Villas rentals in and around the Siena Province

Siena is likely Italy's loveliest medieval city and a trip worth making even if you are in Tuscany for just a few days. Siena's heart is its central piazza known as Il Campo, known worldwide for the famous Palio horse race run around the piazza two times every summer.

Movie audiences worldwide can see Siena and the Palio in the James Bond movie, Quantum of Solace.

Siena is said to have been founded by Senius, son of Remus, one of the two legendary founders of Rome thus Siena's emblem is the she-wolf who suckled Remus and Romulus - you'll find many statues throughout the city. The city sits over three hills with its heart the huge piazza del Campo, where the Roman forum used to be.

Rebuilt during the rule of the Council of Nine, a quasi-democratic group from 1287 to 1355, the nine sections of the fan-like brick pavement of the piazza represent the council and symbolize the Madonna's cloak which shelters Siena.

 

Amerigo

This beautiful and very well designed  Tuscan Villa is situated in the just two kilometers from the town Greve in Chianti. The villa is accessed by a private security gate and there are two restaurants and […]

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Antonela

This Beautiful Tuscan Farmhouse set in a panoramic spot overlooking the Val d’ Chiana. Surrounding the property are well manicured gardens filled with roses, fruit trees, olives and herbs. The swimming pool is located in position […]

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Antonela 2

Antonela 2 is a very charming independent rental in the Val d’ Chiana, with private pool and manicured grounds. The interiors are furnished in a warm and comfortable style with a mix of antiques and contemporary […]

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Antonio

Villa Antonio is a newly restored 17th century villa rental in Tuscany located in the Chianti region of Tuscany. This area is  one of the most sought after areas of the region, between the villages of Greve and […]

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Assiolo

If you are looking for the quintessential Tuscan villa experience, Assiolo may just be the perfect choice. This beautiful villa rental in Tuscany, is  set on the top of a hill, is surrounded by a landscape […]

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Barberino

Barberino is a newly restored luxury Tuscany villa rental set in an amazing position overlooking one the most scenic and unspoiled valleys of the Chianti region. With commanding views overlooking the rolling hills covered with vineyards and […]

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Bibi

Bibi is located in the desirable region of Chianti Classico, located between the cities of Florence and Siena. The house is set in a very private position with amazing views over the vineyards and hills of […]

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Bruno

SPECIAL PRICE ON REMAINING WEEKS 2017 This Grand Tuscan Villa was built in 1200 and has been tastefully restored offering a refined atmosphere full of character and elegance yet maintains a very comfortable feel. The home is […]

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Cappella

Casa Cappella San Gimignano villa rental, Charming former country chapel located in highly desirable area surrounding the famous hill town of San Gimignano, the original structure was built in the 1200’s and has been thoughtfully restored […]

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Casa Franca

Casa Franca a small independent rental within walking distance to the hill town of Panzano This is a value-for-money affordable way to be right in the heart of Chianti Classico country.  Exactly midway between Florence and […]

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Casa Lino

Lino is a charming Tuscan Cottage rental located in the Siena province of Tuscany. This newly restored  rental is set in a private location overlooking the rolling hills covered in olive orchards and cypress trees .The […]

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Certaldo

This charming Tuscan villa rental with private pool is located in the Chianti hills 1.5 kilometers from the nearest village, and a 10 minute drive to the town of Certaldo. Both Florence and Siena are within […]

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Cinzano

Location, Location, Location! Cinzano is a rare find; a mere 7 kilometers (4 miles) from the center of Florence. Set in the Chianti region, a perfect choice for those travelers that desire the hustle and bustle […]

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Civitella

Civitella is a large Tuscan farmhouse rental located between Florence. and Arezzo, in the northern Val di Chiana. This newly restored Italian villa rental is an excellent choice for a large group or a family reunion. The house comfortably accommodates 16-18 […]

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Claudia

A picture-perfect Tuscan farmhouse, Villa Claudia and its old stone walls blend beautifully into the vine-smothered hills of Chianti. Its timeless appearance belies interiors that have been restored and renovated to provide an exceptionally comfortable fully […]

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Convento

Convento is a luxury villa for rent in Siena Tuscany  set on a hilltop, overlooking the Val d’Orcia Valley, this historical home has been carefully restored to offer a comfortable and stylish retreat with all the […]

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Corti

Villa Corti is a Luxury Chianti villa which was originally the home of a wealthy merchant in the 1400s, later it become a simple country home until it was bought by the present owners who restored […]

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Elisabetta

Elisabetta, is a historic Florentine Villa that offers, modern comfort and style. This remarkable Villa is on a hill top, surrounded by the estate’s grounds with stunning views of the rolling hills and nearby city of […]

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Filippo

Casa Filippo is a charming Chianti vacation rental, located 30 minutes south of Florence and 40 minutes north of Siena. This area of Tuscany is surrounded by  history, beauty and stunning views of the Tuscan countryside, this wonderful […]

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Fiorella

This newly restored Chianti Villa rental is a perfect rental for 2 couples or a small family , the owners of this charming house have just completed a full restoration of the property and created a […]

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Francesca

Francesca is a villa rental near Pienza located in the fascinating region of the Val d’Orcia an area rich in history and incredibly beautiful landscapes. The house is set in a private peaceful position overlooking the […]

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Francesco

  Set in the Chianti region, a perfect choice for those travelers that desire the hustle and bustle of Florence but would like to retire the peaceful Tuscan countryside after a day or evening in town. […]

