pupilla

Perched on a scenic ridge between the Val d’Orcia and the Val di Chiana, Pupilla is an elegantly restored eighteenth-century luxury villa for weekly rentals where historic character meets modern comfort.
The property features a spacious living room with a striking glass ceiling that floods the space with natural light, enhancing the seamless flow between the villa’s refined interiors and its serene outdoor ambiance. The generous kitchen is ideal for gathering together in a both formal and informal living space. Five en suite bedrooms can accommodate up to twelve guests. The style of this villa is a perfect mix between ancient structure and modern furniture, perfectly represented by the interplay between stone interiors and wood architecture. A separate, fully independent annex with two additional en suite bedrooms provides extra privacy for friends or family.
What enriches the property is the attentive choice of materials; the Carrara marble in the kitchen and the pool paved in local Travertino, for example.
The outdoor living space is the true highlight of the property, featuring a fifteen-meter infinity pool perfect for relaxing, a jacuzzi corner and shaded lounge areas. The sweeping views are perfect for open-air meals, sunset drinks, or simply unwinding in the heart of Tuscany. The unique view over Montepulciano and the iconic Tempio di San Biagio adds a touch of magic to the villa, creating an unforgettable and serene setting.
With nearly one hundred hectares of olive groves all around, farmland, and woodland, the estate offers tranquility and seclusion. Its strategic location allows easy exploration of both Tuscany and Umbria, while placing guests at the crossroads of Val di Chiana and Val d’Orcia, two of Italy’s most breathtaking landscapes, dotted with rolling hills, vineyards, and medieval hilltop towns.

main villa sleeps 8
520m2
ground floor
entrance, 3 steps down to living room with small fountain, TV, French windows opening to outdoors, fully equipped kitchen, cooking island and bar with 2 stools, fireplace, table for 4 guests and doors opening to outdoors. 2 steps down to game room with football table and doors opening to outdoors. Second living room with fireplace and doors opening to outdoors, 2 steps up to dining room with table for 12 guests, guest bathroom, and laundry room with washing machine and dryer.
first floor
17 steps up.
bedroom 1 spacious master bedroom (king size bed not convertible into a twin, 180x200cm, 70,8x79inch), couch and en suite spacious bedroom with double basin, bath tub and walk-in shower (plus extra handheld shower).
bedroom 2 twin beds (convertible into a double, 180x200cm, 70,8x79inch), fan, clothes rack and en suite bathroom (no window) with walk-in shower.
bedroom 3 double bed (king size bed not convertible into a twin, 180x200cm, 70,8x79inch), fan and en suite bathroom with shower cabin.
bedroom 4 double bed (king size bed not convertible into a twin, 180x200cm, 70,8x79inch), fan, small sitting area and en suite bathroom with walk-in shower.

guest house sleeps 4
living room with couch, fireplace, TV, table for 4 guests and 2 steps down to small, fully equipped kitchen.
bedroom 5 twin beds (king size bed convertible into a double, 180x200cm, 70,8x79inch), big French windows, fan and en suite bathroom with walk-in shower (plus extra handheld shower). 
bedroom 6 twin beds (convertible into a double, 180x200cm, 70,8x79inch) doors opening to pool area, en suite bathroom with double basin and walk-in shower.

outdoor
fenced-in garden of 2000m2, partially fenced-in swimming pool with covered dining area with table for 12 guests and outdoor shower, covered lounge area with views over Montepulciano, herb garden, mobile BBQ and pizza oven.

notes
pets not allowed, non-smoking villa, while being in the outdoor areas, you might hear a car passing by once in a while.