Vacation Rentals & Villas in Montepulciano

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Relais La Costa-Dimora Storica

Monteriggioni hotel apartment

  • 10 bedrooms
  • 12 bathrooms
  • sleeps 20

Match: Private indoor pool Staffed property Swing set or jungle gym Trampoline

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agriturismo podere poggio mendico

Arezzo farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

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Price per night from

$307

Assisi da Ginetto

Petrignano d'Assisi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

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Price per night from

$86

Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

3 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

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Price per night from

$135

Brigolante Guest Apartments

Assisi farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

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

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

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Price per night from

$264

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!

3 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

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Price per night from

$608

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

3 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

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Price per night from

$1,695

18th Century Century Park Villa with private pool

Arezzo villa

  • 14 bedrooms
  • 10 bathrooms
  • sleeps 30

3 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

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Price per night from

$1,614

Villa Nobile

Cortona villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

3 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

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Price per night from

$1,351

Country house Il fornello APP. Oleander

Citta della Pieve farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Staffed property, Trampoline, Private indoor pool, Swing set or jungle gym

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Wohnungen und Haueser auf sehr zentral gelegenem tosk. Bauernhof mit Pool

Castellina In Chianti condo

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 24

2 of 4 match: Swing set or jungle gym, Trampoline, Private indoor pool, Staffed property

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Price per night from

$185

Cascina Toscana -Luxury Holiday House- Private Swimmingpool & Jacuzzi

Arezzo villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

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Price per night from

$614

Le volte di ascesi

Assisi apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

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Price per night from

$185

Le volte di ascesi 4

Assisi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

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Price per night from

$160

Family Room

Castiglione del Lago apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Private indoor pool, Trampoline, Staffed property, Swing set or jungle gym

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Price per night from

$99

Il Palagione

Castellina In Chianti apartment

  • 5 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

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Price per night from

$307

Casa San Carlo - apartment Orvieto

Monteleone d'Orvieto apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

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Price per night from

$148

Farm House Porcine Desire

Orvieto apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 3 hours 12 minutes

2 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

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Price per night from

$111

Farm House Erika Porcine

Orvieto apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 3 hours 12 minutes

2 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$111

WINERY HOTEL in the Chianti Classico area "Apt PILU" ADULT ONLY +14

Greve in Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 10 minutes

2 of 4 match: Private indoor pool, Swing set or jungle gym, Staffed property, Trampoline

2 of 4 filters match

Price per night from

$307

Agriturismo Baciano - Appartamento Lepre

Capolona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Private indoor pool, Trampoline, Staffed property, Swing set or jungle gym

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Price per night from

$72

Il Poggio degli Olivi

Bettona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Private indoor pool, Trampoline, Staffed property, Swing set or jungle gym

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Price per night from

$108

Accommodation in chianti

Vagliagli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 4 match: Private indoor pool, Trampoline, Staffed property, Swing set or jungle gym

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Price per night from

$74

Agriturismo Il Drago App. La Tinaia

Bucine finca

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 4 match: Private indoor pool, Trampoline, Staffed property, Swing set or jungle gym

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Price per night from

$129

Superior Apartment

Castiglione del Lago b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 4 match: Private indoor pool, Trampoline, Staffed property, Swing set or jungle gym

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Price per night from

$104

Agriturismo Villa di Giomici-the Tower

Valfabbrica house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Private indoor pool, Trampoline, Staffed property, Swing set or jungle gym

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Price per night from

$74

Borgo Pulciano Farmhouse

Montone apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Private indoor pool, Trampoline, Staffed property, Swing set or jungle gym

2 of 4 filters match

Price per night from

$105

Poggio della Bandina - One bedroom apartment

Citta della Pieve apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Private indoor pool, Trampoline, Staffed property, Swing set or jungle gym

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Price per night from

$154

La Casa di Alice - Montalcino

Castelnuovo dell'Abate house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Private indoor pool, Trampoline, Staffed property, Swing set or jungle gym

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Price per night from

$160

Agriturismo Sertofano - apt K

Barberino Val d'Elsa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 4 match: Private indoor pool, Trampoline, Staffed property, Swing set or jungle gym

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Price per night from

$185

Ripostena 9

Casole d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Private indoor pool, Trampoline, Staffed property, Swing set or jungle gym

2 of 4 filters match

Price per night from

$1,231

Villa Rosa dei Venti - Aliseo Cottage

Cortona cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$283

Agriturismo la Coccinella

Poggioni apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$197

RELAIS CAMPIGLIONI

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$111

Baita

Perugia farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$135

Casa San Carlo - apartment Città della Pieve

Monteleone d'Orvieto apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$154

Casa San Carlo - apartment San Casciano

Monteleone d'Orvieto apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Private indoor pool, Staffed property, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$148

Viewing 38 of 879
rentals in Montepulciano

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