Villa Tramontana San Gimignano: Rustic 5-Bedroom Farmhouse with Private Pool and Medieval Tower Views in Tuscan Countryside

Experience the ultimate luxury villa San Gimignano Tuscany escape at this magnificent 5-bedroom farmhouse, perfectly positioned among rolling vineyards with breathtaking views of the medieval towers. Set on a sprawling 20,000 square metre estate just 6 kilometres from the UNESCO World Heritage town of San Gimignano, this exceptional property offers an authentic Tuscan retreat for up to 10 guests seeking privacy, comfort, and unparalleled countryside beauty.

The Villa

This beautifully restored 180-square-metre farmhouse spans two levels, combining rustic Tuscan charm with modern luxury amenities. The spacious interior features natural stone floors throughout, creating an authentic atmosphere that celebrates the region’s architectural heritage. Two magnificent living areas, each with its own open hearth fireplace and dining space, provide perfect gathering spots for families and groups. The well-appointed kitchen features eight hot plates, dishwasher, microwave, and electric coffee machine, making meal preparation effortless. Five thoughtfully designed bedrooms accommodate guests in comfort, including flexible sleeping arrangements with both double beds and single options. Three bathrooms feature traditional bidets and modern fixtures, with two shower rooms and one with a hip bath for relaxation after days exploring the Tuscan countryside.

Outdoor Living

The villa’s outdoor spaces truly capture the magic of Tuscan living. A private 12 x 6 metre swimming pool, available from May through September, sits within beautifully landscaped grounds with internal steps and pool-side lounging areas. The covered pergola and multiple terraces create perfect spots for al fresco dining, enhanced by garden furniture and a traditional barbecue for memorable evenings under the stars. An outdoor shower provides refreshing convenience after swimming, while the expansive gardens and patios offer various settings for relaxation throughout the day. The panoramic countryside views stretch across vineyards and meadows, with the iconic towers of San Gimignano creating a picture-perfect backdrop that changes beautifully with the Tuscan light.

Exploring San Gimignano and the Local Area

The historic town of San Gimignano awaits just 6 kilometres away, where medieval towers pierce the sky above cobblestone streets lined with artisan shops, wine bars, and traditional trattorias. This UNESCO World Heritage site offers world-class museums, stunning churches, and the famous Vernaccia wine tasting opportunities. The surrounding Tuscan landscape provides endless exploration possibilities, from the charming hilltop town of Volterra (36km) to the magnificent city of Siena (47km) with its famous Palio horse race. Florence lies 56 kilometres away, offering day trip opportunities to experience Renaissance masterpieces and world-class shopping. For outdoor enthusiasts, walking paths begin just 100 metres from the villa, while horse riding stables sit 3 kilometres away. The official Tuscany tourism board provides comprehensive information about local festivals, wine tours, and seasonal events throughout the region.

Families and Groups

This property excels as a family-friendly retreat, with baby equipment including high chairs and cots provided for children up to two years old. The private pool area is safely fenced, offering peace of mind for families with young children. Multiple living spaces allow different age groups to enjoy their preferred activities, whether that’s reading by the fireplace, playing games on the terraces, or swimming in the private pool. The villa welcomes one pet, making it perfect for families travelling with their beloved companions. Groups of up to 10 adults can spread comfortably throughout the five bedrooms and various living areas, with flexible sleeping arrangements accommodating different party compositions. The large outdoor spaces provide ample room for group activities, from pool games to barbecue gatherings.

Property Details

Located in the heart of Italy’s most celebrated wine region, this villa offers convenient access to major transportation links. Florence Airport sits 63 kilometres away, while Pisa Airport is 78 kilometres distant. The nearest train station at Poggibonsi is 14 kilometres away, connecting to Florence and other major Italian cities. Local amenities including shops, groceries, and restaurants are within 3-5 kilometres, while a bus stop sits just 2 kilometres from the property. The villa includes complimentary WiFi, washing machine, iron, mosquito nets, and hair dryer. Heating is available for cooler months at an additional charge. Private parking accommodates multiple vehicles, essential for exploring the region’s many attractions.

Best For

This exceptional property suits discerning travellers seeking authentic Tuscan experiences combined with luxury amenities. Wine enthusiasts will appreciate the vineyard location and proximity to renowned wineries. Art and history lovers can explore countless medieval towns, Renaissance cities, and archaeological sites within easy driving distance. The villa works perfectly for special celebrations, romantic getaways, family reunions, or groups of friends seeking a memorable Italian escape. Digital nomads and remote workers will find the peaceful setting and reliable WiFi ideal for productive workations. The property’s rustic elegance and panoramic views make it particularly appealing to those seeking Instagram-worthy settings and authentic cultural immersion.

Frequently Asked Questions

What are the check-in and check-out times?

Check-in is available from 16:00, and check-out is required by 10:00. This schedule allows our housekeeping team to prepare the villa perfectly for your arrival.

What is the minimum stay requirement?

Minimum stay requirements vary by season, with longer minimums typically required during peak summer months and holiday periods. Please inquire about specific dates when making your reservation.

Are pets allowed at the property?

Yes, one pet or dog is welcome at this property. The expansive grounds provide excellent space for pets to exercise safely.

Which is the nearest airport and how far is it?

Florence Airport is the closest major airport at 63 kilometres away, approximately a one-hour drive. Pisa Airport is slightly further at 78 kilometres but may offer more international flight options.

How far is San Gimignano town centre?

The historic centre of San Gimignano is just 6 kilometres away, easily reached by car in approximately 10 minutes along scenic countryside roads.

What is included in the rental?

The rental includes WiFi, baby equipment, pool maintenance, garden furniture, barbecue facilities, parking, and all standard kitchen equipment. Heating incurs additional charges during cooler months.