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 16

Fontanelle

Tuscany-Southeast/Val D'Orcia

Very stylish and beautiful 8 bedroom villa in the heart of the famous Montalcino vineyards. Featured in books and magazines. From $6,716 per week

Villa 12

Lavacchio

Tuscany-Southeast/Val D'Orcia

Elegant 6 bedroom country house near Montalcino. From $6,7016 per week

Villa 18

Villa Contignano

Tuscany-Southeast/Val D'Orcia

Designer perfect, 9 bedroom/12 bath villa overlooking the Val d'Orcia. From $9,695 per week

Villa 18

Villa La Torre

Tuscany-Southeast/Val D'Orcia

Absolutely beautiful stone house, state of the art and with every modern amenity, restored by one of Italy's top designers, overlooking the Val d'Orcia. Eight bedrooms. From $9,695 per week

Villa 10

Bella Vista

Tuscany-Southeast/Val D'Orcia

Beautifully decorated, charming, five bedroom stone farmhouse, with some of the finest views in Tuscany, overlooking the Val D'Orcia. From $4,960 per week

Villa 10

Villa D'Orcia

Tuscany-Southeast/Val D'Orcia

With glorious views over the Val d’Orcia and complete privacy, 5 bedroom/ 6 bath Villa D'Orcia is a stylish and delightful home which has been stunningly designed and decorated by its interior designer owner. From $5,435 per week

Villa 16

Palazzo Chiusi

Tuscany-Southeast/Val D'Orcia

Sumptuous luxury villa dating back to the 18th century. Eight bedrooms/Ten bathrooms (8-16 guests). Short walk to village. From $15,500 per week

Villa 8

The Source

Tuscany-Southeast/Val D'Orcia

Nice 4 bedroom property, very close to Cetona and the Val D'Orcia. From 6,800 per week

Villa 12

Casa Bella

Tuscany-Southeast/Val D'Orcia

Located in southern Tuscany’s unspoiled Val d’Orcia region, just 5 minutes from the quaint medieval town of San Casciano dei Bagni, known for its world renowned world class healing thermal spa, shops and restaurants. 7 bedrooms/6 Bathrooms From $10,250 per week

Villa 12

San Casciano

Tuscany-Southeast/Val D'Orcia

Beautiful eclectic renovation within walking distance of the unspoiled town of San Casino dei Bagni 6/Bedrooms/6 Bathrooms. From $8,800 per week

Villa 8

Vecchio Mulino

Tuscany-Southeast/Val D'Orcia

Vecchio Mulino has been converted and restored from an ancient water mill. The house is made entirely of local stone. Located next to the quaint village of Castelnuovo dell'Abate, only 10 minutes from the famous wine producing town of Montalcino, this charming property is the perfect retreat for art and wine lovers, or for those who want to be immersed in peace and quiet, yet very close to a village. 4 bedrooms. From $2,195 per week

Villa 12

Aiola

Tuscany-Southeast/Val D'Orcia

Beautifully restored 6 bedroom villa on a 1700 acre estate in the Val D'Orcia. From $11,390 per week

Villa 10

Podere Montalcino

Tuscany-Southeast/Val D'Orcia

Beautifull 5 bedroom villa on a famous Brunello wine estate, 11 kms from Montalcino. From $5,415 per week

Villa 12

La Casa Vigna

Tuscany-Southeast/Val D'Orcia

A lovely six bedroom farm house owned by and located among the vineyards of the renowned Tenuta di Trinoro wine Estate. It boasts fantastic views of the Val d'Orcia and has recently been renovated by famous Italian designer, Ilaria Miani. From $14,950 per week

Villa 10

Podere Trevinano

Tuscany-Southeast/Val D'Orcia

Newly restored five bedroom farmhouse completed by renowned designer. Combines the beauty of a traditional stone farm house with the best of modern Italian design to create a unique blend of the old and the new. From $4,850 per week

Villa 6

Casa Castelmuzio

Tuscany-Southeast/Val D'Orcia

Elegant and sophisticated 3 bedroom townhouse with pool on a quiet piazza on the edge of a charming 13th century village. From $3,695 per week

Villa 14

Fercole

Tuscany-Southeast/Val D'Orcia

Beautiful, fully staffed, recently restored, 7 bedroom Tuscan villa done in a traditional and stylishTuscan style near Montalcino. Great for those wanting to be near to the wine producing areas of Montalcino, and to the Val d'Orca, but still be less than an hour from the coast and beaches. From $11,390 per week

Villa 8

Gauggiole

Tuscany-Southeast/Val D'Orcia

Ultra luxury 4 bedroom/7 bath property with all five star hotel and spa services, including private golf course, on Ferragamo's Castiglion del Bosco Estate. From $20,000 per week

Villa 6

Alba

Tuscany-Southeast/Val D'Orcia

Ultra luxury 3 bedroom/4 bath property with all five star hotel and spa services, including private golf course, on Ferragamo's Castiglion del Bosco Estate. From $24,000 per week

Villa 10

Casa Biondi

Tuscany-Southeast/Val D'Orcia

Ultra luxury 5 bedroom/8 bath property with all five star hotel and spa services, including private golf course, on Ferragamo's Castiglion del Bosco Estate.

Villa 4

San Pietro

Tuscany-Southeast/Val D'Orcia

2 bedroom/2 bath townhouse conceived by renowned Italian designer, Illaria Miani. From $7,600 per week

Villa 17

Villa Radicofani

Tuscany-Southeast/Val D'Orcia

Nine bedroom villa in the Val D'Orcia done in a minimal contemporary style. From $11,211 per week

Villa 20

Sarteano Vineyard House

Tuscany-Southeast/Val D'Orcia

Absolutely beautiful, just restored, 8/10 bedroom, 14 bathroom designer villa on a wine estate. From $17,500 per week

Villa 14

Poderosa

Tuscany-Southeast/Val D'Orcia

Impeccably designed and furnished 9 bedroom villa in the Val D'Orcia, near San Casciano Dei Bagni. $23,995 per week