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Results: 119 Rentals

  • Your piece of Heaven: Pure Relax in a charming & historical Villa
    From $455 per night (USD)

    VRBO

    Your piece of Heaven: Pure Relax in a charming & historical Villa

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    The old cottage is situated on top of the hill that is in front of the beautiful town of Pienza, a UNESCO World Heritage ...

    From $455 per night (USD)

    VRBO

    Details
  • Bertusi Source- The Cypress
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    Expedia

    Bertusi Source- The Cypress

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Fonte Bertusi was a pioneer in the concept of "green" (ecological) holidays in the Val d’Orcia. The business was establi ...

    Click For Pricing

    Expedia

    Details
  • Villa Mazzi, hospitality and good taste vacation in the Tuscan countryside
    From $258 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 $258 per night (USD)

    VRBO

    Details
  • Fonte Bertusi- Il Mandorlo
    Click For Pricing

    Expedia

    Fonte Bertusi- Il Mandorlo

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Fonte Bertusi was a pioneer in the concept of "green" (ecological) holidays in the Val d’Orcia. The business was establi ...

    Click For Pricing

    Expedia

    Details
  • Fonte Bertus - La Fonte
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    VRBO

    Fonte Bertus - La Fonte

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Fonte Bertusi was a pioneer in the concept of "green" (ecological) holidays in the Val d’Orcia. The business was establi ...

    Click For Pricing

    VRBO

    Details
  • Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany
    From $1350 per night (USD)

    Expedia

    Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany

    Bedrooms:
    10
    Bathrooms:
    9
    Sleeps:
    20

    Entire VILLA at your 100% PRIVATE disposal with 9 Bedrooms, 11 Bathrooms (9 en-suite), PANORAMIC equipped POOL, private ...

    From $1350 per night (USD)

    Expedia

    Details
  • Zampugna
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    VRBO

    Zampugna

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    <p>While you're here, you can enjoy all the comforts of home and more, including a seasonal outdoor pool and a refrigera ...

    Click For Pricing

    VRBO

    Details
  • Podere Lamino with Swimming pool
    Click For Pricing

    Expedia

    Podere Lamino with Swimming pool

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    The Podere Lamino farmhouse enjoys a breathtaking view of the Val d'Orcia. Every morning, when you look out on the garde ...

    Click For Pricing

    Expedia

    Details
  • Peaceful Pienza Garden Escape
    From $120 per night (USD)

    VRBO

    Peaceful Pienza Garden Escape

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    This cozy, pet-friendly apartment near Pienza is perfect for a small family or group of up to 3 guests. Located on the g ...

    From $120 per night (USD)

    VRBO

    Details
  • Authentic pool house
    From $66 per night (USD)

    Expedia

    Authentic pool house

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Located in the serene hills of Pienza, this pet-friendly apartment offers a peaceful getaway for up to 6 guests. Set on ...

    From $66 per night (USD)

    Expedia

    Details
  • Luxury Farmhouse In Tuscany,val D'orcia With Two Large Independent Apartments
    From $993 per night (USD)

    VRBO

    Luxury Farmhouse In Tuscany,val D'orcia With Two Large Independent Apartments

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    12

    This luxury Tuscan farmhouse called “Fonte Senesi” lies in the wonderful Val d'Orcia (protected area by UNESCO since 199 ...

    From $993 per night (USD)

    VRBO

    Details
  • Independent villa set in the most beautiful frame of Val d'Orcia
    From $970 per night (USD)

    VRBO

    Independent villa set in the most beautiful frame of Val d'Orcia

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    Independent villa with 8 sleeps. Fontecipressi lies on a sunny hillside just below the Villa of La Foce, facing the much ...

    From $970 per night (USD)

    VRBO

    Details
  • Exclusive use farmhouse with private pool.
    From $913 per night (USD)

    VRBO

    Exclusive use farmhouse with private pool.

    Bedrooms:
    8
    Bathrooms:
    10
    Sleeps:
    21

    Podere Contignano is located in the heart of the Val d'Orcia, a UNESCO site, and is located in the middle of fields plan ...

    From $913 per night (USD)

    VRBO

    Details
  • Elegant apartment with garden view and rooftop terrace
    From $160 per night (USD)

    Expedia

    Elegant apartment with garden view and rooftop terrace

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    <p>Close to ecotours, rock climbing, and more, this pet-friendly apartment brings it all within reach. Thanks to the con ...

