Our Favorite Region of Tuscany

Tuscany’s Val d’Orcia may well be the most perfect slice of the most perfect part of Italy. Lying just south of Siena, this ancient valley of gently rolling hills and scenic villages can feel blissfully timeless, its rich history and natural splendor exquisitely preserved. “You go back to paintings from the Renaissance or the 18th century, and the landscapes you see depicted tell you that the Val d’Orcia is an uncontaminated place,” says Gelasio Gaetani d’Aragona Lovatelli, a wine consultant whose family has owned land in the region for centuries. “It has not been destroyed.”

The valley was made a World Heritage site by UNESCO in 2004 and has long been an idyllic getaway for Italians and foreign travelers alike, though it is not flooded with tourists during the summer like Chianti.  They come for the relaxed sophistication found in and around the towns of Montalcino, Pienza, and Montepulciano, for the renowned cuisine and wine, and for the area’s convenience to Florence and Rome (both are less than a two-hour drive away). Autumn always shows the valley at its best: As the tourist season winds down, vineyards turn to russet and gold, and harvest festivals abound. And now visitors have more options than ever, thanks to a new generation of hoteliers and restaurateurs.

This is the perfect place for the Italian villa experience, and we have a wonderful selection of beuatiful properties to entice you. We just did our inspection trip to this area in Autumn of 2016 and would like to especially reccomend a number of properties, whose owners are doing a wonderful job.

For the best in contemporary Tuscan design, take a look at Villa La Torre. The design and facilities are unsurpassed, and the views to die for. The demonstartion kitchen is fantastic, and the cook Marcella has authored a number of cookbooks. Her cooking is the highpoint of any trip. Her lasagna is simply the best in the world.. Three hundred meters up the hill, Villa Bella is owned by the same designer/architect and is equally wonderful. Two smaller properties within a kilometer, Bella Vista and Villa D'Orcia are also great examples of Tuscan design, offer all staff and facilities and have wonderful views of the whole valley. If your tastes in design style are more grandiose and traditional, the noble villa, Palazzo Chiusi might be to your taste. Millions of Euro were spent restoring this show place. It is probably the prettiest villa for rent in Tuscany, though might be a little fussy for some. All services are on offer, including a chef who has worked in Michelin establishments. La Casa Vigna is a house owned and operated by the most renowned vintner in the valley. A wonderful English speaking staff is available, and while there you can chekout the wine making facilities and vineyards, as well as the organic animal farm, from where your meals will come. Casa Vista is a brand new property on the market this year. Very close to the wonderful renaissance town of Pienza , it features beautiful contemporary Tuscan design and furnishings, and offers all staff and services. Another attractive new property on the market, which might be especially nice for off season rentals, as it features an indoor pool and wellness features is Poderosa.

Anway, this region is our specialty and we have many more enchanting properties listed, all unique in their own right.  Browse our selections and contact us with any questions or recommendations.

Villa 14

Boschetto di Cipressi

Tuscany-Southeast/Val D'Orcia

Eight bedroom villa with many spa amenities in the Val D'Orcia, close to Pienza

Villa 14

Rita

Tuscany-Southeast/Val D'Orcia

Splendid 7 bedroom property, only a 15 minute walk from the beautiful Tuscan hill town of San Casino dei Bagni

Villa 20

Sarteano Vineyard House

Tuscany-Southeast/Val D'Orcia

Absolutely beautiful, just restored, 8/10 bedroom designer villa on a wine estate.

Villa 18

Poderosa

Tuscany-Southeast/Val D'Orcia

Impeccably designed and furnished 9 bedroom villa in the Val D'Orcia, near San Casciano Dei Bagni.

Villa 10

Villa Piazze

Tuscany-Southeast/Val D'Orcia

Gorgeous 5 bedroom villa in our favorite area of Tuscany

Villa 19

Villa La Foce

Tuscany-Southeast/Val D'Orcia

Historical property sleeping up to 19 guests on a huge estate with one of the most beautiful gardens in Italy

Villa 16

Villa Dimora

Tuscany-Southeast/Val D'Orcia

Gorgeous 6 bedroom villa with spectacular views of the Val D'Orcia, and especially beautiful outside areas for lounging and dining. Set up well for families with children, can sleep up to 16.

Villa 6

Vigne

Tuscany-Southeast/Val D'Orcia

Three bedroom villa beautifully set among the vineyards near Montalcino.

Villa 8

La Collina del Vino

Tuscany-Southeast/Val D'Orcia

Stay on a beautiful biodynamic vineyard with the owners, a wonderful Italian family. They offer you a unique lifestyle proposition in this four bedroom farmhouse within one km. of characteristic village. All dinners included(most with Michelin chefs)!

Villa 10

Casa Vista

Tuscany-Southeast/Val D'Orcia

A lovingly restored Tuscan farmhouse with beautiful manicured gardens, set amongst 17 hectares of olive trees in the Unesco World Heritage listed Val d'Orcia.

Villa 18

Podere Pienza

Tuscany-Southeast/Val D'Orcia

A charming 9 bedroom villa with spectacular views of Pienza. This luxury villa comes complete with its own chef and staff.

Villa 11

Monticchiello

Tuscany-Southeast/Val D'Orcia

A 6 Bedroom villa dating back to the ninth century with stunning views of Mount Amiata and the unforgettable Tuscan countryside.

Villa 8

Villa Bagni

Tuscany-Southeast/Val D'Orcia

A 4 bedroom, 5 bathroom luxurious Tuscan farmhouse overlooking the stunning Val d'Orcia landscape.

Villa 14

Anella

Tuscany-Southeast/Val D'Orcia

This 6 bedroom villa is the perfect choice to enjoy the natural beauty of Tuscany, set in the green countryside near Montepulciano with a private swimming pool and gorgeous views!

Villa 9

Palazzo Montepulciano

Tuscany-Southeast/Val D'Orcia

Beautifully restored 4 bedroom noble palazzo in downtown Montepulciano

Villa 20

Villa dei Colli

Tuscany-Southeast/Val D'Orcia

Fantastic 12 bedroom world class designer villa, just a short walk from a picturesque walled village

Apartment 4

Campiglia D'Orcia

Tuscany-Southeast/Val D'Orcia

A very special 1 bedroom apartment with an additional loft, located in a small town in the Val D'Orcia

Villa 2

Gelanda

Tuscany-Southeast/Val D'Orcia

2 bedroom villa with pool in the Val D'Orcia