Holiday rentals in Buonconvento

Poggio Bicchieri Holiday Farm - Memoria apartment

Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Luxurious Medieval Tower & Private Concierge

It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Wine House

Enjoy an authentic Tuscan experience in this private apartment within a renovated farmhouse, surrounded by the countryside. Just a few minutes by car from Montalcino and Buonconvento, it’s ideal for those seeking nature, wine and tranquility. Guests have exclusive use of a large fenced garden, outdoor lounge area, BBQ and wood-fired oven. The property is 2 km from Buonconvento (1 km unpaved road); restaurants and shops are in the village, a short drive away. Car recommended.

Flat, Agriturismo "Biofattoria l'Upupa"

The flat is on the first floor of a classic Tuscan farmhouse called ‘Biofattoria l'Upupa’. Magnificent hillside location between the Val d'Orcia and the Crete Senesi. Suitable for families with children. Consisting of kitchen, large living room, bathroom with shower, 1 double bedroom and 1 bedroom with bunk beds. There is a double sofa bed in the living room. The flat is equipped with wifi. Free parking on private property. Complete breakfast kit including homemade cakes.

Romantic Yellow apartment in Crete Senesi

Apartment consisting of 1 comfortable double bedroom (it is possible to make 2 single beds on request), fully equipped kitchen, living room, and bathroom. TV, BBQ, (if needed, we have a washing machine available from 9 a.m. to 8 p.m. in our laundry room). A car is recommended as we are in the countryside, so you can be self-sufficient and visit the magnificent Tuscan countryside as well. Free parking and wifi. I look forward to showing you the real Tuscany!

La Loggetta

La Loggetta is a detached house located in the historic center of Buonconvento, in a strategic position for visiting the Val D'Orcia. The house has a nice patio for relaxing, and consists of a large living room with dining area, kitchen, bathroom and double bedroom. In the living room, there is a comfortable sofa bed with a memory foam mattress. Free Wi-Fi, a smart TV, a washing machine, and a dishwasher are available. The house has independent heating.

Mascagni Farmhouse in Val d'Orcia, Pienza

Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

Il Borghetto - Oliviera Townhouse

The Oliviera Townhouse is located near the medieval castle of San Giovanni d'Asso. In fact, this property was once the castle's oil mill, where the olives were ground. The apartment is on the first floor, has a living area - kitchen, double bedroom, a small hallway and a bathroom. Air conditioning and wifi. San Giovanni d'Asso, also famous for its white truffle, is the ideal place for those who want to visit Valdorcia and Crete Senesi.

In Tuscany Rooms

**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.

Appaloosa - Apartment for couples and families

Appaloosa apartment accommodates 4–5 guests and offers air conditioning, Wi-Fi and direct access to the panoramic swimming pool. Ideal for couples or families looking for a relaxing stay in the Tuscan countryside. On the ground floor there is a kitchen, living area, a twin bedroom and a bathroom with shower. Upstairs, reached by a spiral staircase, is the double bedroom with an additional single chair bed.

Cottage with kitchen and swimming pool in the Tuscan hills

Forget the daily grind and treat yourself to a timeless romantic getaway. Nestled among the rolling hills of the Crete Senesi, this exclusive retreat is designed for couples seeking complete privacy, tranquillity and relaxation. An intimate place where you can rediscover the joy of being together, surrounded by the Tuscan countryside, amidst endless views, golden light and a leisurely pace.