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$178

2 BR / 1 BA / Sleeps 4

Agriturismo Il Cavalierino - Montepulciano vacation rentals
1 / 13

$178

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Agriturismo Il Cavalierino

Montepulciano condo
2 BR / 1 BA / Sleeps 4 | Quick view

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Located in a top hill position between Montepulciano and Pienza,Cavalierino enjoy a beautifull view of Montepulciano the medioeval town famous for wine since roman time.150 acres of vineyard,olive grove and forest,Swimming pool,gym,small wellness center are offered to guest during their stay,as well as farm and …
  • Pet friendly - ask
  • Suitable for children

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$100

1 BR / 1 BA / Sleeps 2

Country House at Antico Podere in Montepulciano, Tuscany - Montepulciano vacation rentals
1 / 22

$100

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Country House at Antico Podere in Montepulciano, Tuscany

Montepulciano condo
1 BR / 1 BA / Sleeps 2 | Quick view

Details

Fine country house located in Montepulciano in a quiet and panoramic position, overlooking the beautiful Val di Chiana, characterized by gentle undulating hills of vineyards, olive groves and woods. A place full of charm and history that, in a refined and elegant, it creates a magical dreamlike atmosphere of harmony…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Outdoor Dining Area
  • Parking
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$83

2 BR / 1 BA / Sleeps 5

Holiday home casa Ciliano - Montepulciano vacation rentals
1 / 12

$83

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Holiday home casa Ciliano

Montepulciano condo
2 BR / 1 BA / Sleeps 5 | Quick view

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Casa Ciliano is an holiday house in Montepulciano, 60 Km far from Siena, it is inside the medieval wall, nearby Porta al Prato, that is the main gate to the historical centre with its Renaissance monuments. A nice holiday apartment accurately restored in 2011, on a ground floor building with an independent entrance. …
  • Washing Machine
  • Clothes Dryer
  • Linens Provided
  • Towels Provided
  • Dishwasher
  • Pet friendly - ask
  • Suitable for children

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$390

3 BR / 3 BA / Sleeps 8

villa in South Toscany - Montepulciano vacation rentals
1 / 1

$390

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villa in South Toscany

Montepulciano villa
3 BR / 3 BA / Sleeps 8 | Quick view

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Great villa in South Toscany. 360 round view on hill top. View on Cortina and Montepulciano. Luxury terras With swimming pool.
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$563

5 BR / 5 BA / Sleeps 10

Villa Pulce - Montepulciano vacation rentals
1 / 12

$563

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Villa Pulce

Montepulciano villa
5 BR / 5 BA / Sleeps 10 | Quick view

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Villa Pulce is a recently restored farmhouse which offers breathtaking views over the valley where Vino Nobile of Montepulciano is produced. The villa is situated in one of the most beautiful and panoramic hill around the town of Montepulciano and it is ideal for a comfortable and relaxing holiday. Thanks to the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask

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$67

1 BR / 1 BA / Sleeps 4

Agriturismo il Casalone - Montepulciano vacation rentals
1 / 10

$67

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Agriturismo il Casalone

Montepulciano farmhouse / barn
1 BR / 1 BA / Sleeps 4 | Quick view

Details

A complex of 5 apartments, each with a double bed room, one bathroom, and a living room with a full equipped kitchenette and sofa bed for two; each apartment has its private garden with furniture. Swimming pool, laundry, parking area, children playground, BBQ, wifi inside and outside. Great panorama
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Washing Machine
  • Outdoor Dining Area
  • Central heating
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$78

1 BR / 1 BA / Sleeps 2

1 / 7

$78

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Montepulciano La Crocetta!

Montepulciano condo
1 BR / 1 BA / Sleeps 2 | Quick view

Details

My apartment i'ts very near the City center, 10 minutes walk... I'ts close to big supermarket and bar. There are one big living, one bedroom for two, one bathroom and a small kitchen, but useful... The apartment has a private entrance and parking... Quiet and comfortable for two people who love peace!
  • Pet friendly - ask
  • Smoking allowed
  • Suitable for children

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$89

3 BR / 3 BA / Sleeps 6

1 / 4

$89

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Casale a Poggiano-The Bed and Breakfast in Montepulciano

Montepulciano B&B
3 BR / 3 BA / Sleeps 6 | Quick view

Details

Casale a Poggiano is an old farm-house facing a beautiful view, in the country, between hills overgrown with vineyards, olive trees and wheat, in the heart of Tuscany
  • Pet friendly
  • Suitable for children

