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Results: 857 Rentals

  • Wonderful villa with pool in Montepulciano
    From $1461 per night (USD)

    VRBO

    Wonderful villa with pool in Montepulciano

    Bedrooms:
    7
    Bathrooms:
    7
    Sleeps:
    13

    Farm stay in Montepulciano This smoke-free farm stay features laundry facilities. Air-conditioned accommodations at thi ...

    From $1461 per night (USD)

    VRBO

    Details
  • Wonderful villa with exclusive pool near Siena
    From $784 per night (USD)

    Expedia

    Wonderful villa with exclusive pool near Siena

    Bedrooms:
    8
    Bathrooms:
    9
    Sleeps:
    18

    <p>Located in Chiusi, this 9-bedroom, 8-bathroom villa lets you experience it all. Fans of nature and the outdoors will ...

    From $784 per night (USD)

    Expedia

    Details
  • Suite Horto Garden in Borgo Dolciano
    From $191 per night (USD)

    VRBO

    Suite Horto Garden in Borgo Dolciano

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A reality that was born and developed in the 19th century, inside the hunting residence of Leopoldo II, Grand Duke of Tu ...

    From $191 per night (USD)

    VRBO

    Details
  • Agriturismo Borgo Sette Tigli - apt 2
    From $349 per night (USD)

    Expedia

    Agriturismo Borgo Sette Tigli - apt 2

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Experience the magic of Tuscany at Borgo Sette Tigli, where relaxation meets the timeless charm of the countryside. In ...

    From $349 per night (USD)

    Expedia

    Details
  • Vacation Home in Piazze with 5 bedrooms sleeps 10
    From $830 per night (USD)

    VRBO

    Vacation Home in Piazze with 5 bedrooms sleeps 10

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Right next to the house, there is a magnificent infinity pool that seems to blend perfectly with the surrounding landsca ...

    From $830 per night (USD)

    VRBO

    Details
  • Country House with Swimming Pool
    From $166 per night (USD)

    VRBO

    Country House with Swimming Pool

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    <p>Located in Chiusi, this welcoming vacation home brings it all within your reach. Thanks to the convenient onsite park ...

    From $166 per night (USD)

    VRBO

    Details
  • Pet friendly home in Cetona
    From $447 per night (USD)

    VRBO

    Pet friendly home in Cetona

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    A unique holiday experience awaits you in this spacious, traditional house surrounded by nature and yet in the centre of ...

    From $447 per night (USD)

    VRBO

    Details
  • Podere Casina by Interhome
    From $126 per night (USD)

    Expedia

    Podere Casina by Interhome

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    11

    Farmhouse "Podere Casina", detached. 600 m from the centre of Scrofiano, on the outskirts, 2 km from the centre of Sinal ...

    From $126 per night (USD)

    Expedia

    Details
  • 2 bedroom nice apartment in Bettolle
    From $110 per night (USD)

    VRBO

    2 bedroom nice apartment in Bettolle

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Treat yourself to some time out in this beautiful holiday apartment with terrace. Welcome to your stylish holiday apa ...

    From $110 per night (USD)

    VRBO

    Details
  • The Barn - Apartment for 5 people with kitchenette
    From $194 per night (USD)

    Expedia

    The Barn - Apartment for 5 people with kitchenette

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Nestled in the heart of the Val di Chiana near Chiusi is Podere Grotta Antica, with a beautifully restored 17th-century ...

    From $194 per night (USD)

    Expedia

    Details
  • Il Laboratorio by Interhome
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    VRBO

    Il Laboratorio by Interhome

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Petroio 8 km from Trequanda: Historical house "Il Laboratorio", from the 13rd century, renovated in 2020. In the centre ...

    Click For Pricing

    VRBO

    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)

    VRBO

    Details
  • Dreamy Villa in Val d'Orcia. Airco, Heated Pool
    From $2789 per night (USD)

    VRBO

    Dreamy Villa in Val d'Orcia. Airco, Heated Pool

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    14

    Dreamy Italian vacation home located just 5 minutes from the town of San Casciano dei Bagni which is a very charming med ...

