Villa Il Masseto, Gaiole in Chianti, Siena and Chianti
Villa Il Masseto is a traditional Tuscan villa, peacefully located on the edge of Gaiole in Chianti, bordered by forest and just a 3-minute walk from the center. Perched on a gentle hill, it offers stunning views over the town’s church tower and rooftops. The distant chimes of the bells add an unmistakably Tuscan ambiance to your stay. It’s a perfect retreat for families or groups of friends looking to relax and enjoy the region’s beauty.
Despite its peaceful, semi-rural location, Villa Il Masseto is within walking distance of restaurants, wineries, and a COOP supermarket in Gaiole. The picturesque Chianti towns of Radda, Castellina, and Greve are nearby, while Siena, Florence, San Gimignano, and Arezzo are all easily reachable for day trips.
Guests can enjoy a large, well-tended garden with mature shade trees and a hot tub, while the outdoor shower provides added convenience after a soak or a warm day in the sun. Three spacious covered balconies provide inviting spots for al fresco dining throughout the day. The property also includes two sheltered parking spaces.
The villa occupies the entire first floor, while the ground floor remains locked and unoccupied. The house is built from local stone and features bright, airy living spaces, high ceilings, a small library, and multiple seating areas, all thoughtfully styled to create a warm, welcoming atmosphere.
Villa Il Masseto is an ideal base from which to discover the beauty of Chianti Classico, a place where vineyards, culture, and authentic Tuscan life come together.
First Floor
Library
Bookshelves, chairs.
Lounge
Sofa, armchair, TV, chairs, side tables, chest of drawers, fireplace (decoration only), table, air-conditioning, French door to balcony, balcony with table and chairs.
Dining Room
Welsh dresser, table, chairs, French door to balcony, air-conditioning.
Kitchen
Fully equipped kitchen, gas hob, fridge/freezer, side table, TV, table, chairs, air-conditioning, mosquito net.
Bedroom 1
Queen-size double bed (can't be converted into twin beds), bedside tables, desk, chair, chest of drawers, wardrobe, fan, mosquito net.
Bathroom
Shower, double sink, bidet, WC.
Bedroom 2
Queen-size double bed (can't be converted into twin beds), bedside tables, chairs, wardrobe, desk, chair, chest of drawers, fan, French door to balcony.
Bedroom 3
Queen-size double bed (can't be converted into twin beds), bedside tables, chairs, wardrobe, desk, chair, chest of drawers, air-conditioning, mosquito screen.
En-suite Bathroom
Shower, double sink, bidet, WC, washing machine.
Second Floor
Bedroom 4
Double bed (can't be converted into twin beds), bedside tables, wardrobe, mosquito net.
En-suite Bathroom
Shower, sink, WC.
Private Pool
There is no pool
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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, no extra cost
Baby: 1 available on request, no extra cost
Charged based on usage: Heating Villa, Air Conditioning, Heating Hot Tub
Final clean: included - provided by local supplier
Important information
You need to know
Property Registration Number IT052013C2OANO5FDC
Property # 11933496
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
About the area
Gaiole in Chianti
Located in Gaiole in Chianti, this apartment is in a rural area. Medieval Tower of Barbischio and Meleto Castle are local landmarks, and the area's natural beauty can be seen at Arno River and Area Naturale Protetta di Interesse Locale Arboreto Monumentale di Moncioni. Gianfranco Carla Fineschi Botanical Rose Garden and Borgo di Vescine - Tenute di Castelvecchi are also worth visiting.
Is Villa Il Masseto, Gaiole in Chianti, Siena and Chianti pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Villa Il Masseto, Gaiole in Chianti, Siena and Chianti?
As of 20 June 2026, prices found for a 1-night stay for 2 adults at Villa Il Masseto, Gaiole in Chianti, Siena and Chianti on 24 July 2026 start from AU$684, 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.
What time is check-in at Villa Il Masseto, Gaiole in Chianti, Siena and Chianti?
Check-in begins at 4:00 PM.
What time is check-out at Villa Il Masseto, Gaiole in Chianti, Siena and Chianti?
Checkout is at 10:00 AM.
Where is Villa Il Masseto, Gaiole in Chianti, Siena and Chianti located?
Situated in a rural location, this apartment building is within a 5-minute walk of Church of San Sigismondo and Gaiole in Chianti Stadium. PoggioBrandani and Castello di Meleto Cantina are also within 2 miles (3 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We stayed for 3 nights while attending a wedding in the Chianti region, travelling as a group of 6 (three adults and three young children). The property was absolutely perfect for our group.Elena was a wonderful host, warm, helpful and incredibly accommodating with our check-in and check-out times, which made a huge difference travelling with little ones. She was responsive and genuinely lovely throughout our stay.The property itself is peaceful beyond words. Tucked away in the Tuscan countryside, we found ourselves wishing we had booked three weeks instead of three nights. It's the kind of place that makes you slow down and breathe, something that's hard to come by when travelling with young children.Highly recommend for families and groups. We will absolutely be back.
Cleo S.
Stayed 3 nights in May 2026
Response from VrboOwner on 6 June 2026
Thank you so much taking the time to leave such a thoughtful and kind review! What a wonderful occasion to visit the Chianti region, we hope the wedding was absolutely fabulous! We are delighted to hear that you found the property so beautiful and peaceful, we understand that life with young children can be very hectic, so it’s nice to know you were able to wind down and relax. Thank you so much for the lovely comments on Elana’s hospitality as well, we are so pleased that her warm and helpful nature added to your fantastic experience. We hope you can visit again soon, next time for longer!
About the host
Hosted by To Tuscany
Languages:
English
Premier Host
They consistently provide great experiences for their guests