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$272

3 BR / 3 BA / Sleeps 6

1 / 40

$272

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Villa Marisa 6

Montepulciano house
3 BR / 3 BA / Sleeps 6 | Quick view

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RECEPTIVE STRUCTURE. Villa Marisa is sited in a charming, panoramic position, immersed in the vineyards in the countryside surrounding the little Renaissance town of Montepulciano. The well structured villa can boast of a living area opening out on to the large portico that permits guests to spend pleasant days …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$133

2 BR / 1 BA / Sleeps 5

1 / 6

$133

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appartamento SORGENTE 2 in agriturismo Podere Fucile

Montepulciano condo
2 BR / 1 BA / Sleeps 5 | Quick view

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Farmhouse Podere Fucile is a characteristic rural home in a panoramic position. the apartment SORGENTE 2 is in the farmhouse (four apartments) recently renewed in the respect of the Tuscany typical rural architecture. The apartment SORGENTE 2 is at first floor and it is provided with a kitchen with fridge and …
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

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$278

2 BR / 1 BA / Sleeps 4

1 / 17

$278

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Holiday Apartment Antonio da Sangallo

Montepulciano house
2 BR / 1 BA / Sleeps 4 | Quick view

Details

The apartment is on the first floor, around 90sq.mt., and is the largest of the apartments and has a 360° view. From the main door you enter into a large lounge room and a dining area, adjacent is found the kitchen, supplied with all the necessary equipment including a dishwasher. Stepping up two stairs you enter …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Parking
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$256

2 BR / 1 BA / Sleeps 4

1 / 1

$256

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Holiday Apartment Agnolo Poliziano

Montepulciano condo
2 BR / 1 BA / Sleeps 4 | Quick view

Details

The apartment, around 60sq, is entered from a small courtyard which is for your exclusive use. From the front door you enter into the lounge/dining room with an adjacent kitchen supplied with all the necessary equipment plus a dishwasher. The two double bedrooms and the bathroom are accessible from the lounge room.
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$133

2 BR / 1 BA / Sleeps 4

1 / 1

$133

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Holiday apartment Francesco Redi

Montepulciano condo
2 BR / 1 BA / Sleeps 4 | Quick view

Details

The smallest of our apartments around 28sq.mt. is well furnished and welcoming. It lends itself to short holiday stays and those travellers who love to spend the major part of the day discovering the area and the folk traditions and cuisine of Tuscany. You access it from external stairs and from the front door you …
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$300

3 BR / 3 BA / Sleeps 6

1 / 55

$300

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Il Molinaccio di Montepulciano 3

Montepulciano villa
3 BR / 3 BA / Sleeps 6 | Quick view

Details

The watermill “Il Molinaccio”, near the renaissance town of Montepulciano, was already present in the old maps of the Granduchy of Tuscany . The original building, duly and let me say passionately restored, now reopens as a luxury country house where the guests may spend their time, in absolute quietness, …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$145

2 BR / 2 BA / Sleeps 6

1 / 30

$145

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Superb Rental at La Casa delle Querce in Montepulciano

Montepulciano condo
2 BR / 2 BA / Sleeps 6 | Quick view

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An 18th century country houseset amidst the verdent hills of the route of the Noble Montepulciano wine. Surrounded by a park with swimming pool, “La Casa delle Querce” sits on a hillock between olive groves and vineyards in the sublime simplicity of the Tuscan countryside. The holiday house in typical red clay …
  • Mountain Views
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$2,512

6 BR / 6 BA / Sleeps 12

1 / 34

$2,512

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Dionora

Montepulciano house
6 BR / 6 BA / Sleeps 12 | Quick view

Details

Welcome to Villa Dionora, situated in one of the most fascinating areas around Siena. The villa offers the best of both worlds, it is private and secluded while still being within easy reach of the towns of Pienza and Montefollonico.Dionora is a villa of extraordinary elegance and beauty. Guests are at once attracted …
  • Internet Access
  • Fireplace
  • A/C or climate control
  • Satellite or cable TV
  • DVD Player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$299

5 BR / 5 BA / Sleeps 13

1 / 20

$299

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Sant' Agnese

Montepulciano house
5 BR / 5 BA / Sleeps 13 | Quick view

Details

Surrounded by vineyards and delicate hills, Sant' Agnese is a fabulous villa. The interior is beautifully furnished with large bedrooms and terracotta floors. Outside is a marvellous pool with a beautiful view of the countryside as far as the eye can see. Be sure not to miss the wine tastings at the owner's farm. …
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $422

    7 BR / 7 BA / Sleeps 14

    1 / 56

    $422

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    Albino

    Montepulciano house
    7 BR / 7 BA / Sleeps 14 | Quick view

    Details

    Villa Albina is a sophisticated villa in Tuscany, located only 5km from Montepulciano. It has been carefully restored and features 7 large suites and bedrooms with private bathrooms, and lovely reception rooms, all set within an agricultural estate. Additional amenities include: heating.
    • Garden
    • Dishwasher
    • Refrigerator
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $412

