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Results: 31 Rentals

  • Villa Mazzi, hospitality and good taste vacation in the Tuscan countryside
    From $229 per night (USD)

    VRBO

    Villa Mazzi, hospitality and good taste vacation in the Tuscan countryside

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    The structure consists of four apartments, newly renovated with 2/4 beds for a total of 14 beds. With independent entran ...

    From $229 per night (USD)

    VRBO

    Details
  • Old town of Montepulciano
    From $269 per night (USD)

    VRBO

    Old town of Montepulciano

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    In a unique position, in the highest point of the village of Montepulciano, which borders the Medici fortress dating bac ...

    From $269 per night (USD)

    VRBO

    Details
  • Right in central Montepulciano. Apartment with view and garden
    From $123 per night (USD)

    VRBO

    Right in central Montepulciano. Apartment with view and garden

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Very central property located at close walking distance from all town's amenities and important sights and restaurants y ...

    From $123 per night (USD)

    VRBO

    Details
  • Only 3 km from Montepulciano lies this pleasant vacation home in an idyllic side valley.
    From $117 per night (USD)

    Expedia

    Only 3 km from Montepulciano lies this pleasant vacation home in an idyllic side valley.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Only 3 km from Montepulciano lies this pleasant vacation home in an idyllic side valley. This former medieval mill offer ...

    From $117 per night (USD)

    Expedia

    Details
  • 2 bedroom accommodation in Montepulciano SI
    From $88 per night (USD)

    VRBO

    2 bedroom accommodation in Montepulciano SI

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    In an idyllic side valley, just 3 km from the medieval hill town of Montepulciano, lies this pleasant vacation home, a f ...

    From $88 per night (USD)

    VRBO

    Details
  • Magnificent stone farmhouse in the heart of Tuscany
    From $440 per night (USD)

    Expedia

    Magnificent stone farmhouse in the heart of Tuscany

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Casanova dei Boschi is located in the heart of the Val d'Orcia, declared a World Heritage Site by UNESCO. The late 18th ...

    From $440 per night (USD)

    Expedia

    Details
  • Apartment With View - Right in City Center
    From $91 per night (USD)

    VRBO

    Apartment With View - Right in City Center

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    <p>A short distance from mountain biking, winery tours, and more, this smoke-free apartment lets you experience it all. ...

    From $91 per night (USD)

    VRBO

    Details
  • Holiday apartment with private garden and barbecue
    From $140 per night (USD)

    VRBO

    Holiday apartment with private garden and barbecue

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The holiday apartment is located in an apartment house, renovated in 2018 and is modern and functional furnished. The pr ...

    From $140 per night (USD)

    VRBO

    Details
  • Villa con Piscina Privata Immersa Nella Campagna Toscana
    From $1147 per night (USD)

    VRBO

    Villa con Piscina Privata Immersa Nella Campagna Toscana

    Bedrooms:
    10
    Bathrooms:
    8
    Sleeps:
    15

    <p>A short distance from cycling, winery tours, and more, this pet-friendly vacation home lets you experience it all. Th ...

    From $1147 per night (USD)

    VRBO

    Details
  • Green
    From $106 per night (USD)

    Expedia

    Green

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The flat is located on the main floor of the building, it consists of two large rooms lit by large windows overlooking t ...

    From $106 per night (USD)

    Expedia

    Details
  • Red
    From $120 per night (USD)

    VRBO

    Red

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Red Tea is a spacious apartment with cementine and Tuscan terracotta floors and high ceilings with beams and art deco pi ...

    From $120 per night (USD)

    VRBO

    Details
  • Open space in an old palace from the 1700s
    From $82 per night (USD)

    Expedia

    Open space in an old palace from the 1700s

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    <p>Close to ecotours, winery tours, and more, this smoke-free vacation home brings it all within reach. There's convenie ...

    From $82 per night (USD)

    Expedia

    Details
  • Villa Il Nido - Private Tuscany villa with  pool
    From $4434 per night (USD)

    VRBO

    Villa Il Nido - Private Tuscany villa with pool

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    VILLA IL NIDO - MONTEPULCIANO AREA Located in the heart of the Chianti region of Tuscany, close to Montepulciano, Villa ...

    From $4434 per night (USD)

    VRBO

    Details
  • Cedar Apartment with a view
    From $136 per night (USD)

    VRBO

    Cedar Apartment with a view

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    <p>Located in Montepulciano, this welcoming apartment lets you experience it all. Val di Chiana is just steps away and T ...

    From $136 per night (USD)

    VRBO

    Details
  • VILLA ALTERA - Six Bedroom Villa, Sleeps 12
    From $4828 per night (USD)

    VRBO

    VILLA ALTERA - Six Bedroom Villa, Sleeps 12

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    This beautiful 6 bedrooms villa, which dates back to the early 800s, has been completely renovated and develops on an in ...

    From $4828 per night (USD)

    VRBO

    Details
  • Holiday apartment Montepulciano for 1 - 6 persons with 3 bedrooms - Holiday apartment in one or mult
    From $108 per night (USD)

    VRBO

    Holiday apartment Montepulciano for 1 - 6 persons with 3 bedrooms - Holiday apartment in one or mult

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    <p>Nestled in Montepulciano, this 3-bedroom, 2-bathroom apartment brings it all within your reach. Fans of nature and th ...

