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From $935 per night (USD)
VRBO
Podere Ginestra - Four Bedroom Villa, Sleeps 8
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Podere Ginestra is an old world Tuscan villa split into two separate parts, each boasting gorgeous old country style fix ...
From $935 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Belvilla by OYO Villa Dezi
Bedrooms:
4
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 $461 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
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Expedia
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 ...
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Expedia
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VRBO
Fonte Bertusi - The courtyard
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Fonte Bertusi was a pioneer in the concept of "green" (ecological) holidays in the Val d’Orcia. The business was establi ...
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VRBO
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Expedia
Fonte Bertusi-Il Glicine
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Fonte Bertusi was a pioneer in the concept of "green" (ecological) holidays in the Val d’Orcia. The business was establi ...
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Expedia
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VRBO
Fonte Bertusi- The Avenue
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 ...
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VRBO
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Expedia
Bertusi Source- The Sunset
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Fonte Bertusi was a pioneer in the concept of "green" (ecological) holidays in the Val d’Orcia. The business was establi ...
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Expedia
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VRBO
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 ...
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VRBO
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Expedia
Vrbo Property
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This apartment lets you experience it all. While you're here, you can enjoy all the comforts of home and more, ...
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Expedia
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VRBO
Montello 3
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Pienza, this 1-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the outdoors w ...
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VRBO
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Expedia
Montello 2 mountain view
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled in Pienza, this 1-bedroom, 1-bathroom apartment brings it all within your reach. Fans of nature and the outdo ...
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Expedia
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VRBO
Montello 1 con Terrazzo
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Pienza, this 1-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the outdoors w ...
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VRBO
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Expedia
Montello 4 Vista Giardino Piano Terra
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Pienza, this 1-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the outdoors w ...
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Expedia
From $1405 per night (USD)
VRBO
Podere Manafiore - historical villa with swimming pool
Bedrooms:
8
Bathrooms:
6
Sleeps:
10
The estate, renovated to revive its ancient splendor while maintaining its distinctive atmosphere, can accommodate up to ...
From $1405 per night (USD)
VRBO
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Expedia
Modern Farmhouse in Pienza With Pool
Bedrooms:
6
Bathrooms:
1
Sleeps:
9
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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Expedia
From $295 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 $295 per night (USD)
VRBO
From $449 per night (USD)
Expedia
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 $449 per night (USD)
Expedia
From $1038 per night (USD)
VRBO
Podere Isabella - Family Villa in the Val d'Orcia
Bedrooms:
9
Bathrooms:
8
Sleeps:
14
A farm of 1900 with spectacular view at 180 ° on the hills of the Orcia valley, 2 km. from the village of Monticchiello, ...
From $1038 per night (USD)
VRBO
From $594 per night (USD)
Expedia
Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia
Bedrooms:
4
Bathrooms:
5
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 $594 per night (USD)
Expedia
From $903 per night (USD)
VRBO
Splendid Villa in Val d'Orcia with private pool
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Independent villa with 12 beds composed of two apartments. Ap.to sleeps 6 on the ground floor there is a large living ...
From $903 per night (USD)
VRBO
From $1619 per night (USD)
Expedia
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 $1619 per night (USD)
Expedia
From $273 per night (USD)
VRBO
Vrbo Property
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This vacation home lets you experience it all. 
From $273 per night (USD)
VRBO
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Expedia
Luxury Privacy in the Heart of Tuscany
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
While you're here, you can enjoy all the comforts of home and more, including a seasonal outdoor pool and a full-size ...
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Expedia
$Amazing view 3 bdr villa with pool & A\/C in Pienza | Leccino$
From $641 per night (USD)
VRBO
Amazing view 3 bdr villa with pool & A\/C in Pienza | Leccino
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Farm stay in Pienza Laundry facilities and a garden are available at this smoke-free farm stay. Air-conditioned accommo ...
From $641 per night (USD)
VRBO
$Unique view 3 bdr villa with pool & A\/C in Pienza | Oriolo$
From $688 per night (USD)
Expedia
Unique view 3 bdr villa with pool & A\/C in Pienza | Oriolo
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Farm stay in Pienza Along with laundry facilities, this smoke-free farm stay has a garden and barbecue grills. Air-cond ...
From $688 per night (USD)
Expedia
$Cozy retreat for 2 with pool & A\/C in Val d'Orcia | Moraiolo$
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VRBO
Cozy retreat for 2 with pool & A\/C in Val d'Orcia | Moraiolo
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Farm stay in Pienza This smoke-free farm stay features laundry facilities. Air-conditioned accommodations at this farm ...
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VRBO
From $382 per night (USD)
Expedia
Zampugna Estate - Spigo's cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Spigo Spigo is a small independent cottage situated to the East of Zampugna. It has a living room with kitchenette and ...
