Villa Al Bosco / Near San Donato in Chianti

  • Villa Al Bosco Main House And Guest Cottage
  • Villa Al Bosco Pergola
  • Villa Al Bosco Entrance
  • Villa Al Bosco Pool
  • Villa Al Bosco Exterior
  • Villa Al Bosco Exterior
  • Villa Al Bosco Pool
  • Villa Al Bosco Exterior
  • Villa Al Bosco Pool From Pergola
  • Villa Al Bosco Family Room
  • Villa Al Bosco Pool
  • Villa Al Bosco Ginestra Bathroom
  • Villa Al Bosco Rosa Canina Bath
  • Villa Al Bosco Ginestra Twin Bedroom
  • Villa Al Bosco Rosa Canina Bedroom
  • Villa Al Bosco Kitchen
  • Villa Al Bosco Terrace
  • Villa Al Bosco Living Room To Dining Room
  • Villa Al Bosco Terrace
  • Villa Al Bosco Living Room To Terrace
  • Villa Al Bosco Lower Bathroom
  • Villa Al Bosco Lower Level Bedroom
  • Villa Al Bosco Margherita Bath
  • Villa Al Bosco Dining Room
  • Villa Al Bosco Margherita Bath
  • Villa Al Bosco Dining Room
  • Villa Al Bosco Margherita Bedroom
  • Villa Al Bosco Dining Room
$ 8,938 – 12,188 /wk
10 +3
PoolWalk to Village/ServicesParkingA/CInternet/Wi-FiTVTerrace/BalconyWasher/Dryer
Top Features

Welcoming villa beautifully restored, with stunning terraces and pool. Natural setting.

Talk to a Villa Expert

(800) 261-4460 or Email Us


Al Bosco is a beautifully restored stone house in a peaceful setting just three minutes drive (and in walking distance) from the attractive little hill town of San Donato in Poggio, halfway between Florence and Siena, in the heart of Chianti. This is a central location for exploring all of Tuscany.

This estate of over 30 acres is mostly natural woodland. The rest is cultivated with olive trees and vineyards, and a stream on the southern edge of the property is stocked with trout during the winter months. Relax under the wisteria-covered pergola or on the covered loggia. Or take a hike in the woods or to the nearby village or a winery.

San Donato is an ideal base for visiting the medieval hill towns of Tuscany, as well as the famous wineries of the Chianti Valley. Charming towns like Castellina in Chianti (15 minutes), Tavernelle in Val di Pesa (20 minutes), and San Gimignano (30 minutes) are nearby, as well as the treasures of Florence (25 minutes) and Siena (30 minutes). In the village of San Donato, within walking distance of Al Bosco, you will find public tennis courts as well as a bakery, coffee bar, restaurant, and a fantastic butcher shop.

Family-friendly amenities

  • Safety: A car seat is available.
  • The pool is fenced and lockable 
  • Furniture: high chair, two baby beds, two other extra child beds that can be added.
  • Entertainment: Toys and American DVDs
  • Bocce court
  • Wood burning pizza oven
  • Some farm animals on the estate but at an appropriate distance from the house.

Reviews for Villa Al Bosco

  • D.C.
    June 22, 2015

    Al Bosco is wonderful. It is an ideal location to visit most of Tuscany. The staff was excellent and the villa was perfect for our needs. It is a great combination of a historical farmhouse with all the modern amenities. The surroundings are very beautiful. Great place to sit and eat outside. I was very pleased with every aspect of the Doorways experience and would highly recommend Doorways to others. Everything was fully explained and the documents and recommendations were excellent. The experience exceeded our expectations. 

  • S.W.
    May 19, 2015

    A very lovely property, secluded and beautifully kept. The owners are on their way to transforming it to an even more lovely and beautifully appointed property. You'll love it! 

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The Villa

The property has more than 4,000 square feet of living space and can sleep 10 adults + 3 children + 2 babies maximum. 

First floor (sleeps 2)

  • Living room and dining room
  • Very charming country kitchen with easy access to outdoor dining on a covered pergola
  • Convertible queen bedroom (bed can be made up as twins on request)
  • Recently remodeled bathroom (shower over tub)
  • Laundry room with washer and dryer

Second floor (sleeps 6+1)

  • Queen bed room, fireplace, large en-suite bathroom with clawfoot tub and separate shower.
  • Smaller convertible queen bedroom (bed can be made up as twins on request), en-suite bathroom with tub and separate shower
  • New bedroom with convertible queen (can be separated into twins on request) and a separate single ottoman-bed.  
  • New bathroom across the hall having a large shower and double vanity.

Garden level (sleeps 2+2)

  • Queen bedroom (cannot be converted to twins) with walk-in closet and en-suite bathroom with tub and separate shower and extra double sofabed


  • The beautiful (fenced) swimming pool (23 x 46 ft) is set in the garden and is surrounded by flower-filled terracotta urns. The adjacent dining patio with BBQ and wood oven is the perfect setting for al fresco dining.
  • Bocce court
  • There is covered parking for five cars.
  • Wood burning pizza oven
  • Working farm estate that produces olive oil and wine.

On the estate is a separate hayloft that has been made into an apartment for the owners, who live in the USA.  This will not be rented out to other guests, but rarely the owners may be in residence. 


  • Terrace/Balcony
  • Walk to village/services
  • Closest store or village: 3.0 km
Closest Village/Services
  • Parking
  • Pool (unheated)
  • Bocce Court
  • PhoneFAXInternet/Wi-Fi
  • TV (satellite)CD Player/StereoVideo Player
Climate Control
  • Air ConditioningCentral HeatWindow Screens
  • Dishwasher
  • Washer/Dryer

Rates & Availability

Rates and Availability


View availability for

Minimum Stay
1 week
Arrival Day
2020 Weekly Rates
Mar 28 - May 29$8,938
May 30 - Oct 2$12,188
Oct 3 - Nov 28$8,938

Al Bosco will be closed the rest of the year

Additional Information

  • Linens (changed mid-week)
  • Pool towels
  • Utilities
  • Maid service (2 hr/day)
  • Final cleaning
  • Pool and garden maintenance
  • WiFi Internet
  • Welcome snack
  • Telephone is metered - local calls only are included.
  • Cooking classes and special dinners are available at an extra cost.
  • any local head tax is due in cash in Euros upon arrival.
Security Deposit

$1,000 payable in advance to Doorways and refunded a month after your stay less any damage or unpaid fees.

  • Copies of passports are required at check-in.



Castellina in Chianti15 min
Tavernelle in Val di Pesa20 min
San Gimignano30 min
Florence25 min
Siena30 min

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Travel Dates
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Contact Us

Doorways Ltd.
(800) 261-4460USA & Canada
(610) 520-0806International
PO Box 531
Bryn Mawr, Pennsylvania 19010
[email protected]

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