Idyllic Siena Retreat-Splendid View


Entire villa hosted by Alessandro

  1. 10 guests
  2. 6 bedrooms
  3. 6 beds
  4. 5 bathrooms
Alessandro is a Superhost
Superhosts are experienced, highly rated hosts who are committed to providing great stays for their guests.
Great location
100% of recent guests gave the location a 5-star rating.
Great check-in experience
93% of recent guests gave the check-in process a 5-star rating.


Every booking includes free protection from Host cancellations, listing inaccuracies, and other issues like trouble checking in.
An idyllic secluded retreat far from everyday buzz yet on Siena's doorstep and a short ride from Florence and the seafront. No real rush here. Private converted barn for up to 10-11 guests, with exclusive pool overlooking the Tuscan rolling hills.

The space
Montechiaro Wine Estates is a historic stately home where you can still experience the old Chianti lifestyle as it once was, slow and calm just like 300 years ago. A private idyllic retreat for the discerning traveller who wants to leave it all behind and find peace. Here, a 10th generation family still patiently grows organic grapes and olive trees.
The main Villa was built in 1760 and is still inhabited by its original owners, who preserved most of its ancient features whilst modernising the art of welcoming their discerning guests.
The Wine Estate villas are on the same grounds. You will be staying in ancient buildings that were passionately renovated just two years ago, which offer a breath-taking view of the medieval town of Siena. The historic centre is just a 15-minute drive away. No real rush here. You will take the time to breathe the seasons passing by through the wild flowers' scent. You can witness mesmerising sunsets over manicured grass leading to your private pool. The Villa grounds, the orchid gardens, the ancient greenhouse, the vineyards, the cellar and the old oil mill, the original wooden oven, la Signora Beppina and her hen house, everything here is still run in the authentic Chianti way.
The Villa can be reserved entirely by groups, families, for that special weekend, or a company retreat. Please inquire with us.

Where you'll sleep

Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
2 single beds

What this place offers

Vineyard view
Garden view
Free parking on premises
Private pool
HDTV with Fire TV, Amazon Prime Video, Netflix, Disney+, cable/satellite TV
Washing machine

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4.89 out of 5 stars from 216 reviews


Where you’ll be

Siena, Tuscany, Italy

Exclusive wine tastings, private suppers, castle excursions are just some of the additional services offered for our guests to book.

Hosted by Alessandro

  1. Joined in March 2012
  2. Professional Host
  • 925 Reviews
  • Identity verified
  • Superhost
Organic Chianti Wine Producer, Hospitality&RE, FoodTech, Chef, WSET Adv, Photographer

During your stay

Keys shall be provided upon arrival so you can freely roam at your leisure.
Check-in from 16 until 20.
Check-out before 10.

Alessandro is a Superhost

Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests.
  • Languages: English, Français, Deutsch, Italiano, Español
  • Response rate: 87%
  • Response time: within an hour
To protect your payment, never transfer money or communicate outside of the Airbnb website or app.

Things to know

House rules

Check-in: 16:00 - 20:00
Check out: 10:00
No smoking
No pets

Health & safety

Airbnb's COVID-19 safety practices apply
Carbon monoxide alarm
Smoke alarm

Cancellation policy