Top 20 Rocca D'Orcia Villa Rentals
Results 1 - 20 of 242
Podere Palazzo
Superb private accommodation with private pool, A/C, WIFI and panoramic view, close to Montalcino
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In high demand!
Description
Property Podere Palazzo is a nice property (200 sq m) that includes air conditioning, private pool and WiFi internet. The property can accommodate up to eight people comfortably in three bedrooms with three bathrooms. Conveniently located 3 km (2 mi) from Castiglione D'orcia, Italy in the tourist area "Orcia Valley" and only 24 km (15 mi) from Montalcino.
The Ground Floor can't be rented and it is closed, as the owners live there occasionally.
They may use the pool too, when they are at the villa.
Your Experience
After arriving you’ll find a beautiful clean well-maintained property ideal for a relaxing holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 24 km (15 mi), Montepulciano 31 km (19 mi), Siena 58 km (36 mi), Cortona 70 km (43 mi) and Arezzo 92 km (57 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 220 km (137 mi), Forte Dei Marmi 227 km (141 mi), Rome 197 km (123 mi), Venice 376 km (234 mi) and Milan 419 km (260 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 07:00 - 10:00
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 140 km (87 mi), Pisa (psa) 185 km (115 mi), Roma Ciampino (cia) 206 km (128 mi), Roma Fiumicino (fco) 219 km (136 mi) and Bologna (blq) 221 km (137 mi).
Birthdays and parties are generally not accepted, especially for groups of young people under the age of 30.
Podere Palazzo
Villa Castiglione
Private Holiday villa with WIFI, private pool, TV, patio, panoramic view, close to Montepulciano
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Description
Beautiful independent villa with private pool situated in the Orcia valley area, a splendid region south of Siena rich in charming villages and hamlets such us Montalcino, Pienza, San Quirico d’Orcia, Castiglione d’Orcia. This property has been recently restored and turned into a welcoming country residence with nicely furnished interiors and large well-kept outdoor areas (6500 square meters).
The location is ideal to visit most of central Tuscany as well Umbria. The property is in easy access to some of the most beautiful and renowned spas of Tuscany (only a few km away): Bagni di San Filippo, Bagno Vignoni both offering sulphureous waters, treatments, massages…
Distances: Gallina with a bar and a restaurant 3 km away, Campiglia with general stores 6 km away, San Filippo (spas) 7 km, Bagno Vignoni (spas) 9 km, Pienza 13 km away, Siena 60 km away, Perugia 90 km away.
At guests’ disposal: large furnished outdoor areas, private swimming-pool (15 x 7,5 m – min. depth 1,35 m – max. depth 1,45 m – open from 01/05 to 30/09), with solarium area, gazebo, barbecue, playground for children with swing and slide, covered furnished portico with bread oven, table football, table tennis. Laundry with washing-machine available.
Parking within the grounds.
Pets are allowed by paying an extra charge (payment on the spot).
Wood for fireplace, barbecue and stove available free of charge.
Please carefully check if there are any extra costs to be paid on site! Villa Castiglione
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Casa Frati
Beautiful private villa with hot tub, private pool, WIFI, TV and terrace, close to Montalcino
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Someone else is looking at this property right now!
Description
Property Summary
Nestled atop a gentle hill in the heart of Tuscany, "Casa Frati" is a remarkable holiday rental that invites you to experience the timeless beauty of the Orcia valley in Castiglione D'Orcia, Italy. This former small monastery, dating back to the 15th century, has been thoughtfully and beautifully renovated into 2 spacious and elegant country Tuscan-style apartments, connected by an external staircase and offering breathtaking panoramic views of the surrounding landscape. Situated within the southern province of Siena and enveloped by rolling fields and vineyards, the property exudes an atmosphere of authentic tranquility and historical charm. Guests enjoy access to a refreshing swimming pool measuring 6 x 12 metres, set within a generous private yard spanning 4,600 m2, where a large lawn provides the ideal setting for leisurely afternoons in the open air. Internet WiFi is available inside the property, ensuring you remain connected throughout your stay, while on-site parking is conveniently provided, making arrival and departure entirely stress-free. Whether you are seeking a peaceful retreat or a base from which to explore the wonders of the Tuscan countryside, "Casa Frati" offers an exceptional combination of history, comfort, and natural beauty.
Outdoors
The outdoor spaces at "Casa Frati" are as generous as they are inviting, offering a true sanctuary within the Tuscan hills. The private garden, extending across 4,600 m2, is beautifully landscaped and provides ample space for relaxation and outdoor enjoyment. A large lawn stretches across the grounds, perfect for sunbathing or simply unwinding in the warm Italian sun. The swimming pool, measuring 6 x 12 metres with a depth ranging from 140 to 180 cm, is available seasonally from April to October and serves as the centrepiece of the outdoor area. For those seeking additional relaxation, a hot tub is also available on the property, offering a soothing experience amid the natural surroundings. A barbecue area completes the outdoor offering, providing the perfect setting for al fresco dining during warm Tuscan evenings. The secluded hilltop position of the property ensures that all outdoor spaces benefit from sweeping, uninterrupted views of the Orcia valley, creating an atmosphere of complete privacy and serenity.
