Villa Raggiola - Six Bedroom Villa, Sleeps 12

Set among the rolling Chianti hills, Villa Raggiola is a beautifully restored Tuscan retreat with sweeping vineyard views, elegant interiors, and generous outdoor living. This six-bedroom estate blends rustic character with modern comfort, offering a relaxing yet well-connected escape just minutes from the medieval village of San Donato in Poggio.


Inside, the villa is spread across the main house, a private apartment, and two independent annexes, making it ideal for families or groups who want both togetherness and privacy. Elegant living spaces, professional-grade kitchens, and a balance of traditional beamed ceilings with sleek updates create a home that is as comfortable as it is characterful.


Surrounded by a manicured garden, the villa’s highlight is its panoramic infinity pool, where loungers and parasols invite long afternoons of sunshine and relaxation. A shaded dining terrace, barbecue, and outdoor lounge make it easy to live al fresco, while a foosball table and wood-fired pizza oven bring a touch of fun to evenings under the stars. Guests also enjoy exclusive access to the villa’s private wine cellar, a rare opportunity to sample premium Tuscan vintages at their leisure.








Features:

Villa Interiors
Main Building


Ground Floor


- Open plan living and dining room with fireplace- Professional kitchen with island, stovetop, toaster, oven, microwave, coffee machine, kettle, dishwasher, fridge and freezer- Guest WC- Laundry room
First Floor


- Living room with sofa and TV, study corner and balcony- Bedroom 1: Double bed and ensuite bathroom with shower- Bedroom 2: Double bed- Bedroom 3: Twin bed (joinable beds)- Shared bathroom with shower
Independent Apartment (within the main building)


- Living area with fireplace and kitchen with stovetop, oven, dishwasher and fridge- Bedroom 4: Double bed and ensuite bathroom with shower
Annex 1 (opposite the main building)
- Bedroom 5: Double bed and ensuite bathroom with shower
Annex 2 (connected to the main building via a covered walkway)
- Bedroom 6: Double/twin beds and ensuite bathroom with shower- Small fitness room with treadmill and exercise bike
Outside Grounds
- Panoramic infinity pool (13 x 5 m, depth 1.20 to 1.50 m), open from mid-April to mid-October- Private garden with a manicured lawn- Outdoor dining area with a table for 12 and a parasol- Barbecue- Comfortable lounge area with a sofa and armchairs- Sun loungers, deckchairs, parasols, and an outdoor shower- Ping pong table- Private outdoor parking for 4-5 cars
Facilities


- WiFi- Air conditioning- Heating- Fireplace- Washing machine and dryer- Iron and ironing board- Hairdryer- Table tennis- Table football























Location:

Villa Raggiola enjoys a privileged setting in the Chianti Classico region, halfway between Florence and Siena. The villa sits within the hamlet of Madonna di Pietracupa, steps from the 16th-century Sanctuary of Santa Maria delle Grazie. Just down the road lies San Donato in Poggio, a hilltop village named among Italy’s most beautiful, where cobbled lanes, medieval walls, and small trattorias preserve centuries of Tuscan tradition.


The villa is an excellent base for exploring the best of Chianti and beyond. Picturesque towns like Castellina, Greve, Panzano, and Radda are all nearby, each offering wine tastings, artisan shops, and postcard-worthy piazzas. A little further afield, San Gimignano, Monteriggioni, Siena, and Florence await with their art, architecture, and history. Whether you want to wander ancient streets, sip world-class wine, or simply bask in the views, Villa Raggiola places you in the heart of Tuscany’s most celebrated landscape.





Terms & Conditions:

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€700 paid in cash to the owner upon arrival and refunded after departure, subject to full security inspection.

4.30 p.m. - 7.00 p.m. Check-in outside this time may be subject to an extra cost. Please enquire for more details.

9.30 a.m.

Yes.

Yes.

Not allowed.

Weddings, stag/hen parties and any special events are not allowed.

Saturday or Sunday in high season. Saturday, Sunday or Monday in all other periods.

Standard changeover clean included in the price. Guests are required to leave the accommodation clean, tidy and in the same condition as on their arrival. Any extra cleaning, laundry, maintenance and/or rubbish disposal required will be charged against the security deposit.

Outside only.

Please note home security devices are installed at the villa, please enquire for further information.

5 nights during peak season. 4 nights during all other periods.

Extra €0.70/kW, payable locally in cash.

Italian Visitors Tax payable locally in cash (typically costs €1-€10 per person per night - please enquire if exact amount is required).

Wi-Fi internet access included.

The pool is open from approximately mid-April to mid-October. Please note that pool opening dates are subject to local weather conditions and pool maintenance requirements and that cooler months may not be suitable for swimming.
Smoking - not allowed