    From $2789 per night (USD)

    VRBO

    Details
  • Contemporary luxury villa in Tuscany
    From $2077 per night (USD)

    VRBO

    Contemporary luxury villa in Tuscany

    Bedrooms:
    9
    Bathrooms:
    7
    Sleeps:
    15

    Summary: This contemporary luxury villa in Tuscany is simply exquisite. Beautifully furnished and using the most vibrant ...

    From $2077 per night (USD)

    VRBO

    Details
  • Vacation House La Fiorita - Apartment Margherita
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    VRBO

    Vacation House La Fiorita - Apartment Margherita

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    <p>Close to ecotours, birdwatching, and more, this smoke-free apartment brings it all within reach. Jump into your car a ...

    Click For Pricing

    VRBO

    Details
  • Vacation Home La Fiorita - 1 Bedroom Apartment (2-4 Adults)
    Click For Pricing

    Expedia

    Vacation Home La Fiorita - 1 Bedroom Apartment (2-4 Adults)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    <p>Located in Cortona, this welcoming apartment lets you experience it all. With convenient onsite parking, you'll be re ...

    Click For Pricing

    Expedia

    Details
  • Vacation House La Fiorita - Apartment with Lake View
    Click For Pricing

    VRBO

    Vacation House La Fiorita - Apartment with Lake View

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    <p>Nestled in Cortona, this 2-bedroom, 1-bathroom apartment brings it all within your reach. Fans of nature and the outd ...

    Click For Pricing

    VRBO

    Details
  • Holiday Apartment \Casa Vacanze Mongili\ with Private Pool, Balcony & Wi-Fi
    From $126 per night (USD)

    Expedia

    Holiday Apartment \"Casa Vacanze Mongili\" with Private Pool, Balcony & Wi-Fi

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The holiday apartment "Casa Vacanze Mongili" is located in Chiusi and creates an unforgettable setting for your getaway. ...

    From $126 per night (USD)

    Expedia

    Details
  • Luxurious independent villa with 12 beds in Val d'Orcia
    From $2003 per night (USD)

    VRBO

    Luxurious independent villa with 12 beds in Val d'Orcia

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

    Villa Aiola is a stunningly restored country house set within a 700-acre estate. Located between the Val di Chiana and t ...

    From $2003 per night (USD)

    VRBO

    Details
  • Cozy home in Trequanda
    From $127 per night (USD)

    Expedia

    Cozy home in Trequanda

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Enjoy the peace and beauty of nature in this holiday home. A holiday home in Fornoli offers you the ideal opportunity ...

    From $127 per night (USD)

    Expedia

    Details
  • Amazing apartment in Bettolle with WiFi
    From $94 per night (USD)

    VRBO

    Amazing apartment in Bettolle with WiFi

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Look forward to a wonderful mix of relaxation and cultural experiences in this holiday apartment. The rustic, typical ...

    From $94 per night (USD)

    VRBO

    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)

    Expedia

    Details
  • Apartment 'La Terrazza, Cetona, Toscana' with Mountain View, Wi-Fi and Air Conditioning
    From $201 per night (USD)

    VRBO

    Apartment 'La Terrazza, Cetona, Toscana' with Mountain View, Wi-Fi and Air Conditioning

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful historic Tuscan stone house, located in the ancient village of Cetona, 150mt from the central square. The h ...

    From $201 per night (USD)

    VRBO

    Details
  • Modern Farmhouse in Pienza With Pool
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    Expedia

    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 ...

    Click For Pricing

    Expedia

    Details
  • Quaint Cottage in Citta Della Pieve With Pool
    Click For Pricing

    VRBO

    Quaint Cottage in Citta Della Pieve With Pool

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

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

    Click For Pricing

    VRBO

    Details
  • Villa Rigomagno By MMega
    From $1357 per night (USD)

    Expedia

    Villa Rigomagno By MMega

    Bedrooms:
    5
    Bathrooms:
    7
    Sleeps:
    15

    External Description Villa Rigomagno is an ancient Tuscan farmhouse of the 18th century, located in the heart of Vald ...