    From $160 per night (USD)

    Expedia

    Details
  • Villa Arpicella Pienza Siena Italy Tuscany, a stunning, green, peacefull corner
    From $224 per night (USD)

    VRBO

    Villa Arpicella Pienza Siena Italy Tuscany, a stunning, green, peacefull corner

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    SURROUNDINGS Villa Arpicella is within a few miles of the historic and artistic villages of the Val D'Orcia in the south ...

    From $224 per night (USD)

    VRBO

    Details
  • Cosy apartment for 5 guests with WIFI, pool, TV and panoramic view, close to Montepulciano
    From $140 per night (USD)

    Expedia

    Cosy apartment for 5 guests with WIFI, pool, TV and panoramic view, close to Montepulciano

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Welcoming farmhouse situated in panoramic location in the beautiful area of Val D’Orcia. This property comprises 4 units ...

    From $140 per night (USD)

    Expedia

    Details
  • Lovely apartment for 6 people with WIFI, pool and panoramic view, close to Montepulciano
    From $177 per night (USD)

    VRBO

    Lovely apartment for 6 people with WIFI, pool and panoramic view, close to Montepulciano

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcoming farmhouse situated in panoramic location in the beautiful area of Val D’Orcia. This property comprises 4 units ...

    From $177 per night (USD)

    VRBO

    Details
  • Private Villa with A/C, WIFI, private pool, TV, pets allowed, panoramic view, close to Montepulciano
    From $766 per night (USD)

    Expedia

    Private Villa with A/C, WIFI, private pool, TV, pets allowed, panoramic view, close to Montepulciano

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    10

    Large Tuscan farmhouse dating back to the 15trh century built on the ruins of an ancient convent of the year 1200. This ...

    From $766 per night (USD)

    Expedia

    Details
  • Beautiful  villa for 8 people with WIFI, private pool, TV and panoramic view, close to Montepulc...
    From $386 per night (USD)

    VRBO

    Beautiful villa for 8 people with WIFI, private pool, TV and panoramic view, close to Montepulc...

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Independent portion of a stone farmhouse dating back to the 15th century. This property, which has been, completely rest ...

    From $386 per night (USD)

    VRBO

    Details
  • Stunning private villa with private pool, WIFI, TV, veranda, panoramic view, close to Montepulciano
    From $216 per night (USD)

    Expedia

    Stunning private villa with private pool, WIFI, TV, veranda, panoramic view, close to Montepulciano

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Charming former stone barn with private pool situated in peaceful location south of Siena, amidst the beautiful hills of ...

    From $216 per night (USD)

    Expedia

    Details
  • Beautiful apartment for 4 guests with pool, WIFI, TV and panoramic view, close to Montepulciano
    From $119 per night (USD)

    VRBO

    Beautiful apartment for 4 guests with pool, WIFI, TV and panoramic view, close to Montepulciano

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcoming farmhouse situated in panoramic location in the beautiful area of Val D’Orcia. This property comprises 4 units ...

    From $119 per night (USD)

    VRBO

    Details
  • Country house with private Swimming pool
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    Expedia

    Country house with private Swimming pool

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Villa Apparita is a typical Tuscan farm from the 1800s in a panoramic position in the heart of Tuscany, in the municipal ...

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    Expedia

    Details
  • Amazing Panorama in Monticchiello
    From $108 per night (USD)

    VRBO

    Amazing Panorama in Monticchiello

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Villa PoliFlora Panorama is an independent apartment on the first floor overlooking the famous cypresses of Monticchiell ...

    From $108 per night (USD)

    VRBO

    Details
  • Podere Osteria In Pienza, Tuscany
    From $317 per night (USD)

    VRBO

    Podere Osteria In Pienza, Tuscany

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Property for exclusive use "Podere Osteria” is a country house which was originally one of the first examples of Europe ...

    From $317 per night (USD)

    VRBO

    Details
  • House / Villa - Pienza
    From $481 per night (USD)

    VRBO

    House / Villa - Pienza

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    (Text automatically translated) In Val d'Orcia where olive trees are lit up with silvery reflections, where the relation ...

    From $481 per night (USD)

    VRBO

    Details
  • Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia
    From $531 per night (USD)

    VRBO

    Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    13

    The farmhouse has a composite structure. Its oldest part is the watching tower with a scarp wall. It was built in the an ...