    5 BR / 5 BA / Sleeps 10

    1 / 18

    $412

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    La Cantina

    Montepulciano villa
    5 BR / 5 BA / Sleeps 10 | Quick view

    Details

    Villa for rent situated inside a farm just outside the town of Montepulciano, in the hills south of Siena, Tuscany. Located on a hillside, the villa has a breathtaking view of the vineyards that produce Vino Nobile di Montepulciano, one of the wines that makes the Italian viticulture famous. Thanks to its strategic …
    • Internet Access
    • A/C or climate control
    • Central heating
    • Parking
    • Dishwasher
    • Suitable for children
    • Suitable for the elderly

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    $556

    5 BR / 5 BA / Sleeps 10

    1 / 27

    $556

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    Petit Verdot

    Montepulciano house
    5 BR / 5 BA / Sleeps 10 | Quick view

    Details

    Wonderful Tuscany villa near Montepulciano with private pool and air conditioning for 10 people. Additional amenities include: heating.
    • Garden
    • Dishwasher
    • Refrigerator
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $394

    4 BR / 5 BA / Sleeps 10

    1 / 60

    $394

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    Rustic Tuscan Farmhouse at Podere Pisinano

    Montepulciano villa
    4 BR / 5 BA / Sleeps 10 | Quick view

    Details

    PRIVATE STRUCTURE. Podere Pisinano is a rustic Tuscan farmhouse surrounded by the centuries-old olive trees of a prosperous farm estate which produces an excellent extra virgin olive oil, at the foot of Montepulciano, an old town of Etruscan origin which, with its precious artistic and landscape heritage and with its …
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Washing Machine
    • Outdoor Dining Area
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

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    $351

    4 BR / 5 BA / Sleeps 9

    1 / 48

    $351

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    Bossoncina 8+1

    Montepulciano villa
    4 BR / 5 BA / Sleeps 9 | Quick view

    Details

    RECEPTIVE STRUCTURE. Less than two kilometres from Bossoncina is Montepulciano, a charming Renaissance borgo, one of the many which enliven the province of Siena, standing on the crest of a hill between the flourishing Valdichiana and the unique Val d'Orcia, with its art masterpieces and its internationally famous …
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Washing Machine
    • Outdoor Dining Area
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

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    $1,191

    6 BR / 7 BA / Sleeps 10

    1 / 13

    $1,191

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    Villa Penelope offers estate grown fruit and vegetables, pool & pool house

    Montepulciano villa
    6 BR / 7 BA / Sleeps 10 | Quick view

    Details

    If your dream of a Tuscan vacation includes views of rolling green hills, rustic stone architecture and dining on local produce every day, villa Penelope is a dream come true. The renovated six-bedroom stone farmhouse, set on a hilltop just outside Montepulciano, has gorgeous, unspoiled views, historic charm and even …
    • Shared outdoor pool (unheated)
    • Internet Access
    • Fireplace
    • Grill
    • Satellite or cable TV
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $634

    6 BR / 7 BA / Sleeps 15

    3 Reviews

    $634

    Inquire

    Villa Montepulciano with wine tasting, a vineyard tour and organic fruit trees

    Montepulciano villa
    6 BR / 7 BA / Sleeps 15 | Quick view
    Excellent3 Reviews

    Details

    Reviews

    (3)

    Wine lovers will find much to appreciate at Villa Montepulciano. Located on an estate that still produces boutique wines and olive oils, the villa offers guests the chance to taste wines grown just outside. Six bedrooms, divided between a main house and guest cottage, offer space for up to fifteen guests, and rustic …
    • Shared outdoor pool (unheated)
    • Internet Access
    • Fireplace
    • Washing Machine
    • Outdoor Dining Area
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (3)

    Left on Jul 20, 2013 for a stay in July 2013

    Perfect Villa and setting to enjoy all the splendors that Tuscany and Montepulciano has to offer. - Rose L., ,

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    $138

    2 BR / 2 BA / Sleeps 4

    1 / 12

    $138

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    L'ANTICO GRANAIO

    Montepulciano cottage
    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    Beautiful refurbished old barn in the Tuscan countryside between Montepulciano and Pienza, part of an ancient farm dated 1432 at just 3km from town in a beautiful glenn. It has been transformed into two luminous bedrooms with 2 bathrooms and a small kitchen. Perfect for family of 4, plenty of outdoor spaces , …
    • A/C or climate control
    • Grill
    • Linens Provided
    • Towels Provided
    • Pet friendly - ask
    • Suitable for children

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