Other Information
"Casa Frati" is accessed via a 1 km unmade road, which contributes to the sense of seclusion and exclusivity that defines this remarkable property. A sauna is available on the premises for an extra cost, offering an additional layer of relaxation for guests who wish to indulge. Housekeeping services are also available upon request for an additional fee, ensuring that your stay remains as comfortable and effortless as possible. A washing machine is accessible inside the property for the convenience of longer-stay guests. The 2 apartments that make up the property are connected by an external staircase, maintaining a sense of independence while sharing the communal outdoor spaces. A car is strongly recommended in order to fully explore and enjoy the surrounding area and its many attractions.
Distances and Attractions
"Casa Frati" enjoys an enviable location that places a wealth of Tuscan attractions within easy reach. The charming village of Castiglione D'Orcia lies just 3 km from the property, while the historic centre of San Quirico d'Orcia is situated 6 km away, where you will find a selection of restaurants and larger supermarkets. At just 3 km from the property, guests can also visit a local grocery store and the renowned Bagno Vignoni thermal baths, a destination celebrated for its ancient healing waters and unique open-air pool set within the village square. For those wishing to venture further afield, the elegant town of Pienza is located 18 km away, offering its celebrated Renaissance architecture and world-famous Pecorino cheese. Montepulciano, renowned for its noble wines and medieval streets, is 25 km from the property, while Montalcino, home to the prestigious Brunello wine, lies 23 km away. The magnificent city of Siena, a UNESCO World Heritage Site famed for its Gothic cathedral and the legendary Palio horse race, is reachable within 55 km. The surrounding area offers a rich tapestry of cultural, gastronomic, and natural experiences, making "Casa Frati" the ideal base from which to discover the very best of southern Tuscany. Casa Frati
Villa Cassia
Wonderful accommodation with WIFI, private pool, TV and panoramic view, near Montepulciano
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Description
Independent portion of a stone farmhouse dating back to the 15th century. This property, which has been, completely restored in 2012, offers 2 independent units separated by fences and hedgerows. Outside guests can enjoy use of a large furnished garden ideal for al-fresco dining and of a nice private pool.
This property is situated in the splendid Val d’Orcia region, in easy access to the charming towns of Pienza, San Quirico d’Orcia, San Casciano dei Bagni.
The access to the property is via an unpaved but well-maintained road suitable to any cars.
Distances: San Quirico with general stores 8 km away, Bagno Vignoni 4 km, Pienza 10 km away, Montepulciano 16 km, Siena 50 km away, Cortona 52 km, Arezzo 70 km, Florence (airport) 135 km, Rome (airport) 190 km.
At guests’ disposal: large furnished garden with table, chairs barbecue and swing, private swimming-pool (12 x 6 m – min. depth 1,1 m – max. depth 1,3 m – open from 01/05 to 30/09), open-air shower by the pool (only cold water).
Parking within the grounds.
Please carefully check if there are any extra costs to be paid on site! Villa Cassia
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Cerretalta
Pretty private villa rental with private pool, WIFI, A/C, TV, patio, panoramic view, near Montalcino
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Someone just enquired about this property!
Description
Villa Cerretalta is in a wonderful position on a small hill surrounded by Brunello vineyards, within the national park of Val D'Orcia. The 7 bedroom, 6 bath property is set between the cities of Montalcino and San Quirico D'Orcia (both are about 10 km away), yet in few minutes you can reach the little town of Torrenieri (5 km) where you can find the nearest shops, supermarket and restaurants.
The owner occasionally uses the independent building nearby and whilst respecting your privacy will be at your disposal if you should need any help.
Cerretalta is completely surrounded by hedges and fences to guarantee total privacy. Nonetheless, you have a wonderful sight over the countryside.
Once you enter the gateway, there is a large courtyard plenty of tables and chairs at guests’ disposal as well as the brick barbeque. Across the court there is a lovely area with a big round stone table and matching benches sheltered from the sun by a pergola. Here there is also a second way out from the property, down a stone staircase and through a small iron gate.
There are two garden areas.
The first one is bordered by mature trees, should the guests enjoy a peaceful shady lawn, and it is situated next to a white travertine floored space with tables, chairs and parasol. This is the perfect location where you can have your meals, while taking in the beautiful view over the surrounding farmland.
From here, few stone steps lead to the second garden that is located near the poolside. A small gate possibly delimits the way so as to prevent little children from reaching the swimming-pool area without permission. Some fruit trees, flowers and shrubs brighten the place and there is also a gazebo with table and chairs. An extensive hedge marks the limits of the patch.
Distances: Torrenieri 5 km, San Quirico D'Orcia 10 km, Montalcino 12 km, Bagno Vignoni 14 km, Pienza 18 km, Montepulciano 32 km, Siena 36 km, Monte Amiata 45 lm, Grosseto 70 km, Firenze 100 km, Roma 200 km.
At guests' disposal:The salt water swimming pool is 12 x 6 meters, and has a depth from 1.20 to to 1.60 m.
Here there are parasols and several sun-loungers to relax in.
The seventh bathroom of the property is situated here at the poolside. In addition there is also an outdoor shower. Baby bed and highchair available on site free of charge.