    From $531 per night (USD)

    VRBO

    Details
  • Private Villa with private pool, A/C, internet, TV, patio, panoramic view, close to Montepulciano
    From $737 per night (USD)

    VRBO

    Private Villa with private pool, A/C, internet, TV, patio, panoramic view, close to Montepulciano

    Bedrooms:
    9
    Bathrooms:
    7
    Sleeps:
    14

    Conveniently located 2 km (1 mi) from Monticchiello, Italy in the tourist area "Orcia Valley" and only 14 km (9 mi) from ...

    From $737 per night (USD)

    VRBO

    Details
  • Villa Podere Belvedere
    From $219 per night (USD)

    Expedia

    Villa Podere Belvedere

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    Overview Villa Podere Belvedere is located in Province of Siena, Tuscany. This detached vacation rental property o ...

    From $219 per night (USD)

    Expedia

    Details
  • Splendid farmhouse in the heart of the Val d'Orcia
    From $938 per night (USD)

    VRBO

    Splendid farmhouse in the heart of the Val d'Orcia

    Bedrooms:
    9
    Bathrooms:
    7
    Sleeps:
    14

    The large farmhouse of Spinarello was famous as far back as the tenth century as an important post-house for changing co ...

    From $938 per night (USD)

    VRBO

    Details
  • Gorgeous home in Montepulciano SI
    From $87 per night (USD)

    VRBO

    Gorgeous home 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 $87 per night (USD)

    VRBO

    Details
  • Luxury Tuscan villa, spectacular views, beautiful pool and garden.
    From $964 per night (USD)

    VRBO

    Luxury Tuscan villa, spectacular views, beautiful pool and garden.

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    8

    Surrounded by lovely gardens in 29 hectares (70 acres) of unspoilt, peaceful & private woodland, olive groves and farmla ...

    From $964 per night (USD)

    VRBO

    Details
  • Casa Bonari, amazing Tuscan view
    From $164 per night (USD)

    Expedia

    Casa Bonari, amazing Tuscan view

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Casa Bonari is located in Monticchiello, in Val d’Orcia, the heart of Tuscany. It’s an indipendent apartment inside a co ...

    From $164 per night (USD)

    Expedia

    Details
  • Pienza villa rental with pool
    From $814 per night (USD)

    VRBO

    Pienza villa rental with pool

    Bedrooms:
    9
    Bathrooms:
    7
    Sleeps:
    14

    Summary: This is a stunning 7 bedroom Pienza villa rental which can work well for either one large group or two smaller ...

    From $814 per night (USD)

    VRBO

    Details
  • Villa PoliFlora is a modern apartment in Monticchiello of Pienza in Tuscany.
    From $97 per night (USD)

    Expedia

    Villa PoliFlora is a modern apartment in Monticchiello of Pienza in Tuscany.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Villa PoliFlora consists of an Apartment up to 3 people in classical style with one triple bedroom and one bathroom, wit ...

    From $97 per night (USD)

    Expedia

    Details
  • Villa I Cipressini Tuscany Private luxury pool spa
    From $1303 per night (USD)

    VRBO

    Villa I Cipressini Tuscany Private luxury pool spa

    Bedrooms:
    7
    Bathrooms:
    5
    Sleeps:
    10

    The vacation villa is furnished in a simple, yet graceful country chic featuring comfortable spaces and terraces where y ...

    From $1303 per night (USD)

    VRBO

    Details
  • Private Tuscan Farmhouse with Stunning Views
    From $309 per night (USD)

    VRBO

    Private Tuscan Farmhouse with Stunning Views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Nestled in the captivating hills of the Val d'Orcia region, between the historic towns of Montisi and Castelmuzio, lies ...

    From $309 per night (USD)

    VRBO

    Details
  • 2 bedroom cozy apartment in Castelmuzio
    From $133 per night (USD)

    VRBO

    2 bedroom cozy apartment in Castelmuzio

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    5

    Enjoy your holiday in the holiday apartment above the hills of Tuscany. Look forward to moving into this very special ...

    From $133 per night (USD)

    VRBO

    Details
  • Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena
    From $558 per night (USD)

    VRBO

    Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    13

    The farmhouse has been completely restored in 2009, according to the principles of bio-architecture; employing building ...

