Holiday houses in Castellina in Chianti

Casa Mirella in Chianti

Nestled among the rolling Tuscan hills, our apartment is the ideal choice for those who want to experience an authentic stay in the Chianti Classico region. The terrace offers a relaxing space where you can enjoy a glass of wine while admiring the view. The location is strategic: 28 km from Siena and 45 km from Florence, in the heart of medieval villages, among renowned wineries, farms and suggestive Etruscan tombs, to be visited by those who love history and culture. Experience the most authentic Tuscany: we look forward to seeing you!

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Villa di Geggiano – Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni è un antica e storica proprietà risalente al 1600 situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare servizio navetta e esperienze esclusive su misura per voi . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello colline e vigneti con tramonti unici.

The Chianti Classico Sunset

If you are looking for an idyllic location in the heart of the Chianti Classico region, surrounded by the vineyards and olive groves of the beautiful Tuscan hills, on the estate of a historic 16th-century villa, then come to our barn!! It has a commanding position with an amazing view, where you can enjoy breathtaking sunsets. The complete privacy of the house, the cozy garden, and the large loggia allow you to enjoy your stay in total tranquility. Our reviews are your best guarantee.

"Gardenia" Apartment

The apartment is located in the new “CASA VACANZE SQUARCIALUPI” building, 100 meters from the historic center of Castellina in Chianti. Attention to detail, it is finely furnished in marble, with relaxing neutral and natural colors that recall the Provencal style. Very bright and spacious, it has an area of about 42 square meters and is spread over two floors. On foot you can reach: restaurants, wine bars, bars, banks, laundry, supermarket, clothing stores, grocery stores, baker.•

Private Chianti Cottage, Garden & Vineyard Views

Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Apartment T4

On the ground floor there is a well-equipped kitchen, a living room with a fireplace (not active), a spacious dining room and a bathroom. Going up the stairs you enter the first floor, which has two double bedrooms, each with a private bathroom. The T4 apartment boasts a breathtaking view of the Chianti countryside, which can be appreciated thanks to the outdoor gazebo with barbecue.

La Querce in Rocca di Castellina

Rocca di Castellina is a small and peaceful hamlet set on a family-run agriturismo in the heart of the Chianti Classico, where wine and olive oil are produced on site. The property consists of two holiday apartments located next to the farmhouse of the friendly owner family, as well as a detached villa a short distance uphill, converted from a former barn.

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.