    From $1357 per night (USD)

    Expedia

    Details
  • Villa in Sinalunga with 6 bedrooms sleeps 16
    From $809 per night (USD)

    VRBO

    Villa in Sinalunga with 6 bedrooms sleeps 16

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    16

    Villa Le Pozze is an authentic villa surrounded by no less than 32 hectares of woods, olive groves and vineyards, barbec ...

    From $809 per night (USD)

    VRBO

    Details
  • Apartment 'Le Terme' with Private Terrace, Balcony and Wi-Fi
    From $126 per night (USD)

    Expedia

    Apartment 'Le Terme' with Private Terrace, Balcony and Wi-Fi

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in Chianciano Terme, the holiday apartment Le Terme has everything you need for a comfortable holiday. The 80 m² ...

    From $126 per night (USD)

    Expedia

    Details
  • La Casa di Emanuela
    From $268 per night (USD)

    VRBO

    La Casa di Emanuela

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our vacation home nestled in the peaceful Tuscan countryside! This retreat is perfect for those seeking relax ...

    From $268 per night (USD)

    VRBO

    Details
  • Bimba Apartment in Tuscany [Quiet Location, Free Parking and Wi-Fi]
    From $110 per night (USD)

    VRBO

    Bimba Apartment in Tuscany [Quiet Location, Free Parking and Wi-Fi]

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    <p>Located in Sinalunga, this welcoming apartment lets you experience it all. Val di Chiana is just a short walk away, s ...

    From $110 per night (USD)

    VRBO

    Details
  • 3 bedroom nice home in Lucignano
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    VRBO

    3 bedroom nice home in Lucignano

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Step into your holiday home and enjoy a perfect break in Tuscany. In the cosy ambience of this holiday home, you will ...

    Click For Pricing

    VRBO

    Details
  • Villa in Sarteano with 6 bedrooms sleeps 12
    From $2306 per night (USD)

    Expedia

    Villa in Sarteano with 6 bedrooms sleeps 12

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

    Villa Averdina: A Tuscan Luxury Retreat Between Comfort and Authenticity Discover the timeless charm of Tuscany at Vill ...

    From $2306 per night (USD)

    Expedia

    Details
  • Beautiful Tuscan Villa Near Florence
    From $2090 per night (USD)

    VRBO

    Beautiful Tuscan Villa Near Florence

    Bedrooms:
    11
    Bathrooms:
    12
    Sleeps:
    24

    **Villa Radico** is an exquisite Florentine-style villa nestled in the heart of the Val d’Orcia, dating back to the seco ...

    From $2090 per night (USD)

    VRBO

    Details
  • Beautiful Tuscan Villa Near Florence
    From $2251 per night (USD)

    Expedia

    Beautiful Tuscan Villa Near Florence

    Bedrooms:
    12
    Bathrooms:
    14
    Sleeps:
    28

    **Villa Radico** is an exquisite Florentine-style villa nestled in the heart of the Val d’Orcia, dating back to the seco ...

    From $2251 per night (USD)

    Expedia

    Details
  • Podere San Lorenzo 12, Emma Villas
    From $578 per night (USD)

    VRBO

    Podere San Lorenzo 12, Emma Villas

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    12

    This rate includes: -Utilities: Electricity, water, gas for cooking purposes, weekly linenElectricity, water, gas for co ...

    From $578 per night (USD)

    VRBO

    Details
  • Authentic Tuscan Villa near Arezzo
    From $1858 per night (USD)

    Expedia

    Authentic Tuscan Villa near Arezzo

    Bedrooms:
    5
    Bathrooms:
    9
    Sleeps:
    18

    The Villa is located in Lucignano (Arezzo province) in the Tuscan countryside. It has just been completely renovated int ...

    From $1858 per night (USD)

    Expedia

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

    VRBO

    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)

    VRBO

    Details
  • Cosy apartment with WIFI, A/C, private pool, TV, veranda and pets allowed, close to Montepulciano
    From $2785 per night (USD)

    Expedia

    Cosy apartment with WIFI, A/C, private pool, TV, veranda and pets allowed, close to Montepulciano

    Bedrooms:
    18
    Bathrooms:
    18
    Sleeps:
    35

    Holiday rental Borgo Dolciano is a beautiful stone building (600 sq m) that includes WiFi internet, air conditioning an ...