    From $558 per night (USD)

    VRBO

    Details
  • Charming Villa with private pool between Pienza and Montepulciano
    From $833 per night (USD)

    VRBO

    Charming Villa with private pool between Pienza and Montepulciano

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Villa Il Gelso is one of the three Villas of Casali Cellini . Careful restoration finished in May 2015 , using original ...

    From $833 per night (USD)

    VRBO

    Details
  •  House with private pool  with beautiful view Val d 'Orcia
    From $403 per night (USD)

    Expedia

    House with private pool with beautiful view Val d 'Orcia

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    The house has a private swimming pool for the exclusive use of one client. It is 1 km from the medieval village of Monti ...

    From $403 per night (USD)

    Expedia

    Details
  • Casal d'Asso In San Giovanni d'asso, Tuscany
    From $760 per night (USD)

    VRBO

    Casal d'Asso In San Giovanni d'asso, Tuscany

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    7

    Property for exclusive use Casale d’Asso is an ancient 18th-century holiday house, recently restored, on the edge of sma ...

    From $760 per night (USD)

    VRBO

    Details
  • Palazzone, Torrita di Siena, Siena and Chianti
    From $1313 per night (USD)

    Expedia

    Palazzone, Torrita di Siena, Siena and Chianti

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Encircled by lush flat lawns with incredible 360 degree views of mountains and forests, Palazzone is a grand stone villa ...

    From $1313 per night (USD)

    Expedia

    Details
  • PALAZZO CONTI - CORBEZZOLO
    From $311 per night (USD)

    VRBO

    PALAZZO CONTI - CORBEZZOLO

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    The worldwide famous Val d'Orcia. The Val d'Orcia is a wide valley located in the province of Siena, in the north-east o ...

    From $311 per night (USD)

    VRBO

    Details
  • Iperbole country house, between Pienza and Montepulciano
    From $1984 per night (USD)

    Expedia

    Iperbole country house, between Pienza and Montepulciano

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    9

    The house sleeps comfortably 9 people in 4 double bedrooms and 1 single ( full bed) , each with its own bathroom. .The ...

    From $1984 per night (USD)

    Expedia

    Details
  • Jasmine - In the hills with swimming pool and bio-lake
    From $188 per night (USD)

    VRBO

    Jasmine - In the hills with swimming pool and bio-lake

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Large apartment in the farmhouse structure between the districts of Pienza, San Quirico and Montepulciano, in a splendid ...

    From $188 per night (USD)

    VRBO

    Details
  • Palazzo Conti - Il Melograno apartment
    From $106 per night (USD)

    VRBO

    Palazzo Conti - Il Melograno apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Strategically located in the center of the Val d'Orcio, between Pienza and San Quirico d'Orcia, the Palazzo Conti farmho ...

    From $106 per night (USD)

    VRBO

    Details
  • Podere Bagnolo 8, Emma Villas
    From $674 per night (USD)

    VRBO

    Podere Bagnolo 8, Emma Villas

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...

    From $674 per night (USD)

    VRBO

    Details
  • Luxury Privacy in the Heart of Tuscany
    Click For Pricing

    Expedia

    Luxury Privacy in the Heart of Tuscany

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    <p>While you're here, you can enjoy all the comforts of home and more, including a seasonal outdoor pool and a full-size ...

    Click For Pricing

    Expedia

    Details
  • Lavender Apartment with a view of the Val d'Orcia
    From $221 per night (USD)

    VRBO

    Lavender Apartment with a view of the Val d'Orcia

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    <p>A short distance from ecotours, wildlife walks, and more, this family-friendly vacation home lets you experience it a ...

    From $221 per night (USD)

    VRBO

    Details
  • Villa with panoramic views of Pienza and Val d'Orcia
    From $440 per night (USD)

    VRBO

    Villa with panoramic views of Pienza and Val d'Orcia

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    <p>Close to ecotours, wildlife walks, and more, this family-friendly vacation home brings it all within reach. Art Studi ...

    From $440 per night (USD)

    VRBO

    Details
  • Ginestra apartment overlooking the Val d'Orcia
    From $221 per night (USD)

    VRBO

    Ginestra apartment overlooking the Val d'Orcia

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    <p>A short distance from ecotours, wildlife walks, and more, this family-friendly apartment lets you experience it all. ...