From $382 per night (USD)
Expedia
From $426 per night (USD)
VRBO
Rosmarino - Estate Zampugna
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Rosmarino part is part of le Regge Estate and it is approximately 90 sqm, set on two levels. It has two double bedrooms ...
From $426 per night (USD)
VRBO
From $1243 per night (USD)
Expedia
Wonderful Villa in Tuscany - Villa Gaeta
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Le Regge is a large estate located in southern Tuscany within the province of Siena. The estate produces red wine and or ...
From $1243 per night (USD)
Expedia
$Villa \Podere Spagliarda\ with Private Pool, Terrace & Wi-Fi$
From $788 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 $788 per night (USD)
VRBO
From $215 per night (USD)
Expedia
Castelmuzio - Trequanda ,Tuscany
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Charming former stone barn with private pool situated in peaceful location south of Siena, amidst the beautiful hills of ...
From $215 per night (USD)
Expedia
From $176 per night (USD)
VRBO
Il Mulino di Tresa
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 $176 per night (USD)
VRBO
From $105 per night (USD)
Expedia
La Casetta
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 $105 per night (USD)
Expedia
From $232 per night (USD)
VRBO
Castelmuzio - Holiday Country House with private swimming pool near Siena, Tuscany
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Charming former stone barn with private pool situated in peaceful location south of Siena, amidst the beautiful hills of ...
From $232 per night (USD)
VRBO
From $388 per night (USD)
Expedia
Villa Podere Belvedere
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Overview Villa Podere Belvedere is located in Province of Siena, Tuscany. This detached vacation rental property o ...
From $388 per night (USD)
Expedia
From $1500 per night (USD)
VRBO
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 $1500 per night (USD)
VRBO
From $1631 per night (USD)
Expedia
Belvilla by OYO Il Palazzo
Bedrooms:
12
Bathrooms:
5
Sleeps:
11
This authentic holiday home in Sarteano is ideal for a quiet holiday with 2 families. It features a private swimming poo ...
From $1631 per night (USD)
Expedia
From $255 per night (USD)
VRBO
2 bedroom cozy apartment in Castelmuzio
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Fantastic vacation apartment on the second floor above the hills of Tuscany. Look forward to moving into this very sp ...
From $255 per night (USD)
VRBO
$\Casa Sandro\ in Podere Pascianella Val d'Orcia - with big private garden$
From $257 per night (USD)
Expedia
\"Casa Sandro\" in Podere Pascianella Val d'Orcia - with big private garden
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Completely surrounded in the countryside. The view is simply unique and leaves awestruck not only the visitors but local ...
From $257 per night (USD)
Expedia
$Private Villa with private pool, A\/C, WIFI, TV, panoramic view, parking, close to Montepulciano$
From $769 per night (USD)
VRBO
Private Villa with private pool, A\/C, WIFI, TV, panoramic view, parking, 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 $769 per night (USD)
VRBO
From $781 per night (USD)
Expedia
Villa Gaeta - Holiday Country House with private swimming pool in Val d'Orcia, Tuscany
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 $781 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Beautiful private villa with private pool, WIFI, TV, panoramic view, parking, close to Montepulciano
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Charming former stone barn with private pool situated in peaceful location south of Siena, amidst the beautiful hills of ...
From $228 per night (USD)
VRBO
From $1899 per night (USD)
Expedia
Villa in Sarteano with 8 bedrooms sleeps 19
Bedrooms:
5
Bathrooms:
5
Sleeps:
19
Villa Carapelli: The Essence of Authentic Tuscany Welcome to Villa Carapelli, a refined retreat nestled in the heart of ...
From $1899 per night (USD)
Expedia
From $5186 per night (USD)
VRBO
Villa il Beneficio promoted by WeekHomes.com
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
The house in Montepulciano has 6 bedrooms and has capacity for 12 people. The house is 600 m². The accommodation is equi ...
From $5186 per night (USD)
VRBO
From $1625 per night (USD)
Expedia
Elegant historic residence in the hills of Val d'Orcia
Bedrooms:
9
Bathrooms:
7
Sleeps:
16
Villa Iapicca is a recently renovated historical residence standing between the medieval town of Montepulciano and the h ...
From $1625 per night (USD)
Expedia
From $250 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 $250 per night (USD)
VRBO
From $883 per night (USD)
Expedia
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 $883 per night (USD)
Expedia
From $617 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 $617 per night (USD)
VRBO
From $1138 per night (USD)
Expedia
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 $1138 per night (USD)
Expedia
From $999 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 $999 per night (USD)
VRBO
From $307 per night (USD)
Expedia
Podere Palazzo Conti - Il Corbezzolo apartment
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Strategically located in the center of the Val d'Orcio, between Pienza and San Quirico d'Orcia, the Palazzo Conti farmho ...
