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Villa Le Rondini, Only Luxury Villa 3-minute Walk from Radda in Chianti
Villa in Radda in Chianti with private pool and kitchen
Photo gallery for Villa Le Rondini, Only Luxury Villa 3-minute Walk from Radda in Chianti





5 bedrooms6+ bathroomsSleeps 104305.6 sq ft
Popular amenities
Explore the area

Radda in Chianti, Province of Siena
- Place, Castello di Albola6 min drive
- Place, Castello di Radda Winery7 min drive
- Place, Ponte Vecchio53 min drive
- Airport, Florence (FLR-Peretola)61 min drive
Rooms & beds
5 bedrooms (sleeps 10)
Camera Avorio
1 Queen Bed
Camera Azzurra
1 Queen Bed
Camera Gialla
1 Queen Bed
Camera Rosa
1 Queen Bed
Camera Verde
1 Queen Bed
6 bathrooms, 1 half bathroom
Ensuite Bathroom of Camera Avorio
Soap · Towels provided · Bidet · Toilet · Shower only · Shampoo · Hair dryer
Ensuite Bathroom of Camera Azzurra
Soap · Towels provided · Bidet · Toilet · Shower only · Shampoo · Hair dryer
Ensuite Bathroom of Camera Gialla
Soap · Towels provided · Bidet · Toilet · Shower only · Shampoo · Hair dryer
Ensuite Bathroom of Camera Rosa
Soap · Towels provided · Bidet · Toilet · Shower only · Shampoo · Hair dryer
Ensuite Bathroom of Camera Verde
Soap · Towels provided · Bathtub or shower · Bidet · Toilet · Shower only · Shampoo · Hair dryer
Garden-Level Bathroom (Patio Entrance)
Soap · Towels provided · Bidet · Toilet · Shower only · Shampoo · Hair dryer
Hallway Half Bathroom (Ground Floor)
Soap · Toilet · Shampoo
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden
Dining area
About this property
Villa Le Rondini, Only Luxury Villa 3-minute Walk from Radda in Chianti
Just minutes on foot from the medieval piazza of Radda in Chianti, historic heart of the Chianti Classico wine region, Villa Le Rondini offers something exceptionally rare: the freedom of village life combined with the privacy of a secluded countryside estate. Guests can step out for a morning coffee, lunch in the piazza, or an evening aperitivo, then return effortlessly to silence, space, and open views across the Chianti hills.
The villa has lived many lives over more than 450 years, beginning as a defensive watchtower before becoming a noble home and centre of winemaking. It's five year restoration meticulously carried out with the finest Tuscan artisans, reviving stone walls, vaulted ceilings, terracotta floors, and Renaissance-inspired detailing, while quietly integrating refined modern comforts.
Each of the five suites is individually styled in soft hues of blue, pink, green, yellow, or ivory, with curated artworks, bespoke furnishings, and large windows that soften the historic stone and bring in natural light, creating a sense of timeless elegance and life.
Set in an elevated position, the estate opens onto vineyard views and outdoor spaces that invite long, unplanned days. Mornings are unhurried, afternoons drift between swimming and shared meals, and golden evenings gather naturally as the sun drops behind the hills. The expansive lawn also offers both a peaceful retreat and an elegant setting for intimate events and celebrations.
Perfectly placed from Siena, Florence, San Gimignano and other Renaissance locations, Villa Le Rondini is more than a holiday home—it is a living piece of Tuscan history, restored with devotion to offer an authentic and unforgettable escape in the heart of Chianti.
The villa has lived many lives over more than 450 years, beginning as a defensive watchtower before becoming a noble home and centre of winemaking. It's five year restoration meticulously carried out with the finest Tuscan artisans, reviving stone walls, vaulted ceilings, terracotta floors, and Renaissance-inspired detailing, while quietly integrating refined modern comforts.
Each of the five suites is individually styled in soft hues of blue, pink, green, yellow, or ivory, with curated artworks, bespoke furnishings, and large windows that soften the historic stone and bring in natural light, creating a sense of timeless elegance and life.
Set in an elevated position, the estate opens onto vineyard views and outdoor spaces that invite long, unplanned days. Mornings are unhurried, afternoons drift between swimming and shared meals, and golden evenings gather naturally as the sun drops behind the hills. The expansive lawn also offers both a peaceful retreat and an elegant setting for intimate events and celebrations.
Perfectly placed from Siena, Florence, San Gimignano and other Renaissance locations, Villa Le Rondini is more than a holiday home—it is a living piece of Tuscan history, restored with devotion to offer an authentic and unforgettable escape in the heart of Chianti.
Our prices include all fees. No hidden fees.
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Amenities
Pool
Kitchen
Washer
Dryer
Air conditioning
Gym
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House Rules
Check in after 3:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
Children
Children allowed: ages 0-17
Events
Events allowed: family gatherings, birthday parties, weddings
Must be requested in advance. T&Cs apply.
Pets
No pets allowed
Smoking
Smoking is not permitted
Check-out instructions
The host requires you complete the following before checking out:
Remove personal items
Turn off the lights and return the keys
Check-Out Step 1 – Before Leaving the Villa
- Please make sure you have collected all your personal belongings.
- Return all keys to the designated place.
Check-Out Step 2 – Before Closing the Villa
- Switch off all lights, air conditioning, and water taps.
- Help us save energy and keep the villa sustainable.
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 77
Note from host: Must be requested in advance. T&Cs apply.
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
Property Registration Number 052023LTN0124, IT052023C2ZAOYP98I
We should mention
This property does not have elevators
All guests, including children, must be present at check-in and show their government-issued photo ID card or passport
Cash transactions at this property cannot exceed EUR 5000, due to national regulations; for further details, please contact the property using information in the booking confirmation
About the neighborhood
Radda in Chianti
Located in Radda in Chianti, this villa is in a rural area. Castello di Radda Winery and Castello di Albola are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Borgo di Vescine - Tenute di Castelvecchi and Chianti Observatory. Looking to enjoy an event or a game while in town? See what's happening at Gaiole in Chianti Stadium or Palasport Mens Sana. Take time off to check out the winery tours and health/beauty spa in the area, or get some fresh air with adventures like hiking and mountain biking nearby.