Wi Fi connection is available in the villa.
Tennis table available free of charge.
children playground.
Motor vehicle access to the house: 3 km via unpaved road.
Air conditioning is also available in each of the bedrooms, to be charged according to consumption.
Extra Services: Four extra bed are available upon request at € 200,- / for week / each (to be paid on the spot).
Please carefully check if there are any extra costs to be paid on site! Cerretalta
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Villa Gaeta
Independent House with private pool, WIFI, A/C, TV, pets allowed, panoramic view, near Montepulciano
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Description
Large Tuscan farmhouse dating back to the 15trh century built on the ruins of an ancient convent of the year 1200. This property with a charming inner courtyard, is situated in quiet and panoramic location on a large 100-hectare estate producing olive oil and wine.
This villa has been tastefully restored preserving its original architectural features and ancient materials such as the beautiful terracotta-tiles floors and beamed ceilings and has been converted into a welcoming country-side residence. The interiors are tastefully furnished with some antique pieces.
Outside, guests can enjoy use of a nice garden with a private pool.
The access to the property is via an upaved but well-maintained road of approx. 1,5 km.
Distances: Montefollonico with groceries 4,5 km away, Montepulciano 9 km, Torrita di Siena with general store and Pienza 12 km away, Cortona 40 km, Lake Trasimeno 50 km away, Siena 65 km, Perugia 75 km away, Marina di Grosetto (beaches) 107 km Florence (airport) 110 km away, Pisa (airport) 200 km away, Rome (airport) 215 km away.
At guests’ disposal: furnished garden (lawn) with private swimming-pool (10 x 7 m – depth 1,5 m), barbecue. Guests can also enjoy use of a charming inner courtyard with ancient bread oven and nice loggia. Laundry (accessible from the outside).
This villa provides WI-FI internet connection (free of charge), air-conditioning in all of the bedrooms (with the exception of the one accessible from the courtyard), hairdryers.
Parking with the grounds.
Extra Services: Baby bed and high-chair upon request (free of charge). Maid service by arrangement (€ 15,- / per hour to the paid locally).
Small pets are allowed.
Note: The villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Villa Gaeta
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
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Description
Casa Dell'ambasciatore is a beautiful stone building (97 sq m) with WiFi internet. The property can accommodate up to four people comfortably in two bedrooms with two bathrooms. Conveniently located in Vivo D'orcia, Italy in the tourist area "Orcia Valley" and only 34 km (21 mi) from Montalcino.
The pool is shared with the following properties: EAS183983 - EAS 183984 - EAS 183374.
It is possible to book a kit for children which includes: cot with sheets and blanket, changing mat, highchair, baby bathtub and potty, dining set (upon payment)
Your Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - sightseeing, shopping, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 34 km (21 mi), Montepulciano 38 km (24 mi), Siena 76 km (47 mi), Cortona 90 km (56 mi) and Perugia 96 km (60 mi).
Some other major tourist destinations you should consider visiting are: Florence 172 km (107 mi), Viareggio 239 km (148 mi), Forte Dei Marmi 250 km (156 mi), Rome 205 km (128 mi), Venice 415 km (258 mi) and Milan 457 km (284 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 179 km (111 mi), Roma Ciampino (cia) 215 km (133 mi), Pisa (psa) 215 km (134 mi), Roma Fiumicino (fco) 227 km (141 mi) and Bologna (blq) 264 km (164 mi).
Casa Dell'ambasciatore
Book your vacation for the period from 01 April 2026 to 27 June 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 22 August 2026 to 31 October 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 22 August 2026 to 31 October 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 01 April 2026 to 27 June 2026 and save 15% (minimum 7 nights).
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Description
Casa Di Lilli is located in Vivo D'orcia, Italy and only 34 km (21 mi) from Montalcino in the tourist area "Orcia Valley". Casa Di Lilli is a lovely stone building (52 sq m) with WiFi internet. The property can sleep up to two guests comfortably in one bedroom with one bathroom.
The pool is shared with the following properties: EAS183983 - EAS 183985. So here we have four expertly restored dwellings (including Casa dell'Ambasciatore and Casa di Giulio that you can book together with Casa di Lilli in the case of large families or friend groups), mixing ancient and modern to make them comfortable and at the same time full of charm. Each house has its own outdoor space equipped with tables and chairs, while a beautiful saltwater pool (6x10) is shared among the residences that make up the hamlet.
It is possible to book a kit for children which includes: cot with sheets and blanket, changing mat, highchair, baby bathtub and potty, dining set (upon payment)
Your Experience
When you arrive you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 34 km (21 mi), Montepulciano 38 km (24 mi), Cortona 70 km (43 mi), Siena 76 km (47 mi) and Arezzo 100 km (62 mi).
Some other major tourist destinations you should consider visiting are: Florence 172 km (107 mi), Viareggio 239 km (148 mi), Forte Dei Marmi 250 km (156 mi), Rome 205 km (128 mi), Venice 415 km (258 mi) and Milan 457 km (284 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 179 km (111 mi), Roma Ciampino (cia) 215 km (133 mi), Pisa (psa) 215 km (134 mi), Roma Fiumicino (fco) 227 km (141 mi) and Bologna (blq) 264 km (164 mi).