From $307 per night (USD)
Expedia
From $182 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 $182 per night (USD)
VRBO
From $102 per night (USD)
Expedia
Palazzo Conti - Il Cortile apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Strategically located in the center of Val d'Orcio, between Pienza and San Quirico d'Orcia, the Palazzo Conti farmhouse ...
From $102 per night (USD)
Expedia
From $102 per night (USD)
VRBO
Podere Palazzo Conti - Apartment Il Tramonto
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Placed in a strategic position, in the center of the Val d'Orcio, between Pienza and San Quirico d'Orcia, the Palazzo Co ...
From $102 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Podere Palazzo Conti A - Il Glicine Apartment
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Strategically located in the center of the Val d'Orcio, between Pienza and San Quirico d'Orcia, the Palazzo Conti farmho ...
From $205 per night (USD)
Expedia
From $159 per night (USD)
VRBO
Palazzo Conti - L'Olivo apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Strategically located in the center of Val d'Orcio, between Pienza and San Quirico d'Orcia, the Palazzo Conti farmhouse ...
From $159 per night (USD)
VRBO
From $347 per night (USD)
Expedia
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 $347 per night (USD)
Expedia
From $296 per night (USD)
VRBO
Private Tuscan Farmhouse with Stunning Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in the captivating hills of the Val d'Orcia region, between the historic towns of Montisi and Castelmuzio, lies ...
From $296 per night (USD)
VRBO
From $102 per night (USD)
Expedia
Podere Palazzo Conti - Il Cipresso 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 $102 per night (USD)
Expedia
From $75 per night (USD)
VRBO
B&B Casalmustia - Room
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Locanda di Casalmustia is located in the ancient medieval tower, a small village located in the heart of Tuscany. Th ...
From $75 per night (USD)
VRBO
From $102 per night (USD)
Expedia
Podere Palazzo Conti - Il Laghetto apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Strategically located in the center of Val d'Orcio, between Pienza and San Quirico d'Orcia, the Palazzo Conti farmhouse ...
From $102 per night (USD)
Expedia
From $362 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 $362 per night (USD)
VRBO
$Villa \Privata Locanda In Tuscany\ with Private Pool, Private Terraces & Wi-Fi$
From $5613 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 $5613 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Holiday Home 'Poggio Muziarelli' with Shared Garden and Wi-Fi
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in Contignano, the holiday home Poggio Muziarelli has everything you need for a relaxing holiday. The 140 m² pro ...
From $167 per night (USD)
VRBO
$Villa \Podere La Montalla\ with Private Pool & Wi-Fi$
From $674 per night (USD)
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. ...
From $674 per night (USD)
Expedia
From $3921 per night (USD)
VRBO
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 $3921 per night (USD)
VRBO
From $3121 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 $3121 per night (USD)
Expedia
From $273 per night (USD)
VRBO
Casale del Conte - Three Bedroom Villa, Sleeps 6
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Overview Casale del Conte is located in Siena, Tuscany. This detached vacation rental property offers Free Wi-Fi a ...
From $273 per night (USD)
VRBO
From $235 per night (USD)
Expedia
Marelli House
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located in Trequanda, this welcoming vacation home brings it all within your reach. Enjoy a short 5-minute walk to Va ...
From $235 per night (USD)
Expedia
From $241 per night (USD)
VRBO
Ancient medieval farm 5 km from Pienza surrounded by vineyards
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
A short distance from wildlife walks, cycling, and more, this pet-friendly vacation home lets you experience it all. ...
From $241 per night (USD)
VRBO
From $3270 per night (USD)
Expedia
AMORE RENTALS - Villa Olimpia with Pool, Garden, Ideal for Weddings
Bedrooms:
9
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 $3270 per night (USD)
Expedia
From $3329 per night (USD)
VRBO
AMORE RENTALS - Villa Valle with Pool, Garden, Ideal for Weddings
Bedrooms:
10
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 $3329 per night (USD)
VRBO
From $1818 per night (USD)
Expedia
Villa Pianoia – Elegance and Historic Charm for Groups and Special Events
Bedrooms:
9
Bathrooms:
7
Sleeps:
16
Nestled in the heart of Tuscany, Villa Pianoia is a historic residence surrounded by lush greenery, located between Mont ...
From $1818 per night (USD)
Expedia
From $659 per night (USD)
VRBO
Villa 'La Memoria Del Tempo' with Private Pool, Wi-Fi and Air Conditioning
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Located in Montalcino, the villa La memoria del tempo has everything you need for a relaxing holiday. The 2-storey prope ...
