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Holiday houses in San Lorenzo a Merse

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Top-rated holiday rentals in San Lorenzo a Merse

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Guest favourite
Multiple traditional Tuscan buildings are set against a backdrop of rolling hills. Olive trees line the driveway leading to the farm, each structure showcasing characteristic terracotta roofs and stone facades. Soft, natural light illuminates the landscape, emphasizing the tranquil beauty of the surrounding countryside.
Farm stay in Sovicille
5.0 out of 5 average rating, 8 reviews

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.

Top Guest favourite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.97 out of 5 average rating, 192 reviews

Casa al Gianni - The Simignano Barn

Transformed from a historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!

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Home in Siena
5.0 out of 5 average rating, 21 reviews

Private House for 4P – La Capanna Di Azzurra

Ideal for families, couples or friends looking for an elegant and welcoming home, this house is designed for those who want to experience the Tuscan countryside without sacrificing the comfort of the city. Imagine a breakfast looking at the profile of Siena, days between art, wine and nature, and the return at sunset, when the light warms the stone and the silence restores the authentic rhythm of these places. A practical, charming and scenic retreat, perfect for visiting Siena and its surroundings!

Top Guest favourite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano
4.99 out of 5 average rating, 155 reviews

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.

Guest favourite
An aerial view captures the serene layout of the estate, surrounded by lush greenery and rolling hills. The inviting pool is situated centrally, accompanied by sun loungers. Stone buildings harmonize with the natural landscape, reflecting the tranquil beauty of the Montagnola Senese.
Holiday home in Sovicille
4.97 out of 5 average rating, 160 reviews

Podere La Castellina - No. 1 COTTAGE

Independent stone and brick cottage inside the "Podere la Castellina" (former 13th century convent), in the magnificent natural park of Montagnola Senese. The cottage can comfortably accommodate 5 people and includes: - large living room with TV and fireplace - kitchen with oven - master bedroom - bedroom with three single beds - bathroom with shower Guests have access to a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.

Guest favourite
A serene outdoor pool area is surrounded by lush greenery and rustic stone pathways. Lounge chairs are positioned beside the pool, creating a space for relaxation. The picturesque villa can be seen in the background, framed by trees and gentle hillside.
Villa in Castiglione d'Orcia
4.94 out of 5 average rating, 145 reviews

Wp Relais Borgo Vignalunga

Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.

Top Guest favourite
An elegant dining area is centered around a large wooden table surrounded by soft, upholstered chairs. Beams of natural light filter through skylights and windows, highlighting the warm wooden ceiling and contemporary kitchen space in the background.
Holiday home in Monteroni d'Arbia
5.0 out of 5 average rating, 35 reviews

Tuja

The Tuja di Casanova di Campriano is a 120-square-meter apartment renovated with elegance and functionality in keeping with the Tuscan style for a relaxing stay surrounded by nature. From its terrace and from its table in the garden you can enjoy a unique 180° view that ranges from the Crete Senesi to Montalcino and Monte Amiata. The pool with panoramic views enchants at every glance. This property is perfect for visiting Siena and the beautiful medieval villages of the Val d'Orcia.

Top Guest favourite
Cottage in Monticiano
5.0 out of 5 average rating, 39 reviews

Typical Tuscan Cottage with swimming pool and park

The Country Cottage is located in the heart of authentic Tuscany, in an unspoiled area, with a unique biodiversity. Located just a 5-minute drive from the famous Abbey of San Galgano and the Hermitage of Montesiepi, where the prestigious "Sword in the Stone" is kept. The entire property is rented: the typical Tuscan country house, the swimming pool, the garden and the fenced park. A perfect location to relax with maximum privacy, without the stress and wear and tear of modern life

Top Guest favourite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 104 reviews

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.

Guest favourite
Home in Monteroni d'Arbia
4.97 out of 5 average rating, 64 reviews

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.

Guest favourite
Dome in Volterra
4.95 out of 5 average rating, 159 reviews

Green Dome @ The Land Before Time Retreats

Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.

Guest favourite
Villa in Monteroni d'Arbia
4.95 out of 5 average rating, 169 reviews

"Villa Daisy" overlooking Siena

Wonderful villa with independent entrance inside the "Caggiolo" farm, brought to light with careful and thorough renovation that has kept intact the typical features of a Tuscan farm. Beautiful panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

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