Villa San Benedetto

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Sleeps: 8 Bedrooms: 4 Bathrooms: 4



Located in a place that almost seems unchanged and untouched by time, Villa San Benedetto oozed Montalcino charm, having been built on a travertine stone in Sienese style and given its first lease of life as a farm owned by Rossini Martelli that’s still standing and has been for over 70 years. It’s attached to the large Montalcino wine estate and dairy meaning that a wealth of rich cuisine and full-bodied wine at your fingertips and quite literally, on your doorstep.

Facing the broad, quaint Amiata valley with light flooding in from all angles and luscious greenery and foliage surrounding the space, Villa San Benedetto has been described as its own little world, so close to the local landscape and earth yet intimate enough to give you and your group or family the quality time spent together than you deserve, uninterrupted by the hustle and bustle of the outside world.

Surrounded by beautiful Brunello grape vineyards, Villa San Benedetto houses four double and one single light filled bedrooms, filled with tasteful modern meets rustic country style finishes and a sense of serenity throughout. Castello di Velona can be seen from a far from the grounds of this magical slice of Tuscany that spans nine acres of fruitful vineyards, surrounded by majestic mountains and clear blue skies.

Having being sensitively restored and renovated, Villa Benedetto boasts warm terracotta tiles throughout, wood beamed ceilings, wood burning fireplaces, simultaneously insulating and cooling exposed stone walls, an electronic security system, an old school well in the garden area, plus large windows and intricate paintings and sculptures that give this villa a one of a kind personality, including contemporary artwork by emerging Italian artists including Giacinto Cerone, Federico Pietrella, Andrea Aquilanti and Cannavacciolo.

An electronic system controls the villas beautifully carved wooden doors that lead out to a bright hallway and open plan communal area, complete with a cosy, inviting living room area past the brick archway with an impressive fireplace. From here you access a set of french doors that lead out to the villa’s blissful shaded sun terrace and al fresco dining area. This outdoor area can also be accessed from the fully equipped kitchen that’s perfect for keen cooks. This ground level also houses a study complete with a twin bed.

On the first floor, there are four double bedrooms and three charming bathrooms. Two of the bedrooms overlook the gorgeous Montalcino vineyards with their beautiful en-suites, one of which has a bath and the other a shower.

The outdoor pool is wonderfully secluded and surrounded by olive trees for maximum privacy, boasting stunning views of all the valley, while the barbecue area is housed by a stone building, complete with a dining area for the entertainment of intimate groups and family while lapping up the scenery and fresh Tuscan air.

Oliver Approved

What you should know…

  • One of the second-floor bedrooms has access to the garden and outdoor dining area via stone staircase
  • The final leg of access road to the villa is up an unpaved track - we suggest hiring a sturdier car, also making the most of this fantastic area

Property Features

Private Pool Wi-Fi/Internet BBQ Ground Floor Bed & Bath Games Room Outdoor Games DVD Working Fireplace/Woodburner Heating Ceiling Fans

The Villa

Villa San Benedetto is a renovated old farm with 4 bedrooms and 4 bathrooms can accommodate up to 8 people

Ground Floor

- Fully equipped kitchen
- Living and dining area with sofas and dining table for 8 people
- Sitting room and fireplace
- Games room
- Utility room with washing machine and iron board
- Bathroom with shower

First Floor

- Three double bedrooms
- Single bedroom
- Three bathrooms

- Swimming pool with sun loungers
- Covered terrace with dining facilities
- Barbecue area
- Boules pitch
- Private parking


About the surrounding area of Villa San Benedetto
Rural Location Wine Tasting Outstanding Landscapes Outdoor Pursuit & Activities Tourist Towns & Villages Historical Sites
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The Montalcino wine estate is a dreamy paradise with vineyards spanning as far as the eye can see, home to six vineyard plots that each have their own type of alluring country Italian charm. Vigna al Leccio, Vigna Bassa, Vigna Curva, Vigna all’Ulivo, Vigna al Sasso and Vigna al Bosco all play an instrumental part in creating the region’s Brunello di Montalcino, Rosso di Montalcino and Antimo wine varieties. There is also a three storey cellar complex on site, where the grapes go in and the aged wine comes out.

Described by many as a fairytale hilltop town to the south side of Siena, set inside the Edenic like a natural park, Val d’Orcia, famous worldwide for its unrivalled, gorgeous red wine. The town has almost been untouched since the 16th century, full of ancient woods, rolling hills and a range of fields filled with colourful flower varieties set in between olive groves.

The historical centre of Montalcino is home to an intact fortress built in 1361 which is well worth a visit, even if just from the views you get from up high standing on top of its walls. The fortress comes alive in July when a jazz and wine festival is held within its grounds. Closeby, there’s also a tantalising, tall clock tower within the gothic town square, plus more than one ancient looking church that are all waiting to be explored inside.

Read more about Siena

Local Amenities
Nearest Airport Florence Airport Peretola

(120 km)

Nearest Airport Pisa International Airport

(200 km)

Nearest Village Montalcino

(12 km)

Nearest Town/City Siena

(45 km)

Nearest Shop Shops and supermarkets

(12 km)

Nearest Restaurant Restauranst and bars

(12 km)


The picturesque Siena, located in the heart of Tuscany, Italy, is a mesmerising destination that encapsulates the essence of Italian culture, history, and natural beauty. With its rolling hills, charming medieval towns, and renowned art, Siena offers a captivating experience for travellers. One of the region's most famous attractions is the historic city of Siena itself, a UNESCO World Heritage site. The city's unique feature is the Piazza del Campo, a stunning shell-shaped square that hosts the world-famous Palio di Siena, a thrilling horse race held twice a year. The Torre del Mangia, a towering bell tower, offers panoramic views of the city and surrounding countryside, allowing visitors to fully appreciate Siena's historic and architectural splendour.


