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This one’s for the wine aficionados, the tennis players and the hiking and biking enthusiasts. Or, those that just want a bolthole in the Tuscan countryside fit for Italian nobility. Part of a resort of traditional Tuscan homes, guests here can sample local Chianti Classicos and Brunello di Montalcino at the on-site cellar and head to the neighbouring organic farm to taste olive oil and fresh fruit and veg. There’s also a tennis court, bocce court and bike hire within the resort for those that like to keep active. Or, simply indulge in a swim in your private pool. It’s lined with sunloungers looking out over the sprawling countryside, and the pool terrace is crowned with an ancient fountain. Tables and chairs scatter the porticoed veranda and you’ll find outdoor lounges in the shade. The real surprise? A private chapel for a special celebration or perhaps just a peaceful moment’s reverence. Heading inside, it’s all gnarled wood-beam ceilings and terracotta floors. The main lounge’s grand piano can provide the evening’s entertainment and there’s an even grander oak-panelled library which is a bibliophile’s dream come true. Old coach-house-style windows flood the dining room with natural light, and the kitchen is a look... back at yesteryear – dark wood cabinets, marble-topped tables and an old hearth lined with copper pots and pans. Should you fancy a day trip, the medieval streets and ancient sights of Siena are just a half-hour drive away.
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What to expect
Highlights
Explore the ancient streets of Siena, a thirty-minute drive from home
Learn more about winemaking in the resort's on-site cantina
Lose yourself in a book from the grand library
Unleash your inner Berrettini on the resort's grass tennis court
Treat your fellow guests to a tune on the grand piano
Recreate your favourite dishes using fresh ingredients from the vegetable garden
Borrow a bike and embark on a relaxing cycle through the Tuscan countryside
Like what you see? Explore more of this home
Home truths
Due to the location of this home, we recommend hiring a car to get the most out of your stay
One of the eight bedrooms here is located in a poolside annexe, separate from the main villa
The second and third bedrooms are part of one suite and share a bathroom
Air conditioning is available in the bedrooms only
The swimming pool is only available for use from mid-April to the end of October– exact dates will vary according to the local weather conditions
The tennis court and bocce field are shared with the resort's other residents
A bottle of estate wine is included in your stay, along with bottled mineral water, daily breakfasts, a supply of Nespresso capsules, and a basket of firewood
About this stay
Amenities
Tennis court
Wi-fi
Air conditioning
Parking available
Washing machine
Private pool
Garden
Patio / terrace
Bedrooms & bathrooms
8 bedrooms, 9 beds
7 bathrooms
Extras
VIP services
Airport pick up
Daily cleaning
Fridge fills
Additional fees
There may be some extra fees to pay here, such as charges for utilities, final cleaning fees, city tax and security deposits – all of which you may need to pay in cash to the homeowner. Please reach out during the booking process to confirm.
Additional fees subject to a 3.5% handling charge.
Extras are subject to availability. Please enquire with your host.
Local guide
About Val di Chiani
Situated in the southeast of Tuscany, stretching all the way from Arezzo to the province of Orvieto in Umbria, Val di Chiani is a patchwork of olive groves, grassy plains and thick forests. Ochre villages and towns fleck the landscape – Montepulciano is a particular favourite, famed for its Vino Nobile wine that pairs perfectly with a plate of Tuscan wild boar pasta. Dig deep and follow the winding corso...
Explore the area
Local restaurants, cafes, museums, sites and activities, recommended by our community of hosts and travel experts
Enjoy authentic pizza at Al Mitico Bar
A local favourite, Al Mitico Bar is known for its high-quality and freshly cooked pizzas. With friendly service and a relaxed atmosphere, it's the perfect spot for a quick meal or takeaway.
Spot the wildlife at Parco Dell'acqua
A unique natural oasis in the heart of town, this park is home to a variety of wildlife including fish, turtles, swans, and ducks. Enjoy the peaceful atmosphere and ample parking nearby.
Dine at Osteria Il Granaio
Experience the best meal in Rapolano Terme at this modern, eclectic, and sleek restaurant. From the flavourful pork ragu Pici pasta to the delicious ricotta cream with candied orange, every dish is a delight. The attentive staff and welcoming atmosphere make it a must-visit.
Enjoy an authentic meal at Bengodi Enoteca Ristorante
A romantic restaurant in the heart of a small town. With a wide range of local wines, professional staff, and delicious Tuscan cuisine, Bengodi offers an unforgettable dining experience. Highly recommended by locals and visitors alike.
Explore the hidden gem of Badia di San Pietro a Ruoti
Discover the beauty and history of this Romanesque-era Abbey, adorned with wonderful frescoes and an ancient wooden altar. Visit the internal cloister and explore the fascinating long room filled with unique objects from the past. A must-see for art and history enthusiasts.
Try the customisable sauces and pasta at La Locanda Dei Grulli
Indulge in a fantastic dining experience at this cosy deli-come-restaurant in Pietraviva. Enjoy a variety of meats, cheeses, and delicious pasta dishes with customisable sauces. And don't miss the seasonal homemade desserts.
Try the authentic flavours at Osteria L'Orciaia
Hidden in a small area of Tuscany, this family-run restaurant serves top-quality food to make your soul sing. With stunning views and fantastic hospitality, it's a must-visit for an authentic Tuscan experience.
Get around
Airport
Amerigo Vespucci
1 hr 23 min
Train station
Castelnuovo Berardenga
22 min
Bus stop
Bv. Montebenichi
4 min
Local shops & services
Convenience store
9 min
Cafe
10 min
Pharmacy
9 min
Booking policies
House Rules
Children welcome (1-12 years)
Infants welcome (under 12 months)
No pets
No parties or events
No smoking
Good to know
Arrival from 16:00
Departure before 10:00
Air con
Wifi
Cancellation policy
Up until
60
days
Cancel at least 60 days before your check-in date for a 50% refund.
Not eligible for a refund once your check-in date is under 60 days away.
Host
This home is managed by Oliver
This home is managed directly by a business. A member of their staff will be your point of contact before and during your stay. Nearly twenty years ago, Oliver and his friend began curating the world's most unique and rustic getaways. Driven by their own unforgettable experience at a chateau, they have grown remarkably since then. Much like Plum, they believe in hand-picked luxury that doesn't break the bank.
Registration or licence number: N/A.
This home is a Plum Guide Award winner.
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