 4 match: Trampoline, Shared outdoor pool (unheated), Freezer, Staffed property

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Price per night from

$111

Spacious 2 bedroom apartment in Countryhouse with private terrace and pool

Montone apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 37 minutes

3 of 4 match: Trampoline, Shared outdoor pool (unheated), Freezer, Staffed property

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Price per night from

$161

App. ' Fidel ' Villa di Corsano

Ville di Corsano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Trampoline, Shared outdoor pool (unheated), Freezer, Staffed property

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App. ' Pieve ' Villa di Corsano

Ville di Corsano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Trampoline, Shared outdoor pool (unheated), Freezer, Staffed property

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Lake, countryside, relaxation and healthy food

Magione apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Trampoline, Shared outdoor pool (unheated), Freezer, Staffed property

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Borgo Pulciano Farmhouse

Montone apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Shared outdoor pool (unheated), Freezer, Staffed property

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Price per night from

$105

La Scuderia Casa Vacanze

Arezzo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Shared outdoor pool (unheated), Freezer, Staffed property

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Price per night from

$198

Feriendomizil mit Aussichtspool mit Blick auf Assisi.

Limigiano house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Shared outdoor pool (unheated), Freezer, Staffed property

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Price per night from

$186

Viewing 38 of 3,943
rentals in Montepulciano

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