    From $2785 per night (USD)

    Expedia

    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)

    VRBO

    Details
  • AMORE RENTALS - Villa Viola with Pool, Garden, Ideal for Weddings
    From $2026 per night (USD)

    Expedia

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

    Bedrooms:
    7
    Bathrooms:
    7
    Sleeps:
    14

    Exquisitely furnished historic Tuscan villa with pool, gym and jacuzzi, with sprawling gardens and heavenly views over a ...

    From $2026 per night (USD)

    Expedia

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

    VRBO

    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)

    VRBO

    Details
  • Agriturismo La Casetta del Sole - Appartamento Verde
    From $150 per night (USD)

    Expedia

    Agriturismo La Casetta del Sole - Appartamento Verde

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    On our organic farm, we grow a variety of crops, from olive trees, to seasonal traditional cereals. Part of our 18 hecta ...

    From $150 per night (USD)

    Expedia

    Details
  • Casa Sily by Rentbeat
    From $98 per night (USD)

    VRBO

    Casa Sily by Rentbeat

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Casa Sily is a cozy and colorful apartment located on the first floor of a condominium building in the picturesque Piazz ...

    From $98 per night (USD)

    VRBO

    Details
  • Apartment 'Casamoira' with Private Terrace, Wi-Fi and Air Conditioning
    From $134 per night (USD)

    Expedia

    Apartment 'Casamoira' with Private Terrace, Wi-Fi and Air Conditioning

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The holiday apartment Casamoira in Trequanda is the perfect accommodation for a stress-free holiday with your loved ones ...

    From $134 per night (USD)

    Expedia

    Details
  • Apartment 'La Casina Nel Borgo' with Mountain View, Private Terrace and Wi-Fi
    From $93 per night (USD)

    VRBO

    Apartment 'La Casina Nel Borgo' with Mountain View, Private Terrace and Wi-Fi

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Located in Cetona, the holiday apartment La Casina Nel Borgo offers guests a fantastic view of the mountain. The 2-store ...

    From $93 per night (USD)

    VRBO

    Details
  • House Parisina small apartment just outside the town center
    From $78 per night (USD)

    VRBO

    House Parisina small apartment just outside the town center

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

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

    From $78 per night (USD)

    VRBO

    Details
  • Villa with stunning pool and chef: Perfect Vacation for Families and Friends
    From $4257 per night (USD)

    VRBO

    Villa with stunning pool and chef: Perfect Vacation for Families and Friends

    Bedrooms:
    9
    Bathrooms:
    9
    Sleeps:
    20

    <p>Located in Sinalunga, this welcoming villa brings it all within your reach. Val di Chiana is just a short walk away, ...

    From $4257 per night (USD)

    VRBO

    Details
  • St. Joseph
    From $2349 per night (USD)

    Expedia

    St. Joseph

    Bedrooms:
    9
    Bathrooms:
    9
    Sleeps:
    18

    <p>Located in Lucignano, this welcoming vacation home lets you experience it all. Thanks to the convenient onsite parkin ...

    From $2349 per night (USD)

    Expedia

    Details
  • Laurel House
    From $2349 per night (USD)

    VRBO

    Laurel House

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    <p>You'll find a kayak, bicycles, and more on site at this smoke-free vacation home. Val di Chiana is just a short walk ...

    From $2349 per night (USD)

    VRBO

    Details
  • Walnut House
    From $2349 per night (USD)

    Expedia

    Walnut House

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

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

    From $2349 per night (USD)

    Expedia

    Details
  • House of the Holm oaks
    From $2349 per night (USD)

    VRBO

    House of the Holm oaks

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    <p>Close to ecotours, kayaking, and more, this smoke-free vacation home brings it all within reach. Thanks to the conven ...

    From $2349 per night (USD)

    VRBO

    Details
  • Mulberry Tree House
    From $2664 per night (USD)

    Expedia

    Mulberry Tree House

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    <p>Located in Lucignano, this welcoming vacation home lets you experience it all. Val di Chiana is just a short walk awa ...