    From $221 per night (USD)

    VRBO

    Details
  • A very comfortable apartment in Tuscan style
    From $151 per night (USD)

    Expedia

    A very comfortable apartment in Tuscan style

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    The apartment named "Pienza" in Monticchiello is located on the first floor of Villa PoliFlora, with an exclusive view o ...

    From $151 per night (USD)

    Expedia

    Details
  • The house in the village - Angelica apartment - Vald'Orcia
    From $122 per night (USD)

    VRBO

    The house in the village - Angelica apartment - Vald'Orcia

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The house is located in the small medieval village of Monticchiello, within the imposing city walls. Immersed in the cla ...

    From $122 per night (USD)

    VRBO

    Details
  • Stunning Refurbished Farmhouse With All Luxury Amenities & Staff Included
    From $4250 per night (USD)

    VRBO

    Stunning Refurbished Farmhouse With All Luxury Amenities & Staff Included

    Bedrooms:
    9
    Bathrooms:
    9
    Sleeps:
    18

    This beautifully restored villa sits in an ideal location in the hills outside of Pienza in the famed, world heritage pr ...

    From $4250 per night (USD)

    VRBO

    Details
  • Malva - Zampugna Estate
    From $355 per night (USD)

    VRBO

    Malva - Zampugna Estate

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Malva Malva has a spacious living room with fireplace and kitchenette on the ground floor and a double bedroom and bath ...

    From $355 per night (USD)

    VRBO

    Details
  • Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool
    From $308 per night (USD)

    Expedia

    Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Friends of Tuscany Ltd. takes care of every detail of your villa booking, providing personalized information to ensure y ...

    From $308 per night (USD)

    Expedia

    Details
  • \Il Focolare\ Superior Apartment in Monticchiello
    From $117 per night (USD)

    VRBO

    \"Il Focolare\" Superior Apartment in Monticchiello

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The house is located in the small medieval village of Monticchiello, within the imposing city walls. Immersed in the cla ...

    From $117 per night (USD)

    VRBO

    Details
  • Modern Vacation Home
    From $600 per night (USD)

    Expedia

    Modern Vacation Home

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    This pet-friendly holiday home has 4 bedrooms and can accommodate 8 people. Ideal for large families, it has a private s ...

    From $600 per night (USD)

    Expedia

    Details
  • Villa in Monticchiello with pool,Airconditioning,BBQ,Garten,Table tennis,sleep14
    From $1009 per night (USD)

    VRBO

    Villa in Monticchiello with pool,Airconditioning,BBQ,Garten,Table tennis,sleep14

    Bedrooms:
    8
    Bathrooms:
    7
    Sleeps:
    14

    Set in a one of the most beautiful areas of Tuscany, near Monticchiello, this stunning villa enjoys a breath-taking view ...

    From $1009 per night (USD)

    VRBO

    Details
  • Villa Le Fontanelle by Fantasia Villas
    From $711 per night (USD)

    VRBO

    Villa Le Fontanelle by Fantasia Villas

    Bedrooms:
    9
    Bathrooms:
    7
    Sleeps:
    14

    Villa Le Fontanelle is a beautiful country house with a breathtaking view, thanks to its location overlooking the Orcia ...

    From $711 per night (USD)

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  • Holiday house Pienza for 1 - 10 persons with 4 bedrooms - Twin house
    From $339 per night (USD)

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    Holiday house Pienza for 1 - 10 persons with 4 bedrooms - Twin house

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    ED Refnr. 2899603 This lovely holiday home in Val d’Orcia in the Middle Ages was probably a resting place for pilgrims ...

    From $339 per night (USD)

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  • Dimora Buonriposo Pienza Country House
    From $2442 per night (USD)

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    Dimora Buonriposo Pienza Country House

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    <p>A short distance from ecotours, wildlife walks, and more, this welcoming vacation home lets you experience it all. Ju ...

    From $2442 per night (USD)

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  • Spacious house in Pienza
    From $68 per night (USD)

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    Spacious house in Pienza

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    This 2-bedroom farmhouse with a shared garden is set in Pienza. It is suitable for a small family. The farmhouse has a s ...

    From $68 per night (USD)

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  • Country House Hotel with 360° view of Val d'Orcia and Pienza
    From $2873 per night (USD)

    VRBO

    Country House Hotel with 360° view of Val d'Orcia and Pienza

    Bedrooms:
    8
    Bathrooms:
    8
    Sleeps:
    25

    Hotel in Trequanda with an outdoor pool Along with an outdoor pool, this smoke-free hotel has concierge services and a g ...

