Vacation Rentals & Villas in Montepulciano

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2,776 Houses

18th Century Century Park Villa with private pool

Arezzo villa

  • 14 bedrooms
  • 10 bathrooms
  • sleeps 30

Match: Microwave Staffed property Trampoline Car not required

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Price per night from

$1,615

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Casatorre le volte city centre

Perugia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 49 minutes

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$160

Casa San Gimi Perfect Location

San Gimignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$103

agriturismo podere poggio mendico

Arezzo farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Car not required, Microwave, Staffed property, Trampoline

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Price per night from

$308

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

3 of 4 match: Car not required, Microwave, Staffed property, Trampoline

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Price per night from

$308

Assisi da Ginetto

Petrignano d'Assisi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Car not required, Microwave, Staffed property, Trampoline

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Price per night from

$86

Red House Gubbio

Gubbio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$173

Ride the Beauty appartamento verde con la terrazza al centro di Assisi

Assisi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$160

Appartamento signorile con soffitto a volte nel centro di Assisi

Assisi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$136

House "The three Muses"

Deruta b&b

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$62

GH Paradiso - Apartment - Split Level (C)

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$185

GH Paradiso - Large 2 Bedrooms Apartment (B)

Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$185

GH Paradiso - 2 Bedrooms Apartment (A)

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$185

a casa di Arianna e Isabella

Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$210

Few Steps from the Duomo - Luxury Apartment 2

Siena hotel apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$141

Few Steps from the Duomo - Luxury Apartment

Siena hotel apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$141

Few Steps from the Duomo - Luxury Penthouse

Siena hotel apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 16

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$241

Holiday Apartment in the historical palace.Marina

Montepulciano apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$173

Romantic Suite

Gubbio townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$173

Fidanza House a few steps from Civita di Bagnoregio

Bagnoregio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$148

Big Apartment with Garden

Siena apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$478

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

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Car not required, Microwave, Staffed property, Trampoline

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Price per night from

$265

Torre Polidori casa vacanza

Orvieto b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 30 minutes

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$320

Le stanze della Badessa

Spello apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$99

Le stanze della Badessa

Spello townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$117

Casa Lilla

Acquasparta apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Limonaia Apartment

Sinalunga apartment

  • 1 bedroom
  • 10 bathrooms
  • sleeps 2

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Villa Nuba,Perugino-salt heated water pool,jacuzzi,playground,parking,barbecue

Perugia city centre villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“excellent in every way” The Villa Nuba experience is certainly the best one could hope for. The apartment is great, everything works as it should, and the location is fine as well. Most of all, we enjoyed the service of Giuseppe and his family, who made us feel at home the whole time. A really really recommendable place to stay while in Perugia.

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$234

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: Car not required, Microwave, Staffed property, Trampoline

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Price per night from

$185

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

3 of 4 match: Car not required, Microwave, Staffed property, Trampoline

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Price per night from

$1,696

Tuscany Villa Bagnoro Arezzo Country House

Arezzo villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Car not required, Microwave, Staffed property, Trampoline

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Price per night from

$1,229

Casa Baccianella, wonderful holiday home close to hilltop town

Montone house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Car not required, Microwave, Staffed property, Trampoline

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Price per night from

$738

Villa Brolio Quinto,exclusive use,secluded with large park and pool.

Castiglion Fiorentino villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 15

3 of 4 match: Car not required, Microwave, Staffed property, Trampoline

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Price per night from

$492

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: Car not required, Microwave, Staffed property, Trampoline

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Price per night from

$610

Villa Nobile

Cortona villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

3 of 4 match: Car not required, Microwave, Staffed property, Trampoline

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Price per night from

$1,354

Casa Malichi - Rètro Apartment - Centro storico Perugia

Perugia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Microwave, Trampoline, Staffed property, Car not required

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Price per night from

$160

La Cascina Hotel Appartments

Marsciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Trampoline, Microwave, Staffed property, Car not required

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Price per night from

$88

Casa Mila Garden Apartment

Sansepolcro apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Microwave, Trampoline, Staffed property, Car not required

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Price per night from

$93

Viewing 38 of 2,776
rentals in Montepulciano

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