Villa San Michele, Gaiole in Chianti, Siena and Chianti
Villa San Michele enjoys a wonderfully private location on a Chianti hilltop and was once the residence of wealthy landowners. Today, this spacious country home offers an ideal setting for relaxed holidays with family or friends, surrounded by a vast garden filled with mature trees and views of the surrounding countryside.
Set between the picturesque villages of Lecchi in Chianti and San Sano, both easily reached on foot, the villa offers excellent access to local life and the timeless beauty of the Chianti Classico region. The town of Gaiole is just a short drive away and offers restaurants, grocery shops and other amenities. Siena can be reached in about 30 minutes by car, while San Gimignano, Florence and Arezzo are all within easy reach for day trips.
The property features five distinct living areas arranged across two floors of a handsome stone-built villa. A spacious covered terrace provides the perfect spot for outdoor dining, and the private pool is set apart in a peaceful area of the garden. Additional seating areas around the grounds invite guests to relax and enjoy sun or shade throughout the day.
Inside, traditional Tuscan details such as terracotta floors and exposed beam ceilings are combined with elegant furnishings and carefully selected antiques. With its generous layout, historic charm and serene setting, Villa San Michele is a wonderful base from which to enjoy the beauty and culture of Tuscany.
Ground Floor
Lounge-Study
Sofa, table with chairs, armchairs, coffee table, fireplace, sofa, desk with chair, bookshelf, doors to garden.
First Floor
Lounge
Two sofas, desk with chair, cupboard.
Dining Room
Table with chairs, desk with chair, cupboard, sideboard, fireplace, main entrance.
Kitchen
Fully equipped, fridge-freezers, gas hob with 5 rings.
Utility Room
Washing machine.
Bedroom 1
French bed, wardrobe, dressing table with chair, mosquito screen.
Bedroom 2
Twin beds (cannot be converted into a double), wardrobe, bureau, chairs, mosquito screen.
En-suite Bathroom (shared with Bedroom 1)
Shower, sink, WC, bidet.
Bedroom 3
Double bed (cannot be converted to twins), wardrobe, chest of drawers, desk with chair, footstool, mosquito screen.
Bedroom 4
Double bed (cannot be converted to twins), wardrobe, dressing table with chair, shelves, chair, mosquito screen.
En-Suite Bathroom
Shower, sink, WC, bidet.
Bathroom
Shower, sink, WC, bidet.
Private Pool
Length: 10 metres
Width: 5 metres
Depth: 1.2 - 1.8 metres
Entrance: Roman steps
Opening times: April to October
Fenced: No
Furnished: Loungers, shaders, outside shower
Cleansed: Chloor
Distance from villa: 20 metres
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Tourist tax: 2.00 € per person, per night for the first 7 nights, some exemptions apply.
High chair: 1 available on request 5 € per item per week
Baby: 1 available on request 10 € per item per week
Charged based on usage: Heating Villa
Final clean: included - provided by local supplier
Important information
You need to know
Property Registration Number IT052013C2SLBHUYXB
Property # 10395811
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
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property
About the area
Gaiole in Chianti
Located in Gaiole in Chianti, this villa is in a rural area. Castello di Meleto Cantina and Cantalici Winery 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.
Castello di Meleto Cantina - 10 min drive - 8.6 km
Gaiole in Chianti Stadium - 12 min drive - 10.7 km
Meleto Castle - 13 min drive - 9.3 km
Church of San Sigismondo - 13 min drive - 11.1 km
Castle of Brolio - 14 min drive - 11.0 km
Getting around
Castelnuovo Berardenga Station - 28 min drive
Peretola Airport (FLR) - 91 min drive
Restaurants
Dievole Wine Resort - 23 min drive
Agribar - 9 min drive
Osteria Cacio e Pepe - 18 min drive
Taverna di Vagliagli - 19 min drive
Ristorante Malborghetto - 3 min drive
Frequently asked questions
Does Villa San Michele, Gaiole in Chianti, Siena and Chianti have a pool?
Yes, this property has a pool.
How much does it cost to stay at Villa San Michele, Gaiole in Chianti, Siena and Chianti?
As of 26 May 2026, prices found for a 1-night stay for 2 adults at Villa San Michele, Gaiole in Chianti, Siena and Chianti on 22 August 2026 start from NZ$1,272, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Villa San Michele, Gaiole in Chianti, Siena and Chianti pet-friendly?
No, pets are not allowed at this property.
What time is check-in at Villa San Michele, Gaiole in Chianti, Siena and Chianti?
Check-in begins at 4:00 PM.
What time is check-out at Villa San Michele, Gaiole in Chianti, Siena and Chianti?
Checkout is at 10:00 AM.
Where is Villa San Michele, Gaiole in Chianti, Siena and Chianti located?
Situated in a rural location, this villa is within 6 miles (10 km) of Chianti Sculpture Park, La Fornace Art Gallery and Castello di Meleto Cantina. Meleto Castle and Church of San Sigismondo are also within 6 miles (10 km).
About the host
Hosted by To Tuscany
Languages:
English
Premier Host
They consistently provide great experiences for their guests