    From $2664 per night (USD)

    Expedia

    Details
  • The Little House
    From $2349 per night (USD)

    VRBO

    The Little House

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    <p>Located in Lucignano, this welcoming vacation home brings it all within your reach. Thanks to the convenient onsite p ...

    From $2349 per night (USD)

    VRBO

    Details
  • La Pergola
    From $2349 per night (USD)

    Expedia

    La Pergola

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    <p>You'll find a kayak, bicycles, and more on site at this smoke-free vacation home. Thanks to the convenient onsite par ...

    From $2349 per night (USD)

    Expedia

    Details
  • La Leccia.
    From $2664 per night (USD)

    VRBO

    La Leccia.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    <p>Located in Lucignano, this welcoming vacation home brings it all within your reach. Thanks to the convenient onsite p ...

    From $2664 per night (USD)

    VRBO

    Details
  • Chestnut House
    From $2349 per night (USD)

    Expedia

    Chestnut House

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    <p>You'll find a kayak, bicycles, and more on site at this family-friendly vacation home. Thanks to the convenient onsit ...

    From $2349 per night (USD)

    Expedia

    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)

    VRBO

    Details
  • 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)

    VRBO

    Details
  • Villa Contessa
    From $1996 per night (USD)

    VRBO

    Villa Contessa

    Bedrooms:
    9
    Bathrooms:
    7
    Sleeps:
    15

    Villa Contessa can be found near the town of Sarteano, in the heart of the Tuscan countryside, with the advantage of a m ...

    From $1996 per night (USD)

    VRBO

    Details
  • Villa La Magione
    From $2071 per night (USD)

    VRBO

    Villa La Magione

    Bedrooms:
    12
    Bathrooms:
    14
    Sleeps:
    28

    The villa in Radicofani has 14 bedrooms and has capacity for 28 people. The villa is 700 m². In Tuscany, in the centre o ...

    From $2071 per night (USD)

    VRBO

    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)

    VRBO

    Details
  • Tuscan Villa Place of Peace - Montepulciano
    From $998 per night (USD)

    VRBO

    Tuscan Villa Place of Peace - Montepulciano

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    <p>Close to ecotours, horse riding, and more, this smoke-free villa brings it all within reach. Thanks to the convenient ...

    From $998 per night (USD)

    VRBO

    Details
  • Stefania Townhouse Luxury 2 Bedrooms Apartment
    From $258 per night (USD)

    VRBO

    Stefania Townhouse Luxury 2 Bedrooms Apartment

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Luxury two bedrooms apartment , located in a private small private palace in the historic center of MOntepulciano. Co ...

    From $258 per night (USD)

    VRBO

    Details
  • Beautiful private villa with A/C, private pool, WIFI, TV and patio, close to Montepulciano
    From $1040 per night (USD)

    Expedia

    Beautiful private villa with A/C, private pool, WIFI, TV and patio, close to Montepulciano

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    6

    Terra Quercus is a beautiful stone building with WiFi internet, private pool and air conditioning. The property can ac ...

    From $1040 per night (USD)

    Expedia

    Details
  • Villa in Sarteano with 13 bedrooms sleeps 26
    From $2175 per night (USD)

    VRBO

    Villa in Sarteano with 13 bedrooms sleeps 26

    Bedrooms:
    15
    Bathrooms:
    13
    Sleeps:
    26

    VILLA DEMETRA - A TUSCAN RESIDENCE WHERE TIME STANDS STILL In the heart of the Tuscan countryside, just a few kilometres ...

    From $2175 per night (USD)

    VRBO

    Details
  • Beautiful 5-Bedroom Villa - Walk to Montepulciano w/Pool, Jacuzzi & Fitness Room
    From $2100 per night (USD)

    Expedia

    Beautiful 5-Bedroom Villa - Walk to Montepulciano w/Pool, Jacuzzi & Fitness Room

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    14

    CIN #: IT052015C2JFT9E48R Your unforgettable getaway awaits in Montepulciano, Tuscany at this lovely villa where you ca ...

