Picture arriving at this beautifully restored country estate to find Chef Francesco preparing your welcome dinner - Tuscan specialties paired with local red wine, finishing with a limoncello as the sun sets over the surrounding oak and olive groves. This is how every stay at Bosco begins.
Set in 360 degrees of private gardens on the border between Tuscany and Umbria, this former 1700s farmhouse has been thoughtfully restored using natural materials from the region. The result is a spacious, light-filled home that comfortably hosts up to 14 guests across seven bedrooms, each designed with families in mind.
The heart of Bosco is its outdoor spaces: an infinity pool with safety fencing overlooks rolling hills, while a wisteria-shaded pergola provides the perfect spot for long lunches. Children have their own sandy play area, and adults can choose between the poolside gazebo or the covered first-floor terrace for evening aperitifs. Just steps from the main house, a separate cottage serves as both a workspace and entertainment hub, complete with fireplace and wood-burning oven—ideal for pizza parties or cooking lessons with Francesco.
This isn't just a villa rental; it's a home where the chef adapts menus to your dietary needs, daily housekeeping keeps everything running smoothly, and you're minutes from the ancient thermal baths of San Casciano dei Bagni yet perfectly positioned for day trips throughout the Val d'Orcia.
Villa Bosco is listed under the following categories:
The villa is divided into five areas, including a dining room with access to the garden and the pool terrace, and a lounge room with access to the wisteria shaded pergola, perfect for enjoying an aperitif on summer afternoons. There are six bathrooms and seven bedrooms, with two of them being completely autonomous from the rest of the house. Going up to the next floor, you will find a spacious lounge room with a large fireplace to keep you warm on cooler evenings, and a beautiful covered terrace where you can savour local specialties with a glass of wine while overlooking the woods.
On the ground floor you will find a kitchen with a stove, fridge, dishwasher and microwave, a dining room with a table for 14, a pallet fireplace, a lounge room with tv, divans and satellite tv, and a laundry room with washing machine and drier. This floor also offers one queen-size bedroom, two king-size bedrooms and one super king-size bedroom, all with ensuite bathrooms and showers, and one bedroom with single beds and a bathroom.
The first floor has a covered terrace with a seating area, a large lounge room with a fireplace, TV, gaming console and DVD player, one super king-size bedroom with an ensuite bathroom equipped with a bathtub and shower, and one king-size bedroom with an ensuite bathroom and shower.
Originally a country farm dating back to the 1700s, Bosco is conveniently located a short distance from medieval villages and the ancient thermal baths of Borgo San Casciano dei Bagni. It's also about an hour's drive from famous destinations in the Val d'Orcia such as Pienza, renowned for its pecorino cheese, and the wine towns of Montalcino and Montepulciano.
Montalcino, in particular, is known for its vast fortress, which now houses an excellent enoteca where visitors can taste the region's prestigious red wines, Brunello and Rosso di Montalcino.
For those looking to explore further afield, in a little more than an hour's drive you can discover the underground secrets of Perugia or reach the historic cities of Arezzo and Siena, as well as the renowned Chianti region.
From € 1,410 to 2,217 per day
From € 9,870 to € 13,300 per week
Approximately
$ 11,548 to $ 15,561 in USD
For over 40 years, Invitation to Tuscany has personally selected and visited every villa we represent. Our team knows each property and its surroundings intimately - allowing us to help you choose the perfect home for your family or group, and to make your stay as memorable as the place itself.
Check availability: View pricing and availability in the calendar above. To book online, click your desired arrival date, then your departure date. The calendar will grey out dates for stay lengths that aren't accepted—most villas book Saturday to Saturday, but many also allow shorter stays or flexible dates.
We visit our properties regularly and can provide firsthand advice based on your wishlist. Contact us and we'll help you select the best villa for your holiday. Secure your dates: We can hold your preferred dates for 48 hours while you confirm flights and coordinate with your group. To confirm, simply pay the 30% deposit. Your balance will be due 10 weeks before arrival.
Every booking includes our free concierge service to help make your stay special:
Need more support? Our Concierge Plus (€300) provides dedicated planning support for guests requiring more activity bookings, larger group logistics, or special occasions. Please note that weddings and event planning do not fall under this. Request this when booking or as early as possible.
Easy cancellation: Add XCover to your booking for a full refund if you can't travel. You can add XCover anytime before paying your balance - just ask your agent. See our Booking Conditions and XCover for more information. Need to change dates? Let us know - we can often modify your booking rather than cancelling outright.
Tourist Tax: Many local administrations charge a tourist tax for rental accommodation, which varies by town. Charges typically range from €0.50 to €5 per person per night, with a maximum of 5-7 nights. Children are sometimes exempt. These charges are collected by property owners and paid directly to them.
Call us for quick answers - we're here to help. You'll also find lots of useful information in our FAQ page . Haven't found the perfect villa yet? Browse our suggestions below!