Special Services
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Casa Di Lilli. Ask for more details, including the supplemental cost and how to arrange this service.
Casa Di Lilli
Book your vacation for the period from 01 April 2026 to 27 June 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 22 August 2026 to 31 October 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 22 August 2026 to 31 October 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 01 April 2026 to 27 June 2026 and save 15% (minimum 7 nights).
Description
Conveniently located in Vivo D'orcia, Italy in the tourist area "Orcia Valley" and only 34 km (21 mi) from Montalcino. Holiday home Casa Di Giulio is a nice stone building (100 sq m) that includes WiFi internet. The property can accommodate up to five people comfortably in three bedrooms with two bathrooms.
The pool is shared with the following properties: EAS183985 - EAS 183984 - EAS 183374.
It is possible to book a kit for children which includes: cot with sheets and blanket, changing mat, highchair, baby bathtub and potty, dining set (upon payment)
The Experience
After arriving you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 34 km (21 mi), Montepulciano 38 km (24 mi), Siena 76 km (47 mi), Cortona 90 km (56 mi) and Perugia 96 km (60 mi).
Some other major tourist destinations you should consider visiting are: Florence 172 km (107 mi), Viareggio 239 km (148 mi), Forte Dei Marmi 250 km (156 mi), Rome 205 km (128 mi), Venice 415 km (258 mi) and Milan 457 km (284 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 179 km (111 mi), Roma Ciampino (cia) 215 km (133 mi), Pisa (psa) 215 km (134 mi), Roma Fiumicino (fco) 227 km (141 mi) and Bologna (blq) 264 km (164 mi).
Casa Di Giulio
Book your vacation for the period from 01 April 2026 to 27 June 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 22 August 2026 to 31 October 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 22 August 2026 to 31 October 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 01 April 2026 to 27 June 2026 and save 15% (minimum 7 nights).
Casa di Pietro in Vivo D'Orcia, Pool
Amazing vacation home with pool, WIFI, TV and panoramic view
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Someone else is looking at this property right now!
Description
Casa Di Pietro In Vivo D'orcia, Pool is located in Vivo D'orcia, Italy and only 34 km (21 mi) from Montalcino in the tourist area "Orcia Valley". Casa Di Pietro In Vivo D'orcia, Pool is a lovely stone building (80 sq m) with WiFi internet. The property can sleep up to four people comfortably in two bedrooms with two bathrooms.
What to Expect
Upon arrival you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 34 km (21 mi), Montepulciano 38 km (24 mi), Cortona 69 km (43 mi), Siena 76 km (47 mi) and Arezzo 100 km (62 mi).
Some other major tourist destinations you should consider visiting are: Florence 172 km (107 mi), Viareggio 239 km (148 mi), Forte Dei Marmi 250 km (155 mi), Rome 205 km (128 mi), Milan 459 km (285 mi) and Naples 396 km (246 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 177 km (110 mi), Roma Ciampino (cia) 214 km (133 mi), Pisa (psa) 215 km (134 mi), Roma Fiumicino (fco) 227 km (141 mi) and Bologna (blq) 264 km (164 mi).
Casa Di Pietro In Vivo D'orcia, Pool
Book your vacation for the period from 01 May 2026 to 01 June 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 11 May 2026 to 25 May 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 14 June 2026 to 23 June 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 22 August 2026 to 31 October 2026 and save 10% (minimum 4 nights).
Il Gallinaio, Vivo D'Orcia
Unique vacation home with WIFI and panoramic view
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Description
Il Gallinaio, Vivo D'Orcia is located in Vivo D'orcia, Italy and only 29 km (18 mi) from Montalcino in the tourist area "Orcia Valley". Property Il Gallinaio, Vivo D'Orcia is a beautiful property (45 sq m) that includes WiFi internet. The property can sleep up to two people comfortably in one bedroom with one bathroom.
The Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends for a perfect ending to another day in Tuscany. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to two people.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 29 km (18 mi), Montepulciano 33 km (20 mi), Cortona 69 km (43 mi), Siena 71 km (44 mi) and Arezzo 95 km (59 mi).
Some other major tourist destinations you should consider visiting are: Florence 168 km (104 mi), Viareggio 254 km (158 mi), Forte Dei Marmi 261 km (162 mi), Rome 200 km (124 mi), Venice 407 km (253 mi) and Milan 456 km (283 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 09:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 173 km (107 mi), Roma Ciampino (cia) 209 km (130 mi), Pisa (psa) 218 km (135 mi), Roma Fiumicino (fco) 222 km (138 mi) and Bologna (blq) 259 km (161 mi).
