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Property to Buy in Italy – Historic monastic complex in Valdarno

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A Dual-Unit Property in a 14th-Century Monastery Complex #21401 Dating back to 1300, this property sits within an exclusive farmhouse complex of monastic origin in Figline e Incisa Valdarno, in the countryside between Florence and Chianti. It is a rare property to buy in Italy: two independent residential units within a historic complex, easily combined […]

Castellina in Chianti Real Estate – Exceptional 45ha Farmhouse

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A Historic Farmhouse Estate in the Heart of Chianti #22015 This ancient complex stands on 45 hectares (approx: 111 acres) of Tuscan countryside is one of the finest Castellina in Chianti real estate available. The main farmhouse dates to around 1900, though the site carries the traces of a much older history, including the remains […]

Wineries for Sale in Tuscany – 500 Year Old Organic DOCG Estate

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A Working Winery in the Heart of Chianti Classico #22017 Among the wineries for sale in Tuscany, this estate in Greve in Chianti stands apart. Dating back to the 1500s, the property combines a fully restored stone farmhouse with an active, certified organic winery. It sits within 9.8 hectares of carefully maintained agricultural land in […]

Tuscan Farmhouse for Sale – Rare Chianti Agriturismo

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A 16th-Century Farming Estate in the Chianti Classico Hills #21926 This Tuscan farmhouse for sale in Greve in Chianti forms the main part of an ancient agricultural village dating back to the 16th century. The estate operates as a working agriturismo and agricultural company, comprising a main residence, a restored barn, storage areas, a maintained […]

Buy Villa in Tuscany – Medici Hamlet with Romanesque Chapel

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A Medieval Hamlet Estate Above the Florentine Hills #21539 For those looking to buy villa in Tuscany within easy reach of Florence, this estate in San Casciano in Val di Pesa is in a dominant position on the Chianti hills, just 12 kilometres from the city. The property is the main part of an ancient […]

Idyllic Italian Villa for Sale in Chianti Classico

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A Historic Farmhouse in Chianti Classico #21512 This italian villa for sale combines over four centuries of architectural history with well-maintained modern comforts. Located on an elevated hillside above Castellina in Chianti, this stone farmhouse dates back to 1600. It sits within a two-hectare private estate planted with olive trees and fruit orchards. From its […]

Castle for sale in Chianti Hills, Tuscany – ref # 21006

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A Historic Estate in Chianti Classico Located between Radda and Gaiole in Chianti, this historic estate sits within a small medieval village known for its artistic community. The setting is quiet and elevated, with open views across vineyards and the surrounding countryside. The property spans approximately 1,300 square meters and is arranged across four buildings. […]

Seventeenth-Century Villa Rental in Chianti Countryside

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A Landscape Shaped by Centuries History runs deeply through this exclusive villa:  Etruscan roots, Roman settlements, and centuries of winemaking shape the landscape. Today, guests get to experience that heritage in a more relaxed and intimate way.  Villa Ceccatelli is a remarkable Villa Rental in Chianti, located within nine hectares of sundrenched countryside. The estate […]

Villa Vallebuia – San Gimignano Tuscany Villa Rental with Wellness Spa

San Gimignano Tuscany Villa Rental aerial view

A Private Estate in the Heart of Tuscany Villa Vallebuia is a serene San Gimignano Tuscany Villa Rental located within a breathtaking 15-hectare estate. The property is surrounded by working vineyards, silver olive groves, and classic cypress-lined landscapes. From every terrace and window, guests enjoy panoramic countryside views.  The villa has traditional Tuscan architecture: terracotta […]

Villa Rondini – A Restored 17th-Century Villa in Radda in Chianti

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Villa Rondini is a jewel among luxury Chianti villas. Located walking distance from the medieval village of Radda in Chianti, it sits in the historic heart of the region. This 17th-century stone villa embodies a perfect balance between tradition and modernity. Once a noble residence and ancient watchtower during the wars between Siena and Florence, […]

San Gimignano Villa Rental for 12 people with Views & Spa

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Villa Centia is a lovely San Gimignano Villa Rental, designed for guests who are looking for views, beauty, and Tuscan charm. Surrounded by cypress trees and olive groves, this beautifully renovated farmhouse blends modern design with organic countryside materials like wood and marble.  A Modern Farmhouse with Authentic Tuscan Materials The open-plan living and dining […]

Casa Liliana – Chic Countryside Family Villa in Chianti

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Casa Liliana sits in a peaceful hamlet surrounded by vineyards, olive groves, and woodlands. The setting offers quiet, privacy, and a deep connection with nature. With floor-to-ceiling glass walls framing the garden and rolling hills, the villa feels bright and open. It creates an immersive experience of countryside living. The villa is designed for comfort. […]

Villa Luigi – A Majestic Restored Farmhouse with Wellness Spa

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Villa Luigi is a fabulous choice for travelers seeking chianti holiday rentals that combine privacy, elegance, and access to world-class amenities. It sits in the rolling Tuscan hills within 740-acre estate. This restored 18th-century farmhouse exudes traditional charm with modern luxury. Moreover, it offers panoramic countryside views, outstanding services, and easy access to Florence and […]

Luxury Eco Chianti Holiday Villa – Villa Belvedere Oasis

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Slow Living in Chianti Villa Belvedere is where simplicity and the power of nature reign. Cradled between Florence and Siena, this chianti holiday villa invites you to slow down and tune in to nature’s rhythm. Spanning 50 hectares, it’s a mini utopia where regenerative and permaculture farming thrives, inspired by pioneers like Masanobu Fukuoka and […]