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Gaiole

This amazing villa for rent in Chianti offers 5 air-conditioned bedrooms all en-suite and can comfortably accommodate up to 10 guests. Villa Gaiole and its old stone walls blend beautifully into the vine-covered hills of Chianti. […]

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IL Greppo

  Il Greppo is in a very private hillside location with beautiful western views over the Tuscan hills. With accommodation in the main house and a spacious barn, this is an excellent place for a group […]

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Isabella

Isabella is a newly restored Tuscan Farmhouse rental located in Chianti region of Tuscany, situated in one of the most sought after areas of the region, between the villages of Greve and Panzano.This rental is an […]

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image of Villa La Quercia Tuscany

La Quercia

 Quintessential Tuscan Chianti farmhouse located in the heart of the Chianti Classico region of  Tuscany. Set in a very private location surrounded  by expansive views of the vineyards of a well respected winery. The rental can […]

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Marcelli

Marcelli is a splendid Chianti farmhouse accommodation situated in a beautiful, peaceful location, surrounded by olive groves and vineyards. Panzano in Chianti, just a short distance away from  which can easily be reached on foot in less […]

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Melto

Melto is a Classic Tuscany farmhouse rental located in the Siena province of Tuscany. The private property is situated in a tranquil location surrounded by 10 acres of well maintained olive groves, fruit orchards, vineyards and forest. This comfortable […]

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Montalcino

Podere Montalcino, a  charming Tuscan farmhouse is surrounded by a landscape that could grace any postcard, undulating hills covered in olive groves and the Brunello Vineyards one of most sought after wine regions in the world. […]

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Mulino Bianco

Mulino Bianco has just undergone 3 years of extensive restoration, and is truly a one of a kind Luxury Tuscan rental. No expense has been spared in creating a truly modern and comfortable home, from the Murano […]

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Pesa

  Casa Pesa newly restored Tuscan villa rental located in the highly desirable Chianti region of Italy. This well appointed stone villa is only 6km. from the town of Panzano which boasts some of the best […]

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Pozzo Antico

Pozzo Antico is a  comfortable Tuscan estate located in the Val di Chiana region of Tuscany, not far from the historic hill towns of Lucignano, Cortona and Sinalunga. This Tuscan villa rental is comprised of two homes, a villa and converted barn that […]

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Radda

Radda is a farmhouse located in the highly desirable Chianti Classico region of Tuscany, between Florence and Siena. Set in a private position but not secluded, both Castellina and Radda in Chianti  are located 5 kilometers from the property, […]

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Riccardo

Villa Riccardo is set in an oasis of tranquility between the renowned towns of Montepulciano and Pienza that can be reached in only few minutes by drive. This traditional Tuscan stone-clad villa has recently been completely […]

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Romeo

Romeo an exceptional luxury Tuscan villa rental located in the Val d’Orcia region of southern Tuscany . The exquisite taste of the owners is evident inside and out simple, warm elegance accented by tasteful, contemporary designs. The […]

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Rosa

Villa Rosa is an excellent Chianti villa rental for groups wanting the peace and quite of the county side yet close enough to walk to town. The home is located near the famous town of Panzano […]

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Simpatico

This lovely Restored Tuscan farmhouse rental is located in the rolling hills that surround the famous town of San Gimignano. Situated within a small borgo (group of farmhouses) but completely private with fabulous views over the […]

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Stefano

Villa Stefano sits in the splendid Tuscan backdrop of the gentle hills that characterize the Chianti region, located 4 kms from the town of San Casciano val di Pesa and little more than 30 minutes from […]

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Susanna

This lovely Tuscan Villa is in an enviable position between Florence and Siena In the heart of the Chianti region. The location is an excellent base for complete relaxation, but also for exploring the villages in […]

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Tordella

  Tordella is a quaint eighteenth century farmhouse in a stunning location with breathtaking views of Chianti’s most famous vineyards. Set in the Tuscan countryside, mid way between Florence and Siena.This area is on of the most […]

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Villa Acquaviva

The Villa Acquaviva is a  Private Tuscan Villa rental that has recently been restored  to its original splendor after long and careful renovation. This 17th century villa is set on a hill and is surrounded by 30 […]

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Villa Aia

This lovely Luxury villa located in Siena region of southern Tuscany. This extraordinarily beautiful stretch of Italy sits between Rome and Florence with open, breathtaking views of this unspoiled area. Aia is very close to The villages […]

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Villa Alessandra

Alessandra is a beautiful  Chianti Tuscany villa rental located close to the historic town of Greve in Chianti. Which is approximately halfway between Florence and Siena, both cities can easily be reached in less than on hour. The house […]

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Villa Le Casale

Le Casale is a Villa on a dramatic hilltop overlooking the rolling hills of the Val d’Orcia near Contignano, the setting for the movie “The English Patient” This luxury Tuscan villa rental has a huge exterior stone […]

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Villa Scala

Villa Scala is an ancient Tuscan villa rental set in a completely private spot surrounded by olive groves and vineyards. The house can comfortably accommodate 11 guests in six bed rooms and five baths. The interiors […]

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villa for rent in panzano

Vista

Vista is a charming Panzano cottage rental located in the desirable region of Chianti Classico, which is located between the cities of Florence and Siena. The house is set in a very private position with amazing […]

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