Il Gallinaio, Vivo D'Orcia
Villa Montichiello
Holiday villa with private pool, A/C, hot tub, WIFI, TV, patio, panoramic view, near Montepulciano
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Description
Property Summary
Nestled on a gentle hill in the heart of the UNESCO-protected Val d'Orcia in Tuscany, Italy, Villa Monticchiello is an exceptional vacation rental that combines breathtaking natural scenery with refined comfort. The property commands sweeping, panoramic views of the characteristic rolling hills that define this iconic landscape, as well as the magnificent historic city of Pienza, celebrated worldwide for its unique Pecorino cheese. The surrounding area is also home to some of the most prestigious Tuscan wineries, including the renowned Brunello di Montalcino. The villa is enveloped by a spectacular and meticulously maintained garden, which forms a verdant and tranquil setting for your stay. A private swimming pool measuring 15x5 metres, with a depth ranging from 0.90 to 1.70 metres, is available for your exclusive use, complete with sun beds for leisurely afternoons in the Tuscan sun. Wireless internet connectivity is provided throughout the property, ensuring you remain connected during your stay. Private parking is available on site, offering convenience and peace of mind upon arrival.
Outdoors
The outdoor spaces of Villa Monticchiello are thoughtfully designed to make the most of the extraordinary natural surroundings. The private swimming pool, measuring 15x5 metres with a depth ranging from 0.90 to 1.70 metres, is set within the beautifully kept garden and equipped with sun beds, inviting you to relax and soak up the warm Tuscan sunshine. A covered outdoor area houses a barbecue fireplace and a pizza oven, creating an ideal setting for preparing and enjoying al fresco meals in a truly unique environment. This space is perfectly positioned to offer some of the most unforgettable sunsets you will ever witness, making every evening a memorable occasion. The elegant paved portico is furnished with comfortable garden sofas and chairs, providing a refined and relaxing outdoor retreat where you can savour a glass of Brunello wine while contemplating the magnificent surrounding landscape.
Other Information
Villa Monticchiello benefits from its proximity to the charming hamlet of Monticchiello, which provides easy access to local grocery facilities and restaurants, ensuring that all your daily needs can be conveniently met during your stay.
Distances and Attractions
Villa Monticchiello is ideally situated to allow you to explore some of the most celebrated destinations in Tuscany. The historic city of Pienza, renowned for its unique Pecorino cheese and its outstanding Renaissance architecture, is easily reachable from the property. The entire Val d'Orcia valley, a UNESCO World Heritage Site, surrounds the villa and offers a landscape of extraordinary beauty that has inspired artists and travellers for centuries. The area is also home to some of the most important Tuscan wineries, including those producing the prestigious Brunello di Montalcino, widely regarded as one of Italy's finest wines, making the region a paradise for wine enthusiasts. The nearby hamlet of Monticchiello, with its authentic village atmosphere, grocery shops, and local restaurants, is within easy reach of the property, offering a genuine taste of traditional Tuscan life. Villa Montichiello
Description
Property Summary
Poggio Aperto is a beautiful independent farmhouse nestled in the scenic Maremma region of Seggiano, Italy. This charming holiday villa offers spacious accommodation across two thoughtfully designed floors, providing an ideal retreat for families or groups seeking tranquility and comfort. The property features an enclosed garden adorned with olive and fruit trees, accessed through an automatic gate, ensuring both privacy and security. On-site parking is conveniently available for guests. The villa boasts a private swimming pool measuring 11x6 meters, complete with a dedicated gazebo and changing room equipped with a shower. A distinctive wellness area enhances the property's appeal, offering guests the opportunity to relax and rejuvenate during their stay in this picturesque corner of Tuscany.
Outdoors
The outdoor spaces at Poggio Aperto are designed to maximize enjoyment of the beautiful Maremma countryside. The enclosed garden is planted with established olive and fruit trees, creating a peaceful Mediterranean atmosphere. The non-heated swimming pool, measuring 11 by 6 meters, serves as the focal point of the outdoor area and is open for use from May 1st through October 31st. Adjacent to the pool, you will find a charming gazebo providing shaded relaxation space, while a practical changing room with shower facilities adds convenience for swimmers. Two loggias extend from the house, each furnished with tables and chairs, offering perfect spots for outdoor dining or simply relaxing while taking in views of the surrounding garden. A barbecue area is available for preparing meals alfresco, allowing you to fully embrace the outdoor lifestyle that makes this region so appealing.
Unit Layout
The villa is arranged across ground and first floors, accommodating a maximum capacity of 6 guests with 3 bedrooms and 2 bathrooms. The ground floor comprises a welcoming living room furnished with a sofa bed and satellite plasma television, a spacious dining room featuring a traditional fireplace, and a well-equipped kitchen. A separate pantry provides additional culinary space. The ground floor also includes a double bedroom with satellite television and direct access to the garden, plus a large bathroom fitted with a shower. Practical amenities on this level include a dedicated laundry room and an impressive fitness room housing a sauna, whirlpool, and treadmill. Ascending to the first floor, you will discover a generous living room with fireplace that opens onto two loggias and overlooks the garden, equipped with a large satellite plasma television. A loft area on this floor offers a peaceful living and meditation space. The first floor accommodates a double bedroom featuring an elegant four poster bed and satellite television, alongside a bathroom with a spacious shower. A third double bedroom includes a distinctive loft area with a round bed and satellite television, adding unique architectural interest to the sleeping quarters.
