A sunny hilltop hideaway conjured out of a medieval tower, in a secluded spot between Florence and Siena.
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Podere La Gloria
This tranquil retreat is like a Tuscan hilltop village in miniature. The owners – a hotelier and an antiques dealer – have sensitively restored the traditional honey-hued sandstone buildings, retaining original features while giving the interiors a contemporary shake-up with Salone del Mobile statement pieces. Set high in a secluded spot between Florence and Siena, the location makes for utter privacy, peace, and spirit-lifting views across Tuscany’s vine-threaded hills from verandas, garden terraces, and a sensational infinity pool.
Bedrooms: 8 Sleeps: 14+2 Location: Chianti 7 nights from $100,000
A first-night chef-prepared feast of traditional Tuscan cooking, served along with a case of wine from a local vineyard.
The sensational hilltop setting with sunny, rose-scented terraces that look out over the valley towards San Gimignano’s towers
Serious design credentials and top-quality furnishings
Outdoor kitchen and dining area complete with Fontana pizza oven
Dreamy hand-tiled infinity pool with day beds and parasols
The villa
Originally built in the 11th century, Podere La Gloria has aged beautifully, like a fine Chianti wine. It’s a light-filled hilltop hideaway conjured out of a medieval tower and an old barn, and blanketed in Boston ivy, which was sensitively restored in 2023 in a top-to-toe makeover by owners Jane and Steven Collins (she is an antiques dealer, he a hotelier), who also run Henry’s Townhouse in Marylebone and Cotswold estate Temple Guiting. Their taste is exquisite. Clean, elegant interiors embody Italian quiet luxury, the earthy palette injected with fun points of focus thanks to abstract art by Peter Haigh, vintage Giotto Stopino furniture and statement seating by Pierre Paulin. Light, open living spaces foster connections, designed for eating, drinking and hanging out, from laid-back breakfasts and espressos in the well-equipped kitchen that opens up onto the garden, to chef-prepared feasts beneath the vaulted ceiling of the dining room, with its great wooden table for 16 – the perfect place to fill with your favourite people. There are eight fresh-faced, elegant bedrooms. Some have living spaces with fireplaces, some open onto gardens, two have free-standing bathtubs, and all but one have en suite bathrooms kitted out with Dyson hairdryers, Frette bathrobes and bathroom products from Florentine institution Santa Maria Novella, the world’s oldest pharmacy. A separate studio by the pool is perfect for extra guests or round-the-clock staff. At every turn – from bedroom windows, verandas, various terraces, gardens – are sensational views of the green patchwork hills stretching out below. Outside there’s an outdoor kitchen (complete with Fontana pizza oven), dining areas, seating nooks for beating a retreat from the crew, and the most beautiful hand-tiled infinity pool, lined with parasols, that feels suspended mid-air, high above the Tuscan landscape.
The location
The surrounding Val d’Elsa hills offer up pretty villages to explore, and medieval towns such as San Gimignano, whose historic centre is a UNESCO World Heritage Site; nearby Tavarnelle Val di Pesa (a 10-minute drive away), where churches are filled with elaborate frescoes; and Badia a Passignano, where tables laid with Tuscan produce are set among the vines. Strike out a little further south to Siena or north to Florence: both are brimming with Renaissance art, impressive cathedrals and osteria-lined piazzas made for an evening passeggiata.
THE A&K GUEST EXPERIENCE: WHAT’S INCLUDED?
When you book one of our Private Estates in Chianti, your stay comes with a host of additional experiences, services and treats, including:
A case of Tuscan wine and a welcome hamper of specialty foods from local producers, from artisan cheesemakers to homemade breads and homegrown olives.
Welcome and farewell dinners at the villa, prepared by a highly esteemed local chef.
Wine-tasting at the villa or in the winery on your estate, with an expert from one of Chianti’s leading vineyards.
Cookery class with a local Italian chef, who will tailor the class to suit your party’s taste and ability.
A session with a professional photographer, who will come to the villa to capture some special moments, for the best set of holiday photos you’ve ever had.
Exclusive goodie bags of gifts for children and adults.
A dedicated local host and concierge who will take care of every detail of your stay, with daily visits and round-the-clock availability on WhatsApp, should you need them.
Pre-arrival grocery shopping service.
An airport meet-and-greet host to whisk you through the airport to your waiting private car.
Private return airport transfers.
A beautifully presented breakfast every day, at a time to suit you.