    From $2100 per night (USD)

    Expedia

    Details
  • Holiday apartment Abbadia for 1 - 3 persons with 1 bedroom - Holiday apartment
    From $245 per night (USD)

    VRBO

    Holiday apartment Abbadia for 1 - 3 persons with 1 bedroom - Holiday apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    ED Refnr. 3189865 Our "Molino" flat has a kitchen-cum-living room with a fireplace and a bedroom with a gallery on whic ...

    From $245 per night (USD)

    VRBO

    Details
  • Cottage With Pool in the Countryside Between Woods and Olive Groves
    From $476 per night (USD)

    VRBO

    Cottage With Pool in the Countryside Between Woods and Olive Groves

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    <p>Situated in a rural area, this welcoming villa brings all of Chiusi within your reach. Thanks to the convenient onsit ...

    From $476 per night (USD)

    VRBO

    Details
  • Stunning private villa for 10 people with private pool, WIFI, TV, patio and panoramic view
    From $386 per night (USD)

    VRBO

    Stunning private villa for 10 people with private pool, WIFI, TV, patio and panoramic view

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Villa Il Troscione is located 7 km (4 mi) from San Casciano Dei Bagni, Italy and only 33 km (20 mi) from Montepulciano i ...

    From $386 per night (USD)

    VRBO

    Details
  • Tuscan Retreat with Pool
    From $312 per night (USD)

    Expedia

    Tuscan Retreat with Pool

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    14

    Resting in Chianacce in Tuscany, this 6-bedroom mansion can entertain 16 people. Great for groups or families on a weeke ...

    From $312 per night (USD)

    Expedia

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

    VRBO

    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)

    VRBO

    Details
  • Cottage in Umbria with Pool & Garden
    From $140 per night (USD)

    Expedia

    Cottage in Umbria with Pool & Garden

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    5

    Located at Vocabolo Felcino 24 in Città della Pieve, Umbria, this welcoming ground-floor cottage is ideal for a family o ...

    From $140 per night (USD)

    Expedia

    Details
  • Beautiful  villa for 4 people with A/C, WIFI, pool and veranda
    From $211 per night (USD)

    VRBO

    Beautiful villa for 4 people with A/C, WIFI, pool and veranda

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Conveniently located in Santa Maria, Italy in the tourist area "Orcia Valley" and only 27 km (17 mi) from Montepulciano. ...

    From $211 per night (USD)

    VRBO

    Details
  • Cosy apartment for 4 people with pool, A/C, WIFI
    From $211 per night (USD)

    Expedia

    Cosy apartment for 4 people with pool, A/C, WIFI

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Conveniently located 500 m (1636 ft) from Santa Maria, Italy in the tourist area "Orcia Valley" and only 27 km (17 mi) f ...

    From $211 per night (USD)

    Expedia

    Details
  • Lovely apartment for 4 people with pool, A/C, WIFI
    From $215 per night (USD)

    VRBO

    Lovely apartment for 4 people with pool, A/C, WIFI

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Holiday home Il Noceto is a lovely stone building (90 sq m) that includes air conditioning and WiFi internet. The prope ...

    From $215 per night (USD)

    VRBO

    Details
  • Nice apartment for 4 people with A/C, WIFI, pool
    From $211 per night (USD)

    Expedia

    Nice apartment for 4 people with A/C, WIFI, pool

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    La Limonaia is a lovely stone building (90 sq m) with WiFi internet and air conditioning. The property can sleep up to ...

    From $211 per night (USD)

    Expedia

    Details
  • Wonderful private villa for 7 guests with private pool, WIFI, A/C, patio and panoramic view
    From $372 per night (USD)

    VRBO

    Wonderful private villa for 7 guests with private pool, WIFI, A/C, patio and panoramic view

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Conveniently located 15 km (9 mi) from Cortona, Italy and only 19 km (12 mi) from Montepulciano. Villa Elena is a lovely ...

    From $372 per night (USD)

    VRBO

    Details
  • Cottage in Umbria near Lake Bolsena
    From $117 per night (USD)

    Expedia

    Cottage in Umbria near Lake Bolsena

    Bedrooms:
    0
    Bathrooms:
    1
    Sleeps:
    4

    Set in the beautiful hill town of Città della Pieve, this delightful Cottage welcomes up to four guests seeking relaxati ...