    From $2873 per night (USD)

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  • Affittacamere Maria Gabriella, B&B and Holiday Home in Val d'Orcia
    From $822 per night (USD)

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    Affittacamere Maria Gabriella, B&B and Holiday Home in Val d'Orcia

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    Ashort way from Porta St. Agata, the main gate to the medieval village of Monticchiello, Guido is glad to welcome you i ...

    From $822 per night (USD)

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  • Casa Ora d’Oro - PANORAMIC VIEWS / POOL / PRIVATE GARDEN
    From $425 per night (USD)

    Expedia

    Casa Ora d’Oro - PANORAMIC VIEWS / POOL / PRIVATE GARDEN

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Our villa is nestled in the rolling hills of Tuscany, located in the Val d’Orcia and Crete Senesi region. Located in the ...

    From $425 per night (USD)

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  • The heart of the Val d’Orcia
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    The heart of the Val d’Orcia

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    In the heart of the Val d'Orcia few Km. from Pienza and Montepulciano, surrounded by oak and cypress trees is situated C ...

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  • Villa \Podere La Montalla\ with Private Pool & Wi-Fi
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    Expedia

    Villa \"Podere La Montalla\" with Private Pool & Wi-Fi

    Bedrooms:
    8
    Bathrooms:
    10
    Sleeps:
    21

    The villa "Podere La Montalla" is located in Radicofani and offers guests a spectacular view over the upper Val d'Orcia. ...

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  • Superb villa in Val d'Orcia. heated pool. design interiors
    From $1529 per night (USD)

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    Superb villa in Val d'Orcia. heated pool. design interiors

    Bedrooms:
    8
    Bathrooms:
    8
    Sleeps:
    19

    Independent villa sleeping 16 + 3. On the ground floor living room with fireplace, dining room, kitchen with two ovens, ...

    From $1529 per night (USD)

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  • Amazing Luxury Villa in Sarteano
    From $1726 per night (USD)

    Expedia

    Amazing Luxury Villa in Sarteano

    Bedrooms:
    9
    Bathrooms:
    9
    Sleeps:
    18

    Independent villa sleeping 18 consisting of the main building and two outbuildings. On the ground floor four living roo ...

    From $1726 per night (USD)

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  • Beautiful villa with swimming pool in Val d'Orcia
    From $2062 per night (USD)

    VRBO

    Beautiful villa with swimming pool in Val d'Orcia

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Independent villa with 12 sleeps. On the ground floor there are a large living room with fireplace and direct access to ...

    From $2062 per night (USD)

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  • Podere Fontebernardi, authentic Tuscan farmhouse overlooking Pienza.
    From $479 per night (USD)

    Expedia

    Podere Fontebernardi, authentic Tuscan farmhouse overlooking Pienza.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    <p>Close to ecotours, birdwatching, and more, this pet-friendly vacation home brings it all within reach. Jump into your ...

    From $479 per night (USD)

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    Details
  • Apartment in Monticchiello with 2 bedrooms sleeps 4
    From $160 per night (USD)

    VRBO

    Apartment in Monticchiello with 2 bedrooms sleeps 4

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The flat in the historic centre of Monticchiello offers a truly pleasant and complete experience. The furnished private ...

    From $160 per night (USD)

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  • Beautiful apartment for 4 people with A/C, WIFI and TV, close to Montepulciano
    From $182 per night (USD)

    Expedia

    Beautiful apartment for 4 people with A/C, WIFI and TV, close to Montepulciano

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Monticchiello Apartment With Garden, Wifi, Pienza, is a beautiful stone building (85 sq m) with WiFi internet and air c ...

    From $182 per night (USD)

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  • Pienza a - Monticchiello ,Tuscany
    From $113 per night (USD)

    VRBO

    Pienza a - Monticchiello ,Tuscany

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcoming farmhouse situated in panoramic location in the beautiful area of Val D’Orcia. This property comprises 4 units ...

    From $113 per night (USD)

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  • Pienza c - Monticchiello ,Tuscany
    From $188 per night (USD)

    Expedia

    Pienza c - Monticchiello ,Tuscany

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcoming farmhouse situated in panoramic location in the beautiful area of Val D’Orcia. This property comprises 4 units ...