From $659 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Welcome to Casa Oliveto, a corner of history and comfort in the heart of Tuscany.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled in Trequanda, this 3-bedroom, 3-bathroom vacation home brings it all within your reach. Fans of nature and th ...
From $290 per night (USD)
Expedia
From $135 per night (USD)
VRBO
Room 'Giaggiolo' with Mountain View, Shared Pool and Wi-Fi
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Overlooking the mountain, the Room Giaggiolo in Chianciano Terme impresses guests with its fantastic views. The 16 m² pr ...
From $135 per night (USD)
VRBO
From $167 per night (USD)
Expedia
Apartment 'L'uscio' with Mountain View, Shared Pool and Wi-Fi
Bedrooms:
1
Bathrooms:
3
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 $167 per night (USD)
Expedia
From $206 per night (USD)
VRBO
Apartment 'Granaio' with Mountain View, Shared Pool and Wi-Fi
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
With a view of the mountain, the holiday apartment Il granaio in Chianciano Terme is perfect for a relaxing holiday. The ...
From $206 per night (USD)
VRBO
From $173 per night (USD)
Expedia
Apartment 'La Loggia' with Mountain View, Shared Pool and Wi-Fi
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
In Chianciano Terme, the holiday apartment La loggia offers an excellent view of the mountain. The 80 m² property consis ...
From $173 per night (USD)
Expedia
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VRBO
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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VRBO
From $5313 per night (USD)
Expedia
Montepulciano villa rental
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Summary: This Montepulciano villa rental sits in a beautiful position overlooking Pienza and Montefollonico. The atmosph ...
From $5313 per night (USD)
Expedia
$Casa Ora d’Oro - PANORAMIC VIEWS \/ POOL \/ PRIVATE GARDEN$
From $464 per night (USD)
VRBO
Casa Ora d’Oro - PANORAMIC VIEWS \/ POOL \/ PRIVATE GARDEN
Bedrooms:
2
Bathrooms:
3
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 $464 per night (USD)
VRBO
From $728 per night (USD)
Expedia
Villa Gaeta - Pienza ,Tuscany
Bedrooms:
5
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 $728 per night (USD)
Expedia
From $3700 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 $3700 per night (USD)
VRBO
$Private Villa with private pool, hot tub, WIFI, A\/C, sauna, TV, veranda, close to Montepulciano$
From $4727 per night (USD)
Expedia
Private Villa with private pool, hot tub, WIFI, A\/C, sauna, TV, veranda, close to Montepulciano
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Villa Bartolomeo is a beautiful stone building (400 sq m) with WiFi internet, air conditioning and private pool. The pr ...
From $4727 per night (USD)
Expedia
From $4204 per night (USD)
VRBO
Villa Il Nido - Private Tuscany villa with pool
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
VILLA IL NIDO - MONTEPULCIANO AREA Located in the heart of the Chianti region of Tuscany, close to Montepulciano, Villa ...
From $4204 per night (USD)
VRBO
From $5436 per night (USD)
Expedia
VILLA ALTERA - 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 $5436 per night (USD)
Expedia
From $3369 per night (USD)
VRBO
Country House Hotel with 360° view of Val d'Orcia and Pienza
Bedrooms:
9
Bathrooms:
8
Sleeps:
25
Located in Trequanda, this welcoming vacation home brings it all within your reach. Val di Chiana is just a short wal ...
From $3369 per night (USD)
VRBO
From $253 per night (USD)
Expedia
3 bedroom amazing home in Montalcino
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful apartment with historical charm and a shared pool This lovely vacation home welcomes up to six adults and a ...
From $253 per night (USD)
Expedia
From $4681 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 $4681 per night (USD)
VRBO
From $596 per night (USD)
Expedia
Podere del Mezzadro. Villa 11 guests. Superb panoramic location
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Podere del Mezzadro is a typical sharecropping farm built at the beginning of the century. It is situated on the top of ...
From $596 per night (USD)
Expedia
From $280 per night (USD)
VRBO
Zampugna
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
While you're here, you can enjoy all the comforts of home and more, including a seasonal outdoor pool and a refrigera ...
From $280 per night (USD)
VRBO
From $102 per night (USD)
Expedia
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 $102 per night (USD)
Expedia
From $5169 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 $5169 per night (USD)
VRBO
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Expedia
San Bartolomeo di Caselle - Apt Ground Floor
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in Montepulciano, this welcoming apartment brings it all within your reach. Val di Chiana is just a short wal ...
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Expedia
Click For Pricing
VRBO
St. Bartholomew of Caselle
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Located in Montepulciano, this 2-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the out ...
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VRBO

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Results: 197 Rentals