The rich history and rustic charm of the region are beautifully reflected in the Chianti villa holiday homes. Often, these Chianti villas are renovated farmhouses, known as Agriturismi. They are constructed from stone or bricks, featuring terracotta roofs and spacious interiors adorned with rustic furniture. Chianti villas nestled amidst vineyards or olive groves are also highly sought after.
Tuscany Chianti - Best Top cities
San Gusmè
The walled San Gusmè exudes medieval charm in its small winding alleys. You can visit two churches in the village, the Santissima Annunziata with its bell tower and the Church of Saints Cosimus and Damian. Then enjoy Tuscan snacks in one of the cafés.
San Donato in Poggio
The small San Donato in Poggio appears medieval with stone and brick houses. The place is surrounded by walls. The city gates Porta Fiorentina and Porta Senese, the old watchtower Torre Campanaria, and the Romanesque church Pieve di San Donato in Poggio with the bell tower bear witness to times gone by.
Montefiridolfi
A cypress-lined path leads you along olive groves up to the small village of Montefiridolfi. The Etruscans already settled in the area. Montefiridolfi's earth-toned houses crown the typical Tuscan tiled roofs. From the village, you have a magnificent view of the surrounding hills.
Gaiole in Chianti
In Tuscany, Gaiole in Chianti nestles gently into the vineyards of Siena. Around the center, numerous castles and palaces as well as churches and monasteries can be visited. Among them is the Brolio Castle from the 12th century, which offers a fantastic panoramic view.
Castellina in Chianti
Located on a hill, from Castellina in Chianti you overlook the Tuscan expanse with vineyards, cypresses, and pines. Romantic stone houses in Mediterranean style line the medieval streets of the town and invite you to stroll. Notable are the many small churches in the town, such as the medieval Chiesa di San Salvator.
Radda in Chianti
Radda in Chianti sits atop a hill in the famous wine region of Chianti in Italy. The ancient city walls and fortifications bear witness to the medieval history. Stroll through cobblestone alleys and admire the impressive town hall from the 16th century, once known as Palazzo del Podesta.
Greve in Chianti
The medieval town of Greve in Chianti in Italy is characterized by its medieval architecture, a testament to its over 1,000-year history. During a city tour, you will discover sights such as the romantic Church of Santa Croce, the Castle of Montefioralle, or the impressive Piazza. A lively market takes place every Saturday in the central square.
Tuscany Chianti - The most beautiful natural sights
Your villa in Chianti offers you the opportunity to explore the charming landscape and cultural heritage of the region. Begin your journey with the Bosco di Sant'Agnese nature reserve, located halfway between Poggibonsi and Castellina in Chianti. This area is home to a historic cypress grove and offers a fascinating landscape for hiking and mountain biking. The next highlight is the Chianti area, known for its vineyards and picturesque towns like Greve and Radda. Here you can taste fine wines and enjoy the breathtaking views from the wine road. Continue to Monte San Michele, the highest mountain in Chianti. The ascent begins at the exit of Badia a Montemuro and leads through lush Mediterranean landscapes to the summit. After enjoying the view, you can return the same way or take a mountain bike tour. The next stop is the Pesa Valley, which accompanies the river of the same name. Here you can visit the historic center of San Casciano Val di Pesa, surrounded by a 14th-century wall, or admire the Church of Santa Lucia al Borghetto in Tavernelle Val di Pesa. Conclude your journey with a visit to the Botanical Park in Chianti. This 5-hectare forest park is home to numerous species of wild plants and offers various activities such as guided tours, courses, and workshops. You can also visit the observatory with the largest telescope in Tuscany or participate in art exhibitions and open-air concerts.
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