With its rolling fields, historical heritage and a cuisine that’s a delight for all the senses, it’s no wonder Tuscany is one of the most popular regions in Italy for holidaymakers. Yet even with its popularity, you can still kick back in one of our luxury villas in Tuscany and feel peace, tranquillity and the joy of seclusion. 

This is one destination that really does have a little bit of everything for everyone, whether you’re travelling with family, friends or are just looking for a romantic getaway with that special someone.

Download Our Tuscany Travel Guide >>


Best Suited For: All Ages

Exploring the local landscape, nature and the wide variety of ancient architecture at your fingertips is a must when holidaying in Montalcino. Venturing further out into Siena, you’ll find a large playground located in Piazza Amendola and a further two more in Piazza Gramsci and Via Sant’Agata.

Five minutes from Piazza del Campo, you’ll find the Orto de Pecci park, complete with a goldfish pond and fenced in areas for goats, donkeys and peacocks, along with ducks and geese that walk freely around the park. There is also a café on site meaning you could easily make a family day out of this place. Accessed via a parth from the park, there’s also a medieval garden that’s perfect for a more intimate setting to spend time with your family in.

Siena is also home to two large outdoor pools in Acquacalda, one of which is specially for smaller children, perfect for cooling down and keeping the kids entertained during the summer months. With a natural history museum and children’s art museum not far away either, you won’t be stuck with ways to keep everyone in the group or family happy and having fun.

Kids Activities Close-by

  • Outdoor Pursuit & Activities
  • Tourist Towns & Villages
  • Historical Sites

Onsite Facilities

  • Games Room
  • Outdoor Games
  • DVD


At Oliver’s Travels we pride ourselves on going that little bit further for our guests. From private chefs to babysitters we can help you arrange those little extras that make it a truly memorable holiday. Simply fill in the concierge request form or contact the Oliver’s Concierge Team who will be happy to help. We can typically help you arrange any of the following:

- Maid service/extra cleaning
- Private chef/cook/catering
- Welcome hamper/pre-stocked fridge
- Local day-trips or tours
- Airport transfers
- Babysitting/childcare services

Simply fill in the concierge request form or contact the Oliver’s Concierge Team.

Please note that all services are subject to availability and must be requested in advance and that due to some rural/remote locations, not all services will be available at all properties. Prices are on request. We will always do our best to fulfil your requests!

Oliver's Travels Chef Service: A Gourmet Dining Experience
Make hosting a memorable dinner party at your villa an absolute breeze with our superb Chef Service. Our chefs will take care of everything for you from start to finish so you can just sit back and enjoy the gastronomic experience. They will bring all the necessary ingredients, cook and serve the food and even clean up afterwards. To find out more visit

Terms & Conditions

These terms and conditions may be amended from time to time.

Security deposit €1000 payable cash, upon arrival
Arrival time 4.00 pm
Departure time 10.00 am
Energy costs included? Included in the rental price
Linen & towels included? Linen & towels included in rental price
Pets welcome? Pets not allowed
Changeover day Saturday
End of stay cleaning included? Included in the rental price
Smoking Allowed? No smoking inside the villa
Insurance It is recommended that all guests take out insurance to cover against potential cancellation and any accidental damage caused during your stay at the property.
Minimum stay 3 nights
Heating costs included? Included in the rental price
Tax Tourist tax not included in the rental price
Internet access? Wi-Fi connection included

Rental Rates

Prices based on an occupancy of 8 people:

Rental period 3 Nights 4 Nights 5 Nights Weekly
Jun 23rd 2024 - Jun 29th 2024 £2,315 £3,087 £3,859 £5,400
Jun 29th 2024 - Aug 24th 2024 - - - £5,400
Aug 24th 2024 - Jan 4th 2025 £2,315 £3,087 £3,859 £5,400
Jan 4th 2025 - Jun 28th 2025 £2,315 £3,087 £3,859 £5,400
Jun 28th 2025 - Aug 23rd 2025 - - - £5,400
Aug 23rd 2025 - Dec 25th 2025 £2,315 £3,087 £3,859 £5,400

Prices based on an occupancy of 8 people:

Rental period 3 Nights 4 Nights 5 Nights Weekly
Jun 23rd 2024 - Jun 29th 2024 €2,549 €3,398 €4,248 €5,945
Jun 29th 2024 - Aug 24th 2024 - - - €5,945
Aug 24th 2024 - Jan 4th 2025 €2,549 €3,398 €4,248 €5,945
Jan 4th 2025 - Jun 28th 2025 €2,549 €3,398 €4,248 €5,945
Jun 28th 2025 - Aug 23rd 2025 - - - €5,945
Aug 23rd 2025 - Dec 25th 2025 €2,549 €3,398 €4,248 €5,945

Prices based on an occupancy of 8 people:

Rental period 3 Nights 4 Nights 5 Nights Weekly
Jun 23rd 2024 - Jun 29th 2024 $2,725 $3,633 $4,542 $6,356
Jun 29th 2024 - Aug 24th 2024 - - - $6,356
Aug 24th 2024 - Jan 4th 2025 $2,725 $3,633 $4,542 $6,356
Jan 4th 2025 - Jun 28th 2025 $2,725 $3,633 $4,542 $6,356
Jun 28th 2025 - Aug 23rd 2025 - - - $6,356
Aug 23rd 2025 - Dec 25th 2025 $2,725 $3,633 $4,542 $6,356

Please note that these prices/rates are a guide only and may not be correct at the current date. For an accurate quote, please enquire.

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