Holiday rentals in Ciciano

Top guest favourite

Guest favourite

Montestigliano - Donati Villa

This traditional yet refined Italian hamlet dating back to 1783 is totally immersed in nature. Montestigliano offers its guests luxury and comfort in the heart of Tuscany, complete with all services, including a vegetable garden for guests and two swimming pools. This oasis of peace and beauty lies just 12km from Siena and a short drive away from the region’s much loved treasures such as Florence, San Gimignano, Cortona, Montepulciano and Pienza. The beautiful family-run farm sits atop its own hill, overlooking the Merse river valley. The estate is spread over two thousand acres of land covering fairy tale woodlands, fantastic cypress avenues, holm oak and cork oak trees, fields of wheat, barley, sunflowers and maze, and groves of 3,000 olive trees from which a delicious DOP extra virgin olive oil is made. Each farmhouse has been renovated in great detail, the style, décor and charm of Montestigliano make it a special and unique destination for a wonderful, enjoyable and most importantly memorable holiday. The farm offers traditional Tuscan cooking classes and olive oil tastings, starlit dinners, pizza feasts and in-house private catering or massage services. While the surrounding area presents numerous opportunities to go on peaceful strolls in nature, taste typical dishes at local restaurants, go horse riding or on bicycle tours, visit a local market, relax in a hot spring or take an afternoon dip in the nearby river. Or you can enjoy a day trip to the seaside ending with a plate of delicious fresh fish, and of course, let’s not forget the region’s multitude of local wineries offering an exquisite array of wines from both the areas of Chianti and Val d’Orcia, to be samples alongside a platter of local cheeses and cold cuts. This large typical Tuscan villa, or Fattoria as it is known in Italian, sleeps up to 14 guests (approx. 320sq m). Originally the main house on the estate, it was built in the 18th century by the well-known Roman noble Aldobrandini family, who purchased the land from the Abbey of Torri (a beautiful abbey located in a small medieval village 2km from Montestigliano and well-worth a visit). With its generous proportions and fine architectural features the house still emits a sense of nobility and is furnished with numerous elegant pieces of antique furniture and decorations. It is located across from the charming old church, a few metres from the main square and swimming pools. On the ground floor there is a large entrance hall (leading to the back garden), ground-floor lounge, fully-equipped kitchen with large traditional open fireplace and dining table, bathroom with shower, 1 triple and 1 single bedroom. A stone staircase leads to a bathroom with shower and a half landing with a twin bedroom. The first floor opens into a large living room/reception space with fireplace, 1 large bathroom with shower, 2 double bedrooms (with wash basins) and 2 twin bedrooms. Another flight of stairs leads to a half bathroom and bathroom with bathtub. The backdoor opens onto an ample open garden filled with fruit trees and vines and glorious views of the surrounding woodlands, the vine-covered stone table is the perfect spot for alfresco breakfasts to get the day started or sunset dinners with a delicious glass of local wine to help you wind down after exploring the local area. The ideal holiday home for family reunions or a gathering of friends.

Family · Location · Pool

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Guest favourite

Casa al Gianni - Hut

Hi, we're Cristina and Carmelo! We look forward to welcoming you to 'Casa al Gianni', our farmhouse in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the companionship of our animals. It's an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a holiday; it's a return to our roots. This peaceful haven will stay in your heart. We look forward to welcoming you!

Family · Value · Condition

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Guest favourite

Podere La Castellina - No. 6 ROSETO

Stone and brick apartment inside the "Podere la Castellina" (former 13th century convent), in the magnificent natural park of Montagnola Senese. The apartment located on the first floor can comfortably accommodate 6 people (4+2) and includes: - double living room with TV - kitchen with oven and induction stove - two double bedrooms - two bathrooms with shower Guests have access to a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.

Value · Location · Walkability

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Guest favourite

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.

Value · Family · Quiet

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Guest favourite

La Capanna: country house with magnificent view

In the heart of Tuscany you find the estate Tirisondola. Located on the private top of a panoramic hill near the medieval town Chiusdino, it offers uninterrupted views over Tuscan forests, hills & olive groves. Relaxing calm environment, with the spirit of art & history, and ideally situated near the great cultural Tuscan centers and the sea. La Capanna is one of 3 individual and lovely Tuscan country houses, fully equipped with kitchen, 2 bed/living rooms, bath room and panoramic terrace.

Family · Location · Pool

Design loft with private SPA in Tuscany

Welcome to Loft SPA, your personal refuge in the heart of Massa Marittima, an exclusive accommodation equipped with a private indoor swimming pool. This unique property offers an unparalleled stay experience, combining elegance and comfort, the accommodation has been designed with attention to detail and quality, The highlight is the indoor swimming pool with its accessories, an oasis of relaxation. This exclusive accommodation offers a stay experience you will not easily forget.

Location · Value · Amenities

Country cottage C&M surrounded by greenery, love Tuscany

Country stone cottage, independent in the Tuscan countryside in the province of Siena, with large garden, porch and gazebo. Our house is located in the countryside of the municipality of Chiusdino, just 5 minutes from the two main towns of Monticiano and Chiusdino and 10 minutes from the beautiful Abbey of Galgano. 30 minutes from Siena, from Monteriggioni, an hour from Florence and 30/40 minutes from the sea. Just 20 minutes from the beautiful Terme del Petriolo.

Location · Family · Long stay

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Guest favourite

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.

Family · Value · Cleanliness

Casa Luna - San Galgano

The farmhouse Casa Luna with step-free interior is located in Chiusdino and is ideal for an unforgettable holiday with your loved ones. The 79 m² accommodation consists of a living room with a sofa bed for 2 people, a well-equipped kitchen, 2 bedrooms and 1 bathroom, and can accommodate up to 6 people. Amenities include high-speed Wi-Fi (suitable for video calls), a fan, a washing machine, and children's books. Air conditioning is not available.

Location · Accuracy · Getting around

Golden View - Dream Farmhouse in Tuscany

A peaceful corner among beautiful cypress trees, where silence and tranquility reign. Relax in the hydromassage waterfall in the garden, light the fireplace on cooler evenings, or enjoy a barbecue. The master bedroom pampers you with a hot tub and private sauna. The outdoor tub will be usable from May 1 to November 1 of each year, then it can be used on request but the internal water will not be able to exceed 25 degrees.

Family · Location · Hot tub

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Guest favourite

Cipressini 2 - pool and amazing views

Ancient stone farmhouse adjacent to the main farmhouse dating back to the 17. century, located in the heart of the Chianti Classico on the side of a slope with breathtaking views over the Val d'Elsa. Luxuriously renovated and furnished, equipped with every comfort, it is located in such a way as to guarantee absolute privacy.

Location · Family · Amenities

Open-space rural house in San Galgano

The stylishly restored open space house has a large garden with an orchard and a vine arbor with barbecue and a spectacular view of the valley. Located in a village in the Municipality of Chiusdino near the Abbey of San Galgano.

Location · Value · Amenities