Gaiole In Chianti

The town of Gaiole in Chianti is another important city within the Chianti Classico region, where the main attractions include the delicious flavours between wine and olive oil. It was from here that the tradition of Chianti Classico wine was born! Gaiole boasts the largest winery in the Chianti Classico area: Brolio Castle, where Baron Bettino Ricasoli invented the Chianti formula in 1872.

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Casa Brolio
  • Villa
  • 2
  • 1
  • 1
Italy, Tuscany, Gaiole In Chianti
Casa Brolio sits on the white road between patchwork vineyards producing some of the Ricasoli estates most prestigious wines. The landscapes of vines, olives and oaks stretch out to the horizon, they seem unreal in their beauty and make for unforgettable sunsets. Once a hay barn for the estate, now there is an atmosphere of private splendour, this stone crafted barn conversion is homely and spacious offering plenty of room to kick back and relax. The open-plan interior is a classic country Tuscan and traditional style.
View ID: TTCAPA

Villa Bricciano
  • Villa
  • 6
  • 3
  • 3
Italy, Tuscany, Gaiole In Chianti
Perched above a tiny hamlet amidst the rolling Chianti hills, this delightful family-run holiday home offers a perfect blend of Tuscan charm and modern comfort. Located just 1 km from a delightful local restaurant and a short car journey to the vibrant town of Gaiole in Chianti, with its array of shops, bars, and restaurants, the villa is ideally positioned for those looking to explore the region. Nearby, the picturesque hilltop towns of Radda in Chianti and the historic Brolio Castle, home of Chianti Classico, beckon for day trips.
View ID: TTCASAN

Villa Gaiole
  • Villa
  • 6
  • 3
  • 2
Approach road: Unpaved, uneven, high clearance vehicle recommended, uphill segments, experienced drivers
Italy, Tuscany, Gaiole In Chianti
two-storey stone-built villa is perfect for a multi-generational family or small group of friends to enjoy, both as a delightful place to stay and as a base for the Chianti countryside. You'll find this creatively restored villa perched on the side of a hill with glorious views from its two terraces, the pool and even the bedrooms. The attractively stylistic architecture blends old and new, with exposed brickwork, and brick pillars offset by contemporary furnishings and brilliant white plasterwork. Features include a brick archway that subtly divides the lounge into two living spaces, wood-burning stoves, an open fireplace and an atmospheric dining room where you can dine amid the original bare stone wall. Should you wish to explore further afield, wine and olive-oil tasting can be enjoyed locally, while there are good walking opportunities among the olive groves and foothills. Indeed, you'll find that the popular Chianti town of Gaiole is also within easy walking distance.
View ID: TTTREBB

Villa Torretta
  • Villa
  • 6
  • 3
  • 3
Italy, Tuscany, Gaiole In Chianti
Set in a tiny hamlet with an excellent local restaurant a short distance from Gaiole, one of Chianti’s most popular hill towns, makes a wonderful base for visiting the wine-producing region. This property is breathing history and dates back to the 14th century. You’re within easy reach of Siena, Florence and San Gimignano when you want a bit of Tuscan flamboyance, but this beautifully furnished and immaculately kept villa will ensure hours of deep relaxation and contentment. With accommodation arranged over three floors inside and three terraces outside – all with unimpeded views of Chianti woodland and vineyards – plus a generous private pool, the villa is ideal for families with older children or a group of friends.
View ID: TTBARB

Villa Perano
  • Villa
  • 8
  • 4
  • 4
Italy, Tuscany, Gaiole In Chianti
Enjoy your villa in the beautiful Chianti countryside at this semi-detached apartment set in a cluster of 10 private stone build residences which date back to a medieval castle – vine-clad pastures and olive groves set against a backdrop of hazy hills is the view from the terrace and private pool. While this spot is rural, it isn’t isolated. Radda, Panzano, Greve are only a short drive away. While Gaiole is even closer, a mile or so down one of the region’s famous ‘white’ gravel roads. Here you’ll find an excellent restaurant only minutes away, run by the world famous winemaking family, the Frescobaldi's, who also own the surrounding winery and the Tenuta Perano estate.
View ID: TTCASABOC

Villa San Vincenti
  • Villa
  • 8
  • 4
  • 3
Italy, Tuscany, Gaiole In Chianti
Attractive stone villa in the heart of Chianti made even more beautiful by climbing roses and plentiful plants, you feel like you are the only residents for miles. Part of a sparsely populated rural hamlet, this villa sleeps up to eight and is perfect for families who wish to splash in the pool and make as much noise as they want. Simply styled, light-filled interiors offer delightful chandeliers, cool, whitewashed walls adorned with well-framed art – all of which allow the views to shine as the real star of the show.
View ID: TTPODTER

Villa Brolio
  • Villa
  • 12
  • 6
  • 5
Italy, Tuscany, Gaiole In Chianti
Sitting on its own private hilltop, decorated with vineyards manicured by the Ricasoli estate. With 360-degree surroundings of exquisite Italian countryside and a classic Tuscan interior decor, the Villa is a secluded idyllic retreat in the Chianti hills of the Siena. The views of the vineyards, olive groves and forests, all stretching outwards to the horizon, are spectacular, and the sunny private pool area is the perfect place from which to admire them. Ideally situated in central Chianti – world-famous for its food, wine and natural beauty – your Villa is a great place to relax and a great base from which to explore. You don't need to go far, the heart of the Ricasoli estate is 2.5km away and offers castle tours, wine tastings, a bar and a first-class restaurant. The Ricasoli family created the modern Sangiovese grape-based Chianti wine recipe in the late 19th Century and have been producing wine on the estate for 800 years. The current Baron Ricasoli still resides in the nearby Brolio Castle and hosts wine tastings on request.
View ID: TTAGRES