    From $117 per night (USD)

    Expedia

    Details
  • Sweet Dreams: Free WiFi  & Netflix Premium
    From $118 per night (USD)

    VRBO

    Sweet Dreams: Free WiFi & Netflix Premium

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Cozy Apartment in Chianciano Terme: Perfect for Families and Groups Discover the comfort and tranquility of this apartm ...

    From $118 per night (USD)

    VRBO

    Details
  • Rooftops Over the Valley
    From $176 per night (USD)

    Expedia

    Rooftops Over the Valley

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    “I Tetti sulla Valle” is a delightful one-bedroom apartment in the heart of Montepulciano (Siena), just 100 meters from ...

    From $176 per night (USD)

    Expedia

    Details
  • Appartamenti Anguria Toscana - stunning view
    From $125 per night (USD)

    VRBO

    Appartamenti Anguria Toscana - stunning view

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Nestled in the heart of a charming medieval village, this beautifully renovated apartment offers the perfect blend of au ...

    From $125 per night (USD)

    VRBO

    Details
  • Villa Montepulciano Comfortable holiday residence
    From $2033 per night (USD)

    Expedia

    Villa Montepulciano Comfortable holiday residence

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    16

    Magnificent villa with dependance, garden and pool, located in a panoramic position in the Montepulciano countryside (Va ...

    From $2033 per night (USD)

    Expedia

    Details
  • Villa Asciano 20 Comfortable holiday residence
    From $5801 per night (USD)

    VRBO

    Villa Asciano 20 Comfortable holiday residence

    Bedrooms:
    5
    Bathrooms:
    9
    Sleeps:
    20

    Fantastic villa with garden and pool, located in Val d'Orcia, just half an hour drive from Pienza. Layout: These costs ...

    From $5801 per night (USD)

    VRBO

    Details
  • Attractive mansion with pool
    From $167 per night (USD)

    Expedia

    Attractive mansion with pool

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    The stunning mansion in Chianacce has 3 bedrooms and can comfortably sleep 8 people. A shared swimming pool and garden m ...

    From $167 per night (USD)

    Expedia

    Details
  • tolles Apartment in einer Residence in der Toskana
    From $359 per night (USD)

    VRBO

    tolles Apartment in einer Residence in der Toskana

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    A Tranquil Retreat in the Heart of Tuscany Surrounded by the rolling vineyards of Valiano di Montepulciano, this WiFi-eq ...

    From $359 per night (USD)

    VRBO

    Details
  • tolles Apartment in einer Residence in der Toskana
    From $305 per night (USD)

    Expedia

    tolles Apartment in einer Residence in der Toskana

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    A Charming Tuscan Getaway Surrounded by the rolling vineyards of Valiano di Montepulciano, this WiFi-equipped apartment ...

    From $305 per night (USD)

    Expedia

    Details
  • tolles Apartment in einer Residence in der Toskana
    From $263 per night (USD)

    VRBO

    tolles Apartment in einer Residence in der Toskana

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This peaceful apartment in Valiano di Montepulciano offers a relaxing countryside retreat for up to four guests. Thought ...

    From $263 per night (USD)

    VRBO

    Details
  • Holiday Home 'Beb Pulcino Nero Scrofiano' with Wi-Fi
    From $187 per night (USD)

    Expedia

    Holiday Home 'Beb Pulcino Nero Scrofiano' with Wi-Fi

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    The holiday home Beb Pulcino Nero Scrofiano is located in Scrofiano and is perfect for an unforgettable holiday with you ...

    From $187 per night (USD)

    Expedia

    Details
  • Tuscany Hills - Your home in Tuscany
    Click For Pricing

    VRBO

    Tuscany Hills - Your home in Tuscany

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    <p>Located in Torrita di Siena, this welcoming vacation home brings it all within your reach. Val di Chiana is just a sh ...

    Click For Pricing

    VRBO

    Details
  • Apartment 'L'uscio' with Mountain View, Shared Pool and Wi-Fi
    From $231 per night (USD)

    Expedia

    Apartment 'L'uscio' with Mountain View, Shared Pool and Wi-Fi

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    With a view of the mountain, the holiday apartment L'uscio in Chianciano Terme is perfect for a relaxing holiday. The 90 ...