    From $188 per night (USD)

    Expedia

    Details
  • Romantic apartment located in the heart of Pienza.
    From $227 per night (USD)

    VRBO

    Romantic apartment located in the heart of Pienza.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    <p>Located in Pienza, this welcoming apartment lets you experience it all. Pienza Cathedral and Historic Centre of Pienz ...

    From $227 per night (USD)

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    Details
  • Montepulciano villa rental
    From $4875 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 $4875 per night (USD)

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  • Villa \Podere Spagliarda\ with Private Pool, Terrace & Wi-Fi
    From $622 per night (USD)

    VRBO

    Villa \"Podere Spagliarda\" with Private Pool, Terrace & Wi-Fi

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    12

    The villa "Podere Spagliarda" is situated in San Quirico d'Orcia, in the heart of Val d'Orcia, and is a great destinatio ...

    From $622 per night (USD)

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  • Private Villa with A/C, hot tub, private pool, WIFI, sauna, TV, veranda, close to Montepulciano
    From $4315 per night (USD)

    Expedia

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

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Villa Bartolomeo is a nice stone building (400 sq m) with WiFi internet, air conditioning and private pool. The propert ...

    From $4315 per night (USD)

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    Details
  • Apartment \Agriturismo Il Casato Mag-il Vaglio\ with Mountain View, Terrace and Wi-Fi
    From $626 per night (USD)

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    Apartment \"Agriturismo Il Casato Mag-il Vaglio\" with Mountain View, Terrace and Wi-Fi

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Located in Pienza, in the heart of the Val d'Orcia, this stone villa is just 5 minutes from the historic center, which y ...

    From $626 per night (USD)

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  • Apartment \Agriturismo Il Casato Mag-il Giogo\ with Mountain View, Terrace and Wi-Fi
    From $818 per night (USD)

    Expedia

    Apartment \"Agriturismo Il Casato Mag-il Giogo\" with Mountain View, Terrace and Wi-Fi

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Located in Pienza, in the heart of the Val d'Orcia, this stone villa is just 5 minutes from the historic center, which y ...

    From $818 per night (USD)

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  • Cascina 'Il Casato - Il Torchio' with Mountain View, Wi-Fi and Air Conditioning
    From $571 per night (USD)

    VRBO

    Cascina 'Il Casato - Il Torchio' with Mountain View, Wi-Fi and Air Conditioning

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Located in Pienza, in the heart of the Val d'Orcia, this stone villa is just 5 minutes from the historic center, which y ...

    From $571 per night (USD)

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  • Villa \Privata Locanda In Tuscany\ with Private Pool, Private Terraces & Wi-Fi
    From $6444 per night (USD)

    Expedia

    Villa \"Privata Locanda In Tuscany\" with Private Pool, Private Terraces & Wi-Fi

    Bedrooms:
    9
    Bathrooms:
    9
    Sleeps:
    24

    The villa "Privata Locanda in Tuscany" is located in Castiglione D'Orcia and is perfect for an unforgettable holiday wit ...

    From $6444 per night (USD)

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  • Villa in Montepulciano with 7 bedrooms sleeps 14
    From $4147 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 $4147 per night (USD)

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  • Podere Manafiore - historical villa with swimming  pool
    From $1013 per night (USD)

    Expedia

    Podere Manafiore - historical villa with swimming pool

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    10

    The estate, renovated to revive its ancient splendor while maintaining its distinctive atmosphere, can accommodate up to ...

    From $1013 per night (USD)

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    Details
  • Villa in Totona with 6 bedrooms sleeps 12
    From $4461 per night (USD)

    VRBO

    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 $4461 per night (USD)

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  • Farmhouse 'Agriturismo Selvoli - La Civetta' with Shared Pool, Private Terrace and Wi-Fi
    From $158 per night (USD)

    Expedia

    Farmhouse 'Agriturismo Selvoli - La Civetta' with Shared Pool, Private Terrace and Wi-Fi

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in Pienza, the farmhouse Agriturismo Selvoli - La Civetta has everything you need for a comfortable holiday. The ...