Amenities Included
Your stay at Poggio Aperto includes access to comprehensive amenities designed for comfort and convenience. The kitchen is equipped with a modern dishwasher, oven, and refrigerator, while the pantry houses an additional oven, microwave, espresso machine, and freezer to meet all your culinary needs. For outdoor entertaining, a barbecue is provided for preparing grilled specialties. Entertainment options are plentiful, with satellite plasma televisions installed in multiple rooms throughout the villa, including the ground floor living room, both ground and first floor bedrooms, and the spacious first floor living area. The remarkable wellness facilities set this property apart, featuring a dedicated fitness room complete with sauna, whirlpool bath, and treadmill for maintaining your exercise routine or indulging in relaxation. Free wireless internet access is available throughout the property, allowing you to stay connected during your stay. Both the swimming pool changing room and the main bathrooms are fitted with shower facilities for your convenience.
Other Information
Check-in is available between 3:00 pm and 7:00 pm, while check-out is requested by 10:00 am. Water, gas, final cleaning, and linen for bedrooms and bathrooms are included in the rental price, with linen changes provided weekly. Pets are welcome at the property. The villa offers flexible sleeping arrangements with options for baby cots and extra beds available. Upon arrival, guests are required to provide a security deposit which will be returned at the end of the stay minus the cost of any damages incurred. The property is equipped with central heating for cooler months, though availability should be confirmed based on your travel dates. A laundry room with facilities is conveniently located on the ground floor for guest use. The swimming pool operates seasonally, opening on May 1st and closing on October 31st annually. Upon arrival, a tourist tax may be required according to the regulations of the municipality.
Distances and Attractions
Located in Seggiano within the heart of the Maremma region, Poggio Aperto offers an excellent base for exploring one of Tuscany's most authentic and unspoiled areas. The Maremma is renowned for its rolling hills, medieval villages, thermal springs, and proximity to both mountains and coastline. The surrounding countryside provides numerous opportunities for hiking, cycling, and discovering the rich cultural heritage of southern Tuscany. Local wineries and olive oil producers welcome visitors for tastings and tours, offering insight into traditional Tuscan agricultural practices. The nearby town of Seggiano itself is known for its olive oil production and charming historic center. Within driving distance, you can reach the dramatic Monte Amiata, Tuscany's highest mountain, offering skiing in winter and refreshing mountain walks in summer. The renowned beaches of the Maremma coast and the Argentario peninsula are accessible for day trips, while historic towns such as Montalcino, Pienza, and Montepulciano lie within comfortable touring distance.
Costs & Services
Extra costs
- Electricity: €100.00 per week
- Heating based on consumption: payable locally
- Security deposit: €500.00
- Pets: €25.00 per week
- Baby cot: €30.00 per week
- Extra bed: €80.00 per week Poggio Aperto
Agriturismo Bellavista, Private Pool, Val D'Orcia
Amazing independent holiday villa with private pool, A/C, WIFI and patio, near Montalcino
- 18
- 10
- 8
In high demand!
Description
Conveniently located 6 km (3 mi) from Seggiano, Italy in the tourist area "Orcia Valley" and only 18 km (11 mi) from Montalcino. Holiday rental Agriturismo Bellavista, Private Pool, Val D'Orcia is a nice property (340 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to 18 people comfortably in ten bedrooms with eight bathrooms.
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Also available outdoors are a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 18 people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 18 km (11 mi), Montepulciano 38 km (24 mi), Siena 65 km (41 mi), Cortona 77 km (48 mi) and Arezzo 89 km (55 mi).
Some other major tourist destinations you should consider visiting are: Florence 134 km (83 mi), Viareggio 236 km (146 mi), Forte Dei Marmi 247 km (154 mi), Rome 210 km (130 mi), Venice 380 km (236 mi) and Milan 430 km (267 mi).
Additional Information
Check-In Time: 16:00 - 18:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 146 km (91 mi), Pisa (psa) 212 km (132 mi), Roma Ciampino (cia) 219 km (136 mi), Roma Fiumicino (fco) 232 km (144 mi) and Bologna (blq) 233 km (145 mi).
Additional Services
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
The common room is available for guests to use, with the exception of the kitchen, which may only be used by the owners.
In this room, the owner can prepare breakfast, lunch, and dinner upon request.
Agriturismo Bellavista, Private Pool, Val D'Orcia
Book your vacation for the period from 01 January 2026 to 05 July 2026 and save 10% (minimum 14 nights).
Book 30 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 3 nights minimum and can not be combined with any other special offers.
Villa al Sole
Unique independent house with hot tub, private pool, WIFI, TV, patio, pets allowed, panoramic view
- 8
- 3
- 3
Description
Property Summary
Villa al Sole is a beautifully appointed and comfortable single-family house nestled in the charming hilltop setting of Seggiano, in the heart of Tuscany, Italy. Elevated at 500 metres above sea level and surrounded by sweeping meadows and open fields, this exceptional vacation rental offers an atmosphere of genuine seclusion and tranquillity, making it an ideal retreat for those seeking privacy and relaxation away from the pace of everyday life. The villa commands a stunning panoramic view of the Tuscan countryside, providing a serene and picturesque backdrop throughout your stay. Connectivity is seamlessly maintained with Internet WiFi available throughout the property, ensuring you remain effortlessly connected while enjoying the peace of this rural haven. The grounds feature a dedicated parking area on the premises, complete with an electric vehicle charging station for the convenience of guests travelling with electric vehicles. The beautifully maintained yard, spanning an impressive 2,000 m2 of terraced garden, envelops the property in lush greenery, while the private swimming pool measuring 10 x 4 m invites you to unwind in complete comfort. Together, these amenities create a harmonious balance between refined comfort and the unspoiled natural beauty of the Sienese countryside.
