Large Chianti villa with pool and annexe, vineyard views, space for groups and easy access to Florence, Siena and San Gimignano.

Casale Poggibonsi
Key Highlights
- The combination of a main house and a separate annexe allows large groups to stay together while still enjoying privacy and independence.
- Open views across Chianti’s vineyards and olive groves create a strong sense of place throughout the gardens and pool area!
- Being part of a working wine estate adds a special dimension to the stay!
Villa Interior
Ground Floor
- Living room with fireplace
- Modern, fully equipped kitchen
- Dining room with a large table for 12 people
- Bedroom 1: Double bed, ensuite with shower (suitable for disabled persons)
- Small bathroom
First Floor
- Bedroom 2: Double bed, ensuite with bath
- Bedroom 3: Double bed, ensuite with bath
- Bedroom 4: Twin beds, ensuite with shower
- Bedroom 5: Double bed, ensuite with shower
Annex
Ground Floor
- Living room with fireplace
- Dining room
Five Steps Down
- Fully equipped kitchen
- Bathroom with shower
First Floor
- Bedroom 6: Loft bedroom with double bed, ensuite with a bathtub with hydromassage and underwater lighting
Exterior
- Large garden with a lovely lawn and stone walls, hedges and flowering bushes
- Swimming pool (depth of 0.5-1.4m)
- Sunbeds
- Outdoor shower
- Arbour with a table and chairs for outdoor breakfasts
- Wood oven and stone barbecue
Additional Facilities
- Wi-F
- Central heating
- Air conditioning
- Baby bed and highchair
- Complimentary toiletries in the bathrooms
- Parking in the property
Set among rolling vineyards and olive groves in the Chianti hills, Casale Poggibonsi unfolds as a generous country retreat designed for shared stays without compromise. Comprising a main house and a separate annexe set a short walk away, the property offers both togetherness and independence, making it particularly appealing for large families or groups of friends travelling as one.
The main house blends traditional Tuscan materials with lighter, contemporary touches. On the ground floor, a welcoming living room with fireplace provides a natural gathering point, while the modern, fully equipped kitchen leads through to a dining room centred around a large table for long, unhurried meals. A double bedroom on this level, with an accessible shower room, adds flexibility for guests who prefer step-free living. Upstairs, wood floors set a warm tone across four further bedrooms, each with its own bathroom and subtly different character, one of which can also be accessed via an external stone staircase.
The annexe adds a distinctive dimension to the stay. Once a rural barn, it has been reimagined as a light-filled living space, with large, uncovered windows that draw the garden inside. A living room with fireplace and dining area sits above a short flight of steps leading to the kitchen and shower room, while the loft-style bedroom above features a freestanding double bed and a bathroom with hydromassage tub and soft lighting, creating a quietly atmospheric retreat.
Outside, the villa is framed by a broad lawn edged with stone walls, hedges and flowering shrubs. The swimming pool, with its gently curved shape and shallow entry, sits alongside a wooden deck with sunbeds and an outdoor shower. Elsewhere in the garden, an arbour shelters a dining table, while a wood-fired oven and stone barbecue invite relaxed outdoor cooking, all set against open views of the surrounding countryside.
- The annexe is located around 30 metres from the main house.
- The pool is open seasonally from April to the end of October.
- The final stretch to the villa includes around 1.5 km of gravel road, be extra careful.
- A car is recommended to explore the local area.
Oliver's Extras
- Chef/Cook Available
- Cooking Classes Available
- Babysitting Available
- A wine tasting in the farms cellars
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 www.oliverstravels.com/chefs