    From $108 per night (USD)

    VRBO

    Details
  • Holiday Apartment \Residenza San Donato\ with A\/C & Wi-Fi
    From $331 per night (USD)

    VRBO

    Holiday Apartment \"Residenza San Donato\" with A\/C & Wi-Fi

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The holiday apartment "Residenza San Donato" in Montepulciano is a great choice for a stress-free stay with your loved o ...

    From $331 per night (USD)

    VRBO

    Details
  • San Bartolomeo di Caselle - Apt Ground Floor
    Click For Pricing

    Expedia

    San Bartolomeo di Caselle - Apt Ground Floor

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    <p>Located in Montepulciano, this welcoming apartment brings it all within your reach. Val di Chiana is just a short wal ...

    Click For Pricing

    Expedia

    Details
  • St. Bartholomew of Caselle
    Click For Pricing

    VRBO

    St. Bartholomew of Caselle

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    <p>Located in Montepulciano, this 2-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the out ...

    Click For Pricing

    VRBO

    Details
  • Amazing Attic in Montepulciano, 10 people, w\/view on San Biagio
    From $513 per night (USD)

    VRBO

    Amazing Attic in Montepulciano, 10 people, w\/view on San Biagio

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to our sumptuous Penthouse in Montepulciano, an exclusive top-floor residence that offers an unparalleled experi ...

    From $513 per night (USD)

    VRBO

    Details
  • Montepulciano villa rental
    From $3707 per night (USD)

    VRBO

    Montepulciano villa rental

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Summary: Villa Bene is a beautiful Montepulciano villa rental. Recently restored, original 16th century features blend s ...

    From $3707 per night (USD)

    VRBO

    Details
  • Tuscan Dream Villa near Montepulciano
    From $3403 per night (USD)

    Expedia

    Tuscan Dream Villa near Montepulciano

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    12

    Villa Montepulciano offers to our guests a charming, elegant and an exclusive place, where they can enjoy their time to ...

    From $3403 per night (USD)

    Expedia

    Details
  • Private Villa with sauna, private pool, hot tub, WIFI, A\/C, TV, veranda, close to Montepulciano
    From $3374 per night (USD)

    VRBO

    Private Villa with sauna, private pool, hot tub, WIFI, A\/C, TV, veranda, close to Montepulciano

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Conveniently located 3 km (2 mi) from Bivio Di San Biagio, Italy in the tourist area "Orcia Valley" and only 5 km (3 mi) ...

    From $3374 per night (USD)

    VRBO

    Details
  • Private villa with swimming pool in Tuscany
    From $3722 per night (USD)

    Expedia

    Private villa with swimming pool in Tuscany

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Located in the heart of the Tuscan countryside close to the town of Montepulciano, Villa Aretina is a charming villa wit ...

    From $3722 per night (USD)

    Expedia

    Details
  • Villa in Montepulciano with 7 bedrooms sleeps 14
    From $3444 per night (USD)

    VRBO

    Villa in Montepulciano with 7 bedrooms sleeps 14

    Bedrooms:
    7
    Bathrooms:
    7
    Sleeps:
    14

    The roads between the hills and valleys lead you to the noble city of Montepulciano, amongst the most intriguing in Tusc ...

    From $3444 per night (USD)

    VRBO

    Details
  • Villa in Totona with 6 bedrooms sleeps 12
    From $3282 per night (USD)

    Expedia

    Villa in Totona with 6 bedrooms sleeps 12

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Villa Benedetta offers to our guests a charming, elegant and an exclusive place, where they can enjoy their time to rela ...

    From $3282 per night (USD)

    Expedia

    Details
  • Very cute apartment in the core of Old Montepulciano with strong wi fi fiber
    From $75 per night (USD)

    VRBO

    Very cute apartment in the core of Old Montepulciano with strong wi fi fiber

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    <p>Located in Montepulciano, this welcoming apartment brings it all within your reach. There's convenient onsite parking ...

    From $75 per night (USD)

    VRBO

    Details
  • Dimora Collazzi by Interhome
    From $81 per night (USD)

    Expedia

    Dimora Collazzi by Interhome

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Montepulciano: Small, cosy apartment house "Dimora Collazzi". In the centre of Montepulciano, 300 m from the centre, in ...

    From $81 per night (USD)

    Expedia

    Details
  • Stunning private villa for 4 people with WIFI, TV and pets allowed
    From $113 per night (USD)

    VRBO

    Stunning private villa for 4 people with WIFI, TV and pets allowed

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Property Summary Casa Campau is a charming two-storey semi-detached house located in the heart of Montepulciano, a beaut ...

    From $113 per night (USD)

    VRBO

    Details
  • Farmhouse Eco-Pescaia Studio Apartment in Montepulciano
    From $123 per night (USD)

    VRBO

    Farmhouse Eco-Pescaia Studio Apartment in Montepulciano

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Farm stay in Montepulciano This smoke-free farm stay features a garden. Limited housekeeping is available. Air-conditi ...

    From $123 per night (USD)

    VRBO

    Details
  • Agriturismo Eco-Pescaia Two-bedroom apartment in Montepulciano
    From $122 per night (USD)

    VRBO

    Agriturismo Eco-Pescaia Two-bedroom apartment in Montepulciano

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Farm stay in Montepulciano This smoke-free farm stay features a garden. Housekeeping is available on request. Air-cond ...

    From $122 per night (USD)

    VRBO

    Details