Outdoors
The outdoor spaces of Villa al Sole are a true highlight of the property, thoughtfully designed to complement the breathtaking natural surroundings. The private terraced garden extends across 2,000 m2 of carefully tended land, fully fenced for complete privacy and security, and features a rich variety of trees, a natural garden area, and an open meadow that invites leisurely strolling and quiet contemplation. At the heart of the outdoor experience is the private swimming pool, measuring 10 x 4 m with a depth of 150 cm, available seasonally from 08 April to 15 October. Pool maintenance is handled directly by the owner and gardener, ensuring the area is always presented in pristine condition. Surrounding the pool, guests will find a welcoming terrace and a charming arbour that provides a shaded retreat during the warmer hours of the day, perfect for relaxing with a book or enjoying a leisurely afternoon in the open air. An outdoor shower is also available for your convenience, allowing you to refresh after a swim without stepping indoors. The outdoor dining and seating areas further enhance the alfresco experience, inviting you to savour meals and quiet moments while taking in the sweeping views of the Tuscan landscape that stretch out before you.
Other Information
Villa al Sole is a single-family house positioned on top of a hill at an elevation of 500 metres above sea level, offering a secluded and sunny environment that ensures a restful and private stay throughout your visit. The property is fully fenced, providing an additional sense of security and exclusivity for all guests. The surrounding landscape of meadows, fields, and natural garden areas contributes to the peaceful rural character of the estate, making it particularly well suited to those who appreciate the quietude of the Tuscan countryside.
Distances and Attractions
Villa al Sole enjoys a privileged position in Seggiano, placing a wealth of local attractions and essential services within comfortable reach. The nearest grocery store is located just 5 km from the property, while a larger supermarket can be found 18 km away. A restaurant offering the opportunity to dine in a local setting is situated 5 km from the villa, and guests may also take advantage of the nearby local sale of farm products, a wonderful way to experience the authentic flavours and traditions of the region. The historic town of Montalcino, renowned for its celebrated Brunello wine and medieval heritage, is 18 km away. The centres of both Siena and Grosseto are located 65 km from the villa, offering a rich array of cultural, historical, and culinary experiences. The nearest railway station is also 65 km away, providing convenient access for guests travelling by train. For those wishing to combine countryside relaxation with a day by the sea, Marina di Grosseto, a beautiful sandy beach, is equally 65 km from the property, making it a perfectly achievable excursion during your stay. Villa al Sole
- 4
- 1
- 2
In high demand!
Description
Property Summary
Nestled in the charming hilltop town of Seggiano, in the heart of Tuscany, Italy, La Suite del Benessere is a beautifully renovated house offering an exceptional holiday rental experience for those seeking both comfort and tranquility. Positioned on a slope in a quiet yet central location, this property combines the authentic character of the Tuscan countryside with a refined selection of modern amenities. The house is equipped with wireless Internet Wi-Fi throughout, allowing guests to stay connected during their stay. A private yard accompanies the property, providing an intimate outdoor retreat surrounded by the natural beauty of the region. Parking is also available, ensuring a convenient and stress-free arrival for all guests.
Outdoors
The outdoor spaces of La Suite del Benessere invite guests to unwind and make the most of the Tuscan climate. A small terraced garden offers a peaceful setting to relax and take in the elevated surroundings, while a hot tub provides the perfect opportunity to soak away the stresses of the day in complete comfort. For those who enjoy al fresco dining, a barbecue is available, making warm summer evenings an occasion to savour with family or friends.
Other Information
La Suite del Benessere is thoughtfully equipped to ensure a restorative and comfortable stay. Inside the property, guests will find a hydro massage bath and a dedicated spa area, adding a touch of wellness to the overall experience. The property benefits from a quiet and elevated position on a slope, offering a sense of seclusion despite its central setting within the town.
Distances and Attractions
La Suite del Benessere enjoys an excellent location for exploring some of the most celebrated destinations in southern Tuscany. A restaurant and bar are situated just 50 m from the property, making dining out effortlessly convenient. The renowned wine town of Montalcino is located 23 km away, offering world-class wineries, historic architecture, and exceptional local cuisine. A supermarket is also accessible within 23 km, ensuring that guests can easily stock up on provisions during their stay. The surrounding area is rich in natural and cultural attractions, including the majestic Monte Amiata, the thermal village of Bagno Vignoni, and the medieval gem of San Quirico d'Orcia, all of which are within comfortable reach and well worth exploring during your visit. La Suite del Benessere
- 12
- 6
- 5
Description
Conveniently located 12 km (7 mi) from Montalcino, Italy in the tourist area "Grosseto - Maremma" and only 48 km (30 mi) from Montepulciano. Vacation rental Lavacchio 12 is a nice stone building (360 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 12 people comfortably in six bedrooms with five bathrooms. If you enjoy a round of golf while on vacation, then you will be happy to know there is a golf course nearby.
