Fall in Love with Tuscany: Best Tuscan Villas for an Autumn Escape

You might still be enjoying the summer sunshine, but with autumn around the corner, soon the soft whisper of falling leaves will take center stage. What better way to celebrate the change in season and Italy’s grape harvest than with an autumn escape to Tuscany! We have selected our best Tuscan villas to tempt you. Which will it be?

Il Vigneto Retreat

Villa Entrance in Tuscany
An enigmatic vineyard villa near Arezzo.

Surrounded by 15 hectares of vines and olive groves on a 30-hectare estate, you are destined for a fine luxury experience under the Tuscan sun at this fully-functioning, world-class winery. Together, four impeccably-restored buildings gather like a medieval hamlet, offering a 5-star experience reminiscent of a boutique resort.

Villa Tartufi

Chianti Villa
Private Chianti villa with breath-taking views and pool.

Ancient on the outside, modern on the inside, this totally private villa is a marriage made in Chianti heaven! The Tuscan views are particularly impressive. You can see the medieval town of San Gimignano in the distance as well as the nearby valley where guests can forage for truffles in the autumn. Sleek, comfortable interiors styled in light hues allow the stunning views to dominate the subtle decor.

Villa Pienza

Tuscan Villas
A rustic Tuscan villa with lots of character.

Tuscan villas don’t come more charming that this! Surrounded by breath-taking countryside on all sides, you can easily imagine yourself the only home for miles around. However, you are pretty close to some of Tuscany’s most appealing towns such as Pienza, Montalcino and Montepulciano. It really is a fabulous location for getting lost in that unequivocal rural Tuscan vibe without falling off the radar.

Tuscan Delight

Tuscan Villa in Chianti
Impeccable all-season villa replete with modern luxuries.

From the outside, this beautiful sandstone 5-bedroom villa commands the Chianti countryside like a quintessential 500-year-old Tuscan farmhouse posing for an architecture magazine. Inside is no less impressive, though decidedly contemporary and luxurious. The villa merges chic Italian style and craftsmanship with fashionable décor and comfort.

Villa Montestrelli

Tuscan Villa near Siena
Immaculately renovated 17th-century Tuscan farmhouse.

Part of a 2,500-acre estate dedicated to hosting farm stays and high-end agrotourism, Villa Montestrelli is the most luxurious of the Tuscan villas within the grounds. Furthermore, it is located in a totally secluded area of the estate upon a hill with unobstructed views for miles around. As you drive through avenues of trees to get to the villa, you really feel like you have the whole of Tuscany to yourself.

Villa Felice

Tuscan Villa near Pienza
Authentic Tuscan villa just 5 minutes from Pienza.

As its name suggests, happiness is contagious in Villa Felice. As such, this 6-bedroom villa is perfect for families and groups of friends seeking that quintessential rustic Tuscan experience. A home full of adorable idiosyncrasies that together create an eclectic yet welcoming vibe. Hand-painted tiles, old oak floorboards, random stonework and asymmetrical windows come together to charm guests over and over again.

Palazzo Val D ‘Orcia

Tuscan Villas
Exquisite country villa commanding 60 acres of parkland.

And finally, last but not least, Palazzo Val D’Orcia. Four floors of stately refinement at its best! The neo-gothic glamour of this countryside palace is mesmerizing while at the same time soothing and welcoming. It is hard not to feel as though you have stepped foot on a movie set for some grand costume drama where you are about to play the protagonist. Simply stunning!

So, which of these incredible Tuscan villas would be your choice? Contact us today to let us know.

Deborah Buley

Originally from the UK and an avid globetrotter, Deborah has lived in Mexico for nearly 10 years, having honed a successful writing career that specializes in sassy travel, upscale interior design, classy hotels and high-end real estate. Among other projects, she collaborated with a renowned Mexican architect to pen a glossy book about the interior design and architecture of a local villa as well as produced a variety of promotional materials for luxury hotels and elite residences in Mexico.