    From $158 per night (USD)

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  • Farmhouse 'Agriturismo Selvoli - Il Bruco' with Shared Pool and Wi-Fi
    From $228 per night (USD)

    VRBO

    Farmhouse 'Agriturismo Selvoli - Il Bruco' with Shared Pool and Wi-Fi

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The farmhouse Agriturismo Selvoli - Il Bruco is located in Pienza and is perfect for an unforgettable holiday with your ...

    From $228 per night (USD)

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  • Villa in Monticchiello with 7 bedrooms sleeps 14
    From $714 per night (USD)

    Expedia

    Villa in Monticchiello with 7 bedrooms sleeps 14

    Bedrooms:
    7
    Bathrooms:
    7
    Sleeps:
    14

    Villa Fontanini is a beautiful country house with a breathtaking view, thanks to its location overlooking the Orcia Vall ...

    From $714 per night (USD)

    Expedia

    Details
  • Elegant historic residence in the hills of Val d'Orcia
    From $1344 per night (USD)

    VRBO

    Elegant historic residence in the hills of Val d'Orcia

    Bedrooms:
    8
    Bathrooms:
    7
    Sleeps:
    16

    Villa Iapicca is a recently renovated historical residence standing between the medieval town of Montepulciano and the h ...

    From $1344 per night (USD)

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    Details
  • Casale del Conte - Three Bedroom Villa, Sleeps 6
    From $135 per night (USD)

    Expedia

    Casale del Conte - Three Bedroom Villa, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Overview Casale del Conte is located in Siena, Tuscany. This detached vacation rental property offers Free Wi-Fi a ...

    From $135 per night (USD)

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    Details
  • Modern Farmhouse in Pienza With Pool
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    Modern Farmhouse in Pienza With Pool

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    <p>While you're here, you can enjoy all the comforts of home and more, including an oven and free WiFi, as well as digit ...

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    Details
  • Villa Podere del Papa by MMega
    From $1550 per night (USD)

    Expedia

    Villa Podere del Papa by MMega

    Bedrooms:
    8
    Bathrooms:
    9
    Sleeps:
    18

    External Description Villa Podere del Papa is located in the heart of the Val d\'Orcia, within the Lucciola Bella Nat ...

    From $1550 per night (USD)

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    Details
  • AMORE RENTALS - Villa Olimpia with Pool, Garden, Ideal for Weddings
    From $2044 per night (USD)

    VRBO

    AMORE RENTALS - Villa Olimpia with Pool, Garden, Ideal for Weddings

    Bedrooms:
    8
    Bathrooms:
    8
    Sleeps:
    19

    This sumptuously designed and decorated Tuscan country house, set in a prime hilltop location in the Val d’Orcia, is an ...

    From $2044 per night (USD)

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    Details
  • AMORE RENTALS - Villa Valle with Pool, Garden, Ideal for Weddings
    From $2165 per night (USD)

    Expedia

    AMORE RENTALS - Villa Valle with Pool, Garden, Ideal for Weddings

    Bedrooms:
    9
    Bathrooms:
    9
    Sleeps:
    18

    Enjoy views over the rolling hills of the Val d’Orcia in Tuscany from this sensitively restored large group villa with h ...

    From $2165 per night (USD)

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    Details
  • Villa Fontana
    From $874 per night (USD)

    VRBO

    Villa Fontana

    Bedrooms:
    9
    Bathrooms:
    7
    Sleeps:
    14

    Ideal for a luxury holiday combined with great hospitality.The extensive lawn is mainly grass to maintain the open space ...

    From $874 per night (USD)

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  • Villa Il Beneficio
    From $4697 per night (USD)

    VRBO

    Villa Il Beneficio

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    The house in Montepulciano has 6 bedrooms and has capacity for 12 people. Together with all modern technology the villa ...

    From $4697 per night (USD)

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    Details
  • Studio 'La Casina Mag' with Wi-Fi
    From $182 per night (USD)

    VRBO

    Studio 'La Casina Mag' with Wi-Fi

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Characteristic studio located in the historic center of Pienza, adjacent to Piazza Pio II, ideal for weekends and couple ...

    From $182 per night (USD)

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    Details
  • 2-bedroom apartment. Historic center of Pienza.
    From $160 per night (USD)

    Expedia

    2-bedroom apartment. Historic center of Pienza.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    <p>Located in Pienza, this welcoming apartment lets you experience it all. You're conveniently located within a 5-minute ...

    From $160 per night (USD)

    Expedia

    Details