    From $231 per night (USD)

    Expedia

    Details
  • Apartment 'Granaio' with Mountain View, Shared Pool and Wi-Fi
    From $269 per night (USD)

    VRBO

    Apartment 'Granaio' with Mountain View, Shared Pool and Wi-Fi

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    With a view of the mountain, the holiday apartment Il granaio in Chianciano Terme is perfect for a relaxing holiday. The ...

    From $269 per night (USD)

    VRBO

    Details
  • Room 'Acacia' with Mountain View, Shared Pool and Wi-Fi
    From $168 per night (USD)

    Expedia

    Room 'Acacia' with Mountain View, Shared Pool and Wi-Fi

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Warm and welcoming double room in Tuscan style, equipped with guest comforts such as Wi-Fi, air conditioning, underfloor ...

    From $168 per night (USD)

    Expedia

    Details
  • Apartment 'La Loggia' with Mountain View, Shared Pool and Wi-Fi
    From $230 per night (USD)

    VRBO

    Apartment 'La Loggia' with Mountain View, Shared Pool and Wi-Fi

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    In Chianciano Terme, the holiday apartment La loggia offers an excellent view of the mountain. The 80 m² property consis ...

    From $230 per night (USD)

    VRBO

    Details
  • Lovely holiday home in Val d’Orcia, with pool and large garden, near Pienza
    From $300 per night (USD)

    Expedia

    Lovely holiday home in Val d’Orcia, with pool and large garden, near Pienza

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    This lovely holiday home in Val d’Orcia in the Middle Ages was probably a resting place for pilgrims travelling on the V ...

    From $300 per night (USD)

    Expedia

    Details
  • Villa Pianoia – Elegance and Historic Charm for Groups and Special Events
    From $1886 per night (USD)

    VRBO

    Villa Pianoia – Elegance and Historic Charm for Groups and Special Events

    Bedrooms:
    8
    Bathrooms:
    7
    Sleeps:
    16

    Nestled in the heart of Tuscany, Villa Pianoia is a historic residence surrounded by lush greenery, located between Mont ...

    From $1886 per night (USD)

    VRBO

    Details
  • [Cetona - Val D'Orcia] Typical Tuscany Residence
    From $110 per night (USD)

    Expedia

    [Cetona - Val D'Orcia] Typical Tuscany Residence

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    In the heart of the historic center of Cetona, one of the most charming villages in Italy, lies this typical Tuscan dwel ...

    From $110 per night (USD)

    Expedia

    Details
  • CASAMORE Rentals, Tuscany Villa
    From $800 per night (USD)

    VRBO

    CASAMORE Rentals, Tuscany Villa

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    14

    <p>Located in San Casciano dei Bagni, this welcoming villa brings it all within your reach. Val di Chiana is just a shor ...

    From $800 per night (USD)

    VRBO

    Details
  • Soothing farmhouse with WiFi in Toscana
    From $446 per night (USD)

    Expedia

    Soothing farmhouse with WiFi in Toscana

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Located in Toscana, this farmhouse is a dream. With 5 bedrooms including 3 full beds and 2 twin beds, guests will have p ...

    From $446 per night (USD)

    Expedia

    Details
  • Villa Fonte Siena
    From $937 per night (USD)

    VRBO

    Villa Fonte Siena

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    The villa in Monticchiello has 6 bedrooms and has capacity for 12 people. Villa Fonte Siena is located in Monticchiello, ...

    From $937 per night (USD)

    VRBO

    Details
  • Farmhouse in the Tuscan countryside, swimming pool. Hot springs, art cities, Etruscan archaeology
    From $285 per night (USD)

    Expedia

    Farmhouse in the Tuscan countryside, swimming pool. Hot springs, art cities, Etruscan archaeology

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    <p>Located in a rural area, this 2-bedroom, 2-bathroom vacation home lets you experience it all in Chianciano Terme. Fan ...

    From $285 per night (USD)

    Expedia

    Details