What to Expect
This exceptionally beautiful property is located in a very quiet and spectacular position, just a few kilometres away from the lovely village of Montalcino. The property comprises both a large Tuscan stone-built farmhouse and a small guest house.
Air conditioning is available in most of the bedrooms.
When you arrive you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the lovely Tuscan weather.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 48 km (30 mi), Siena 70 km (43 mi), Cortona 82 km (51 mi), Arezzo 83 km (51 mi) and Greve In Chianti 109 km (68 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (85 mi), Viareggio 215 km (133 mi), Forte Dei Marmi 226 km (141 mi), Rome 235 km (146 mi), Venice 387 km (240 mi) and Milan 430 km (267 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 151 km (94 mi), Pisa (psa) 194 km (121 mi), Roma Fiumicino (fco) 218 km (135 mi), Bologna (blq) 236 km (146 mi) and Roma Ciampino (cia) 240 km (149 mi).
Additional Services
Maid Service - If you'd like maid service during your trip that can be arranged by the owner. Inquire for more details about the additional cost.
Two extra bedrooms are available at extra cost.
Cleaning service is included 3 hours a day, 5 days a week. Lavacchio 12
Villa Fontanelle
Private House with A/C, internet, private pool, TV, patio, panoramic view, near Montepulciano
- 14
- 7
- 9
In high demand!
Description
Conveniently located 2 km (1 mi) from Monticchiello, Italy in the tourist area "Orcia Valley" and only 14 km (9 mi) from Montepulciano. Villa Fontanelle is a nice holiday rental with air conditioning, internet and private pool. The property can sleep up to 14 guests comfortably in seven bedrooms with nine bathrooms.
Your Experience
When you arrive you’ll find a nice clean well-maintained property perfect for a splendid holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. For your pleasure, on the grounds there is a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 14 km (9 mi), Montalcino 28 km (17 mi), Cortona 46 km (29 mi), Siena 62 km (38 mi) and Arezzo 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (85 mi), Viareggio 220 km (137 mi), Forte Dei Marmi 230 km (143 mi), Rome 186 km (116 mi), Venice 380 km (236 mi) and Milan 423 km (263 mi).
Additional Information
Pool Open: 9 May - 3 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 144 km (89 mi), Roma Ciampino (cia) 195 km (121 mi), Pisa (psa) 204 km (127 mi), Roma Fiumicino (fco) 208 km (129 mi) and Bologna (blq) 228 km (142 mi).
More Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental costs.
Maid Service - If you'd like maid service during your visit that can be organized by the owner. Inquire for more details about the extra cost.
Le Fontanelle
- 16
- 8
- 7
Someone just enquired about this property!
Description
This really charming and elegant villa with private swimming pool is located in a very quiet and spectacular position, just a few kilometers away from the lovely village of Montalcino, the well known area for the famous worldwide red wine: Brunello di Montalcino. Just a five minutes drive away there is the famous Castello di Banfi where guests can visit the cellars and the hamlet while enjoying the great red wine, have lunch or dinner in one of their excellent restaurants.
The views from the house are outstanding taking in the Val d’Orcia and Crete Senesi, considered by many as the most beautiful areas of Tuscany. The owner a renowned Italian Architect and Interior Designer restored the villa in total respect to the Tuscan tradition and furnished it with an impressive combination of furniture personally designed and some antiques ones. The property comprises the main Tuscan stone-built farmhouse and a bedroom with en-suite bathroom in the guesthouse. Other bedrooms with en-suite bathroom can be rented at extra cost sleeping up to 18 people. Lavacchio has been restored and furnished to high standard all the first floor bedrooms have air-conditioning and two other portable units are available on request.
The photos of this beautiful property have been published over the years on many Interior Magazines.
Cleaning service is included 15 hours. Lavacchio 16
- 14
- 7
- 6
Description
This really charming and elegant villa with private swimming pool is located in a very quiet and spectacular position, just a few kilometers away from the lovely village of Montalcino, the well known area for the famous worldwide red wine: Brunello di Montalcino. Just a five minutes drive away there is the famous Castello di Banfi where guests can visit the cellars and the hamlet while enjoying the great red wine, have lunch or dinner in one of their excellent restaurants.
The views from the house are outstanding taking in the Val d’Orcia and Crete Senesi, considered by many as the most beautiful areas of Tuscany. The owner a renowned Italian Architect and Interior Designer restored the villa in total respect to the Tuscan tradition and furnished it with an impressive combination of furniture personally designed and some antiques ones. The property comprises the main Tuscan stone-built farmhouse and a bedroom with en-suite bathroom in the guesthouse. Other bedrooms with en-suite bathroom can be rented at extra cost sleeping up to 18 people. Lavacchio has been restored and furnished to high standard all the first floor bedrooms have air-conditioning and two other portable units are available on request.
The photos of this beautiful property have been published over the years on many Interior Magazines.
Cleaning service is included 15 hours. Lavacchio 14