Radda in Chianti, Province of Siena
What's nearby
- Castello di Albola - 6 min drive - 6.1 km
- Castello di Radda Winery - 7 min drive - 2.2 km
- Ponte Vecchio - 53 min drive - 48.8 km
- Uffizi Gallery - 53 min drive - 48.8 km
- Cathedral of Santa Maria del Fiore - 56 min drive - 49.1 km
Getting around
Restaurants
- Osteria Al Ponte - 11 min drive
- Ristoro Di Lamole - 19 min drive
- Sandy Cafe - 1 min walk
- Bar Dante - 2 min walk
- Ristorante Malborghetto - 12 min drive
Frequently asked questions
About the host
Hosted by Brandon Yeoh Cheng
I’ve always been drawn to the art of meaningful connection — the kind that happens around a table, through stories, and through care in the smallest details. Inspired by the idea of “unreasonable hospitality,” I believe genuine warmth comes from thoughtfulness — from noticing the little things that make someone feel truly seen. Hosting in Tuscany allows me to express that philosophy fully, creating moments that feel both effortless and deeply personal.
Why they chose this property
Radda in Chianti is one of those rare places where time seems to slow down just enough for you to truly see. Set among rolling hills and heritage vineyards, it offers an unmatched combination of history, authenticity, and quiet sophistication. Each evening, the valley transforms under golden light, with sunsets that spill across olive groves and ancient stone walls — a view that never fails to feel magical, no matter how many times you’ve seen it.
What I love most about this area is its balance — refined yet unpretentious, deeply rooted yet endlessly inspiring. It’s a place for those who appreciate heritage, comfort, and the beauty of life lived slowly.
What I love most about this area is its balance — refined yet unpretentious, deeply rooted yet endlessly inspiring. It’s a place for those who appreciate heritage, comfort, and the beauty of life lived slowly.
What makes this property unique
The property is the only 17th-century villa located just a short three-minute walk from the centre of a village in Chianti, and that village is Radda in Chianti, the capital of the Chianti Classico wine region. The house is equipped with state-of-the-art smart-home lighting and underfloor heating and cooling, eliminating the need for traditional air conditioning or radiators.
Being right by the village centre, there are numerous public parking areas nearby, and the villa itself offers two large on-site parking spaces, ideal for weddings and private events. Its unique location allows you to stroll into Radda for an evening drink and return to the villa feeling as though paradise lies just within reach.
Being right by the village centre, there are numerous public parking areas nearby, and the villa itself offers two large on-site parking spaces, ideal for weddings and private events. Its unique location allows you to stroll into Radda for an evening drink and return to the villa feeling as though paradise lies just within reach.
Languages:
English, Italian
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