Villa Sienese Del Tramonto is a remarkable 17th-century estate that masterfully blends noble heritage with luxurious modern living, set amidst the rolling vineyards and olive groves of Tuscany’s Chianti region.
Villa Sienese Del Tramonto is a remarkable 17th-century estate that masterfully blends noble heritage with luxurious modern living, set amidst the rolling vineyards and olive groves of Tuscany’s Chianti region. Meticulously renovated over five years, this 450-year-old villa once played a significant role in the history of Radda in Chianti - a village renowned for its world-class wines, scenic cycling routes, and vibrant local festivals.
Originally a noble residence and strategic watchtower, the villa still features its ancient architectural centrepiece, offering panoramic sunset views across the Chianti hills. Each of the villa’s beautifully appointed suites is individually styled in blue, pink, green, yellow, or taupe, creating a unique and inviting ambience in every room.
The interiors are a seamless blend of historic charm and state-of-the-art amenities, including terracotta floors, vaulted ceilings, and antique furnishings complemented by a fully integrated Loxone smart home system, sleek indoor switches, and underfloor radiant heating and cooling for year-round comfort.
Outdoors, guests can unwind beside the swimming pool, dine al fresco under the covered veranda, or stroll through manicured gardens. The expansive lawn is ideal for private events or peaceful lounging, with ambient outdoor lighting enhancing the villa’s serene setting.
Just 400m away, the historic village of Radda in Chianti is within easy walking distance, offering cafés, restaurants, and cultural attractions. For added convenience, the property also features a separate service entrance and parking area for staff or additional guests.
Perfectly positioned between Siena, Florence, and San Gimignano, Villa Sienese Del Tramonto offers an unforgettable Tuscan escape.
Nestled above the rolling vineyards of Chianti Classico, Radda in Chianti is a medieval hilltop village between Florence and Siena, offering a picturesque blend of history, wine culture, and tranquil Tuscan charm.
Surrounded by a sea of grapevines, the town is home to centuries‑old stone buildings, narrow cobbled streets, and scenic squares like Piazza Matteotti and Piazza del Podestà, where visitors can admire the historic Chiesa di San Niccolò.
Radda lies at the heart of Tuscan wine country, with numerous nearby wineries offering tastings, cellar tours, and gourmet lunch experiences amidst olive groves and vineyards. Wine festivals like Radda nel Bicchiere bring the village to life in autumn with hundreds of regional vintages served in local piazzas.
Outdoor lovers can enjoy scenic hiking and cycling routes through the Chianti hills, including paths that lead to the charming medieval hamlet of Volpaia, perched above the vineyards. Vespa and e‑bike tours are also popular ways to explore the area’s vistas and artisan wineries.
Despite its small size, Radda offers fine dining and local trattorias, along with cosy wine bars and specialty food shops - perfect for sampling local prosciutto, olive oil, cheeses, and classic Chianti wines. With its timeless atmosphere, world-class wine tours, and unspoiled landscapes, Radda in Chianti offers an authentic and unforgettable Tuscan experience.
The Villa (400sqm)At Oliver’s Travels we pride ourselves on going that little bit further for our guests. From private chefs to babysitters we can help you arrange those little extras that make it a truly memorable holiday. Simply fill in the concierge request form or contact the Oliver’s Concierge Team who will be happy to help. We can typically help you arrange any of the following:
- Maid service/extra cleaning
- Private chef/cook/catering
- Welcome hamper/pre-stocked fridge
- Local day-trips or tours
- Airport pick-up/drop-off
Extras included at this property:
- Complimentary meditation
- Welcome basket and welcome aperitif.
- Vegetables from the garden, when available.
Extra services available at this property (payable locally):
- Cook/chef
- Wine tours and tasting
- Cooking classes
- Transfers
- Pool heating
- Live performances
- Aperitivo at sunset
- Candlelit cantina experience
Please note that all extras are subject to availability and must be requested in advance of the holiday (prices on request). Due to some rural/remote locations, not all services will be available at all properties. However, we will always do our best to fulfil your requests!
Security deposit
€3000 charged to client's credit card as a pre-authorisation at least 2 weeks prior to arrival and refunded two weeks after departure, subject to full inspection.
Arrival time
From 3.00 p.m. Later check-in may be available upon request and may be subject to an extra cost. Please enquire for more details.
Departure time
10.00 a.m. Late check-out may be available upon request and subject to additional fees.
Energy costs included?
Extra €500 per week (minimum), payable locally. For stays longer than a week pro-rate rate.
Linen & towels included?
Yes.
Pets welcome?
Not allowed.
Other Ts and Cs
Weddings, stag/hen parties and any special events are on request only and subject to prior arrangement with the owner and additional charges.
Please note that published rates are only valid for the current year. Any bookings for subsequent years will be on request only and correct rates will be confirmed at the time of booking.
Please note that your booking will only be confirmed once we have checked availability with the owner or their property manager.
Please note home security devices are installed at the villa, please enquire for further information.
Changeover day
Saturday. Flexible during low season.
End of stay cleaning
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.
Smoking Allowed?
Outside only.
Minimum stay
7 nights during high season. 3 nights during all other periods.
Heating costs included?
Extra €500 per week (minimum), payable locally. For stays longer than a week pro-rate rate.
Tax
Italian Visitors Tax payable locally in cash (typically costs €1-€10 per person per night - please enquire if exact amount is required).
Internet access?
Wi-Fi internet access included.
Pool towels included?
Yes.
Pool opening dates?
The pool is open approximately mid-March to end-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.