Entire home
Timeless stillness, steps from the piazza
Photo gallery for Timeless stillness, steps from the piazza
5 bedrooms6+ bathroomsSleeps 10400 sq m
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, Cathedral of Santa Maria del Fiore56 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
Timeless stillness, steps from the piazza
Villa Le Rondini is a restored 400-year-old stone estate in Radda in Chianti, the historic capital of the Chianti Classico wine region. It sits three minutes on foot from the village piazza, which is genuinely unusual for a private estate in this part of Tuscany. Radda has its own restaurants, wine bars, butchers and groceries — you can walk to dinner, walk for coffee, walk to the wine bar, and come home to a hectare of private garden and open countryside as far as you can see. During summer, the 1000 Miglia and the Chianti Ultra Trail both pass directly in front of the villa.
The pool looks out over the Florentine valley below. The watchtower at the top of the estate was built to watch for Florentine armies crossing that valley toward Siena, one of the defining rivalries of medieval Tuscany.
Mornings here are slow. The kitchen is set up for family meals and the lawn is big enough for children to genuinely run around. In summer, to chase fireflies. Two gazebos for the afternoons, one for dining, one for the view. When you feel like the village, it is a short walk. Florence is 45 minutes, Siena 30.
The restoration was done by master craftsmen over six years. The blacksmith who made the gate is the same man behind the Chianti Classico rooster. The pink en-suite ceiling dates to 1913, restored using a technique no longer taught. There are two kitchens, eleven garden terraces and zones, and a silent underfloor climate system throughout. The cantina, a vaulted stone room beneath the house, tends to become the default for evening dinners. Candlelit, quiet, the kind of space that makes a meal feel like an occasion.
Brandon, one of the owners, is either on site or within easy reach during your stay and available by WhatsApp any time. Before you arrive we reach out at 90 days and again closer to arrival to help plan the week, and can arrange the house to be stocked with essentials and wine so you settle in comfortably after travel.
The villa includes a welcome basket of wine, local produce from our garden and the village, and two mid-week cleans.
Five individually styled en-suite bedrooms · Private pool · Large garden and lawn · 3-minute walk to Radda village · Owner support during stay
The pool looks out over the Florentine valley below. The watchtower at the top of the estate was built to watch for Florentine armies crossing that valley toward Siena, one of the defining rivalries of medieval Tuscany.
Mornings here are slow. The kitchen is set up for family meals and the lawn is big enough for children to genuinely run around. In summer, to chase fireflies. Two gazebos for the afternoons, one for dining, one for the view. When you feel like the village, it is a short walk. Florence is 45 minutes, Siena 30.
The restoration was done by master craftsmen over six years. The blacksmith who made the gate is the same man behind the Chianti Classico rooster. The pink en-suite ceiling dates to 1913, restored using a technique no longer taught. There are two kitchens, eleven garden terraces and zones, and a silent underfloor climate system throughout. The cantina, a vaulted stone room beneath the house, tends to become the default for evening dinners. Candlelit, quiet, the kind of space that makes a meal feel like an occasion.
Brandon, one of the owners, is either on site or within easy reach during your stay and available by WhatsApp any time. Before you arrive we reach out at 90 days and again closer to arrival to help plan the week, and can arrange the house to be stocked with essentials and wine so you settle in comfortably after travel.
The villa includes a welcome basket of wine, local produce from our garden and the village, and two mid-week cleans.
Five individually styled en-suite bedrooms · Private pool · Large garden and lawn · 3-minute walk to Radda village · Owner support during stay
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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 allowed: in designated areas
Check-out instructions
The host requires you to complete the following before checking out:
Remove personal items
Turn off the lights and return the keys
Check-out is conducted in person with the host at an agreed time on the departure morning. We will meet you at the villa, collect the keys, and handle the house closing procedures.
Guests are not required to perform any cleaning or shutdown tasks. We only kindly ask that personal belongings are taken with you before departure.
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: 76
Note from host: Must be requested in advance. T&Cs apply.
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that 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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number 052023LTN0124, IT052023C2ZAOYP98I
We should mention
This property does not have any lifts
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 the information in the booking confirmation
About the area
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 Gianfranco Carla Fineschi Botanical Rose Garden. 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 some time off to enjoy the winery tours and health/beauty spas in the area, or get some fresh air with adventures like horse riding and cycling 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
- Uffizi Gallery - 53 min drive - 48.8 km
- Ponte Vecchio - 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
- Bar Dante - 2 min walk
- Ristoro Di Lamole - 19 min drive
- Ristorante Malborghetto - 12 min drive
- Lo sdrucciolo - 1 min walk
Frequently asked questions
About the host
Hosted by Brandon Yeoh Cheng
I take hosting personally. Before you arrive I'll be in touch to understand what would make the week right for you.
Why they chose this property
Villa Le Rondini is three minutes on foot from the piazza of Radda in Chianti. In a region where most villas require a car for everything, that changes the experience entirely. The restoration took six years by master craftsmen. The cantina alone took a full year: every brick removed and reinstated by hand by only two masons, the Proveddi brothers. Original details throughout the villa remain untouched: 150-year-old light fittings, the original stone sink in the living room, and the hand-rung bell at the watchtower. The underfloor climate system runs silently throughout, no noise, no dry air. The villa has been part of this village for four centuries. Some of the older residents in Radda spent part of their childhood here. It was once a gathering place for the whole community, for food, for wine, and for care.
What makes this property unique
Radda in Chianti is quieter and less visited than the other Chianti Classico towns, and that's precisely why people who know Tuscany well tend to end up here. The village has its own rhythm, market days, local festivals, a piazza that fills slowly in the evenings. In summer the village comes alive with open-air concerts, food celebrations and events that guests can walk to straight from the villa. The sunsets are famously pink and purple, a peculiarity of the valley light that painters and photographers have been coming for decades to capture.
Several respected Chianti Classico producers are within minutes of the villa. Private wine tastings can also be arranged at the villa itself. In season, truffle and porcini hunting can be arranged nearby. The countryside offers walking, cycling and horse riding through vineyards and olive groves. The winding roads through the Chianti hills are some of the most scenic drives in Italy. Cooking classes in the grand kitchen with a private chef, and day trips to Florence, Siena, San Gimignano and Volterra complete the picture.
Several respected Chianti Classico producers are within minutes of the villa. Private wine tastings can also be arranged at the villa itself. In season, truffle and porcini hunting can be arranged nearby. The countryside offers walking, cycling and horse riding through vineyards and olive groves. The winding roads through the Chianti hills are some of the most scenic drives in Italy. Cooking classes in the grand kitchen with a private chef, and day trips to Florence, Siena, San Gimignano and Volterra complete the picture.
Languages:
English, Italian
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