Vacation Rentals & Villas in Montepulciano

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206 Houses

Walk to Town! Luxury Villa in Montepulciano, Tuscany w/ Pool & Spa!!

Montepulciano villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 58 minutes

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Price per night from

$1,033

Apartment "The Hague" at The House of the Oaks - Montepulciano

Acquaviva di Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$208

Apartment "Belvedere" at The House of the Oaks - Montepulciano

Acquaviva di Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$171

Apartment "Poggino" - Montepulciano

Acquaviva di Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$185

Studio "Rustic" at The House of the Oaks - Montepulciano

Acquaviva di Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$128

Apartment "Pratino" - Montepulciano

Acquaviva di Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$171

Studio "Borghetto" at The House of the Oaks - Montepulciano

Montepulciano studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$128

Tenuta Senese Tenuta Senese

Montepulciano house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$644

Poggio Etrusco: Tuscan B&B, apts, & Cooking School

Montepulciano villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

“Beyond adjectives” There is no way to describe our stay here! Pamela and Johnny were more than welcoming. We arrived with our 7 & 4 year olds in tow...and from The gate greeting, we felt as if we were at "memee's house". Each kid had a job...gate keeping and keeping track of the red fetch toy for Bella. We had an unwarranted snafu on credit card deposits in Rome the day before...but it was of no concern to these wonderful and true hosts... Each morning, The breakfast was true to Tuscany yet appealing to the kids... we were within an hours drive of each of our potential destinations...and each evening with a game of fetch watching Bella and the kids...the hosts helped us decide upon on the next days itinerary! We will be back with the whole family in July!

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Price per night from

$1,045

TASKO

Montepulciano villa

  • 5 bedrooms
  • 9 bathrooms
  • sleeps 9

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Price per night from

$1,230

Casa Dei Ro.Gi. - Montepulciano - Tuscany

Abbadia di Montepulciano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$79

Tuscany Villa in Montepulciano,Free Parking,Free Wi-fi,view of valley

Bivio di San Biagio villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$308

Il Molinaccio 14+2, Emma Villas

Cervognano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

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Price per night from

$1,009

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Agr. Sunflower double room depandance

Montepulciano farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$99

Double room PANORAMIC VIEW

Montepulciano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$123

Double rooms with bathroom and Panoramic Terrace

Montepulciano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$148

B&B Casale a Poggiano-The best Breakfast and more

Montepulciano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Ceiling Fans, Towels provided

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Price per night from

$105

Depadance il Girasole

Montepulciano farmhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

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Price per night from

$308

B&B Casale a Poggiano-The Best Breakfast in town

Montepulciano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Ceiling Fans, Towels provided

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Price per night from

$105

B&B Casale a Poggiano-The top Breakfast in town

Montepulciano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Ceiling Fans, Towels provided

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Price per night from

$105

Ostro Bed & Breakfast at Montepulciano in Tuscany

Montepulciano b&b

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$123

L'ANTICO GRANAIO

Montepulciano cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$153

Historic building in the center of Montepulciano

Montepulciano house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$455

Tarugi palace residence

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$185

Apartment Montepulciano Stazione (Siena)

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Country House at Antico Podere in Montepulciano, Tuscany

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$148

MONTEPULCIANO OLD TOWN

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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Price per night from

$104

The Countess' Blue Suite

Montepulciano guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Ceiling Fans, Towels provided

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Price per night from

$197

Vacation in Tuscany Montepulciano

Abbadia di Montepulciano house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Ceiling Fans, Towels provided

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Price per night from

$185

Apartment in the historic centre of Montepulciano

Montepulciano townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$99

I Tetti Sulla Valle - nel cuore di Montepulciano

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$111

Appartamento con Mansarda 11 posti a Montepulciano Centro Storico

Montepulciano condo

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

1 of 2 match: Ceiling Fans, Towels provided

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Price per night from

$222

relax in the countryside with swimming pool

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$117

apartment in Montefollonico

Montepulciano apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Borgo dei Sette Tigli #4

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect!” We had a 4-night stay here in early July of this year and had such a wonderful experience. We were greeted by alice who was very accommodating and patient even though we lost our way and were an hour late arriving. She was a sweet as can be and made sure we were settled and had all our questions answered before leaving. Barbara (the owner, I believe) came by the next day to greet us and was also wonderful, making sure that we were satisfied. She was taking care of details regarding her forthcoming nuptials which were to take place 5 days after our arrival. She was very accommodating and helpful even though she must have had lots on her mind. We rented a 2-bedroom, 2-bathroom apartment with a fully-equipped kitchen, living room/dining room, small walkout with table and chairs off of the kitchen. This was perfect for our family of 4 -- two adults and two teenage girls. The accommodations are superb: comfortable beds with great quality linens; recently and tastefully renovated rooms, spacious and inviting, fully equipped kitchen with dish washer and clothes washer; clothes are a quick dry in the summer sun on a dryer rack that is provided. The exterior of the buildings are very attractive, landscaping is detailed and well tended and there is a beautiful, beautiful pool. Now picture this in the middle of the lovely landscape of the Tuscany region. Need I say more? If you're thinking of staying here, don't hesitate, it is superb. Ideally located close to Montepulciano (5 minutes by car) and not far from the major highway (15 minutes tops) if you feel that you'll be doing some day trips. Exceptional value for the money. I highly recommend this vacation rental and only wish I could go back. Hopefully some day.

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Price per night from

$183

4 bedrooms in a tower, home of a sculptor

Montepulciano b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$455

Country villa in Montepulciano Tuscany

Montepulciano farmhouse

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$184

Apartment with Little Arch

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Ceiling Fans, Towels provided

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Price per night from

$114

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