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Holiday rentals in Montieri

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Top-rated holiday rentals in Montieri

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Top guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.93 out of 5 average rating, 292 reviews

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!

Top guest favourite
A charming courtyard is framed by rustic stone walls and wooden railings. Natural light filters through the open space, highlighting the textured brick floor. A stone sculpture is nestled among greenery, while glimpses of the interior can be seen through the doorways.
Home in Chiusdino
4.92 out of 5 average rating, 85 reviews

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.

Top guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Apartment in Noce
5.0 out of 5 average rating, 352 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is a family-run, historic 17th-century property located in the beautiful Chianti hills of Tuscany, with the option of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.

Top guest favourite
Cottage in Monticiano
4.95 out of 5 average rating, 41 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

Guest favourite
Home in Massa Marittima
5.0 out of 5 average rating, 76 reviews

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.

Guest favourite
A stone patio is shown, featuring a small table set with two chairs. The entrance to the cottage is visible, accompanied by wooden shutters. Lush greenery surrounds the area, providing a