Il Mulino Dell’Abate: Villa in Chianti with Riverside Charm

Villa in Chianti Outdoor Pool

Il Mulino Dell’Abate (“Mill of the Abbot”) is a charming historic villa in Chianti, located in Tavarnelle Val di Pesa between Florence and Siena. Originally a historic mill, this beautifully restored property blends modern amenities with rustic Tuscan charm. The villa sits along the peaceful Pesa River, surrounded by lush gardens, olive trees, and rolling […]

Casolese di Vignamaggio – Greve in Chianti Villa Rental

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The allure of Tuscany lies in its rich tapestry of art, culture, and history, where every corner seems to be touched by a thousand years of fascinating stories. Among its many storied properties, the Vignamaggio estate stands out as one of the most intriguing. This historic estate was once the family home of the noble […]

la Veduta di Vertine – Staffed Villa in Gaiole Chianti

Luxury Villa in Gaiole in Chianti - Poolside

La Veduta di Vertine is a stunning luxury villa in Gaiole in Chianti. It is a five-bedroom, air-conditioned with swimming pool located in the heart of Chianti, within walking distance of the charming town of Gaiole – recently named “The Most Idylic Place to live in Europe” by Forbes magazine. This spectacular, immaculately restored 16th […]

Premium Wine Estate Villa – 7 bedroom with AC

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If you have ever wondered what it is to live on a premium vineyard estate, the luxurious seven bedroom air conditioned Villa Capannelle is the perfect place for your holiday! Located in the heart of Chianti Classico this estate presides over some of the best vineyards of all of Tuscany! Located within walking distance to the […]

Villa Pianora – 6 bedroom Tuscany Villa

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Villa Pianora is an ancient semi-detached villa nestled amongst the vineyards and olive groves of the Elsa valley. It has been recently restored and equipped with any comfort you may need make which makes it perfect place for a relaxing getaway. The property’s rustic stone-walled exteriors have a lovely charm to spare. Rich in history, and sleeping […]

Rent Italy’s Finest Luxury Villas in Chianti Tuscany: Sleeps 12

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Villa La Fornace is a luxury villa in Chianti for rent with six bedrooms offering the lucky guest a phenomenal vacation. Perfectly situated in Tavarnelle Val di Pesa, less than half an hour from both Florence and Siena and adjacent to Castello Nero, this newly renovated 17th Century villa features clean architectural lines, modern furniture, […]

Castellare, 7 bedroom Chianti Air Conditioned Villa

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Castellare is a recently renovated (in 2016) 7 bedroom Chianti air-conditioned villa, an oasis of Tuscan charm located in the quaint village of Palazzuolo just outside of Tavarnelle in Chianti, 40 minutes south of the city of Florence and 40 minutes from the city of Siena. Adjacent to the one-thousand-year-old church of Sant Bartolomeo, this […]

Villa il Prato, Chianti Villa Rental

Chianti Villa Rental - Villa il Prato view

Villa il Prato is a phenomenal air conditioned 11 bedroom Chianti villa rental located just outside the picturesque town of Greve in Chianti, about 40 minutes from the city of Florence. This fantastic staffed mansion traces its origins back one thousand years when a tower was erected on the site, and probably was first used […]

Modern Luxury Villa in Chianti for Rent [Villa Torre il Santo]

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Villa Torre il Santo is a newly renovated eight bedroom air-conditioned modern luxury villa located overlooking the UNESCO world heritage site of San Gimignano. Originally built in 1,000 A.D., this spectacular villa was meticulously restored in 2013 using its original stones and beams to create a bright and luminous home with architecturally clean lines and […]

Sole Del Chianti – Tuscan Villa With Spa & Vineyard

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The charming Villa Sole del Chianti is a nine-bedroom + 2 bedroom in the annex air-conditioned Tuscan villa with spa and vineyard nestled in the lush vineyards of Chianti just outside the picturesque town of Tavarnelle Val di Pesa, in close proximity to both Florence and Siena. Built in the early 19th century, this elegant […]

Villa Il Palagio, Sting’s Estate in Tuscany

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Sting’s villa in Tuscany, the magnificent il Palagio Estate may be one of the most fabulous villas and estates we have visited in Tuscany! This stellar air conditioned nine bedroom 16th Century villa is owned, and often inhabited, by rock and roll icon, Sting and his wife movie producer, Trudie Styler and features spectacular and […]

Rent Chianti Villa with Private Pool

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Borgo Gerlino is a delightful 9 bedroom chianti villa with pool situated in a hills top position, between the provinces of Siena and Arezzo, just outside the picturesque villages of Ambra & Montebenichi. Tracing its origins back to the Middle Ages, this Chianti villa with pool was recently rebuilt to create a luxurious and comfortable mansion […]

Chianti Real Estate for sale – 10 bedrooms – ref #00001

10 bedroom chianti real estate for sale

Amidst the award-winning vineyards of Chianti’s fertile Val d’Ambra region, the magnificent ten-bedroom 16th Century Villa Spino is one of the most elegant and beautifully furnished large villas in the region. It is a villa of historical importance – it was built by the Medici family, the family that financed and inspired the Renaissance. This […]

Villa Cellese – Tuscany Wine Resort Villa with Private Spa

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Nine Hectares of Chianti Wine Estate in Total Privacy Villa Cellese is a truly exceptional Tuscany wine resort villa that sits on nine hectares of organic countryside in the heart of Chianti. With panoramic vineyard views, luxurious wellness facilities, and abundant spaces for gathering, this exclusive estate is designed for guests who want privacy, indulgence, […]

il Borgo – Holiday Villa in Tuscany

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Villa il Borgo is one of the most ideal villa for family reunions among our the large holiday villas in Tuscany. Its stellar 15 air-conditioned bedrooms and location, perfectly nestled in the Chianti countryside, less than 20 minutes south of Florence, make it the perfect fit for large groups. This luxury villa was beautifully renovated in 2012. […]