One of the most exquisite offerings in Italy. Owned for centuries by an aristocratic family, this is la crème de la crème of villas. No matter how hard we try to describe this luxurious villa we know we will come up short. To immerse yourself in total luxury you also have a staff that includes maids, wait staff, a gardener and your own personal concierge.

Capanna Poderosa is living its second life from an ancient castle's grain storage building to an open concept Italian villa rental nestled on 50 acres of vineyards and woods. A great home base, being just 25 minutes to Siena, 10 minutes to a quianit village with two restaurants, and 20 minutes from Castelnuovo Bernardegna where you will find supermarkets, banks and a variety of shops. Within 1 hour you can reach Pienza and the val d'orcia, Arezzo and Cortona and even Lake Trasimeno in Umbria. Florence is 90 minutes and the major villages along the chianti wine road can be reached within 20 to 40 minutes.

We are in love with this villa. You will feel it too the moment you arrive. Casual elegance. Close your eyes and imagine yourself in a soft white cotton T shirt and your favorite jeans, barefoot, curled on the plush sofa with a good book and a glass of Chianti, wrapped in a lightweight beige cashmere Ralph Lauren throw. A tranquil atmosphere, inside and out. To top it off, you just happen to be in one of Italy's most desirable locations: Chianti. Close to many wonderful places on your bucket list, you are a short drive to a lovely medieval village, 20 minutes to Siena, 50 minutes to Florence and so many beautiful towns, villages, and scenery in between. A week will go by so fast, better stay for two.

Beautiful Villa dell Vigne is luxuriously appointed with the finest furnishings, china and tableware, luxurious bedding, and Bvlgari toiletries. Saltwater pool, Daily housekeeping staff. Kid friendly, it is ideal for multigenerational families and sophisticated groups of friends. Located in the center of a working winery, Ideally located, in the heart of Chianti Classico, the villa and vineyard have been in this aristocratic family for centuries. The position between so many points of interest makes it an excellent choice as a base for your villa vacation in Tuscany. Just 25 minutes to Siena and 45 minutes to Florence with many important villages and towns in between.

Five Star Luxury Property in the heart of what many say is the most beautiful area of Tuscany. Just 25 miles southwest of Siena.
Priced Euro 850 per night.

Five Star Luxury Property in the heart of what many say is the most beautiful area of Tuscany. Just 25 miles southwest of Siena.
Priced Euro 1,200 per night.

Five Star Luxury Property in the heart of what many say is the most beautiful area of Tuscany. Just 25 miles southwest of Siena.
Priced Euro 2,400 per night.

Five Star Luxury Property in the heart of what many say is the most beautiful area of Tuscany. Just 25 miles southwest of Siena.
Priced Euro 3,000 per night.

Set among olive groves and spacious lawns surrounded by Pomegrante trees and bay laurels, this luxury style farmhouse ensures privacy yet within walking distance to a charming village with small shops, banks and restaurants. Within half an hour you can be exploring the romantic village of Pienza, tasting Super Tuscans in Montepulciano and Montelcino, listening to Gregorian Chants in an ancient monestary all in the most picturesque areas of Tuscany

Villa Contenta in the Siena area of Tuscany has beautiful grounds and unbelievable views of the Siena countryside. While the town is quite intimate, it has all the necessities including a coffee bar, two truffle and wine bars, and the Tartuffo museum. The front door of this 15th century villa faces an ancient village hamlet while the back of the house has a 180 degree view of rolling hills and tall cypress trees indigenous to the famous Le Crete countryside. The place to stay to really experience Tuscany at her finest. Can be rented with Casa Federica for a total of twenty-one guests.

Once upon a time, Borgo Vecchio was the center of a medieval Tuscan village. Today, the nine bedroom manor house and cottages accommodating up to 44 people near Buonconvento is an up-to-date gathering place, its 14th-century foundations supporting an event space for fifty, teaching kitchen, media room, gym and Jacuzzi. Book the Borgo for an unforgettable event, use it as a base to explore the area around Montalcino, or simply treat yourself to pampering by the villa's staff.
Price Starting at Euro 6,480 per night for the nine bedroom manor house.

The best of both worlds! The feel of living in the countryside with the convenience of living in town. Located in a small hilltop village, the front door faces the main street of the village, while the back of the property offers you outdoor living spaces with 180 degrees of beautiful views of the magnificent Le Crete countryside.

A dreamy villa behind a private gate and long driveway assures your privacy. The setting consists of a large spacious villa with 8 bedrooms and cottage with 2 additional bedrooms. A very large swimming pool sits among spacious lawns on a wine estate makes it an ideal retreat for families as well of group of friends wanting to spend a relaxing time in the heart of the Montepulciano wine area. RENTS SUNDAY TO SUNDAY

Once upon a time, Borgo Vecchio was the center of a medieval Tuscan village. Today, the twenty-two bedroom manor house and cottages near Buonconvento is an up-to-date gathering place, its 14th-century foundations supporting an event space for fifty, teaching kitchen, media room, gym and Jacuzzi. Book the Borgo for an unforgettable event, use it as a base to explore the area around Montalcino, or simply treat yourself to pampering by the villa's staff.
Priced Euro 13,930 per night.

A heavenly retreat for wine aficionados, this little cottage is tucked away in the heart of Italy's famous wine producing area near Montalcino, home of the King of Italian red wines, Brunello di Montalcino. Breathtaking views from the center of a twenty-five acre vineyard.

Ideal for large groups of family and friends, This villa is located between the famous Brunello wine region of Montalcino in Siena province and the Maremma coastline of Grosetto. Within an hour you can be in the medieval city of Siena or the wide sandy beaches overlooking the Tyrrhenian sea.

Villa Tarugi is situated in between the Renaissance town of Montepulciano and the medieval town of Cortona yet just16 miles from Pienza 30 miles from Umbria towns. Perfect location for day trips throughout Tuscany and visiting Umbria as well.

Originally a manor house for noble families to escape from the city during the hottest months of summer, now a vacation paradise in the heart of 'Chianti Senese'. Only ten miles from Siena.

La Chiantina is centrally located in the heart of Chianti Classico wine region. Located off the famous Chianti wine road, you are within 1 hour from Florence and 40 minutes from Siena. Being in the heart of this region offers you many opportunities to stroll and explore the many Medieval villages, castles and walled towns in the area.

Built in the 12th century as a watchtower for a nearby castle, the house has spectacular views of olive groves, vineyards and forests. Just 7 miles from Siena this villa rental is also convenient to many famous wineries. Beautiful swimming pool, SKY TV and many ammenities.

High on a hilltop in the picturesque area of Val d'Orcia, Pascolo has 360 degree views of the unblemished countryside that everyone dreams of when they think of Tuscany. Not far from the famous and quaint town of Pienza, Pascolo is an old rustic farmhouse that has been lovingly restored mixing the old style Tuscan with a fresh contemporary interior design.

Perched on 2.5 hectares / 6 acres surrounded by gardens, you have panoramic views over the valleys and stretching out to the Colline Metallifere hills, the largest mountain range in the Anti-Appennines. While you have complete privacy surrounded by the bucolic countryside, you are just a five minute drive to the historic medieval walled village of Radicondoli where you can immerse yourself in the rich fabric of Italian life.

19th century country home with annex is completely restored, blending Tuscan charm with modern comforts. Relax by the pool and enjoy the views!

This elegant and sophisticated town house sits on a quiet piazza an the edge of a charming 13th century village. This ancient house was originally known as a palazzo signorile, or noble's or gentleman's house. Today the new owner has restored it to a darling luxurious villa. Situated on the edge of a medieval village, step out your front door and a short stroll leads you to your morning cappuccino and listen to the church bells ring. In the late afternoon, relax in your own private gardens with small plunge pool, terraces and pretty views. Centrally located, with easy day tripping to Montepulciano, Montalcino, Pienza and numerous quaint villages, as well as a 45 minute drive to Siena.

Ultimate luxury in breathtaking Tuscany! Enjoy world class cuisine created from the organic gardens, partake of fine Italian and international wines found in your private cellar and schedule regular spa treatments, all handled with impeccable service and attention to every detail. Experience sheer indulgence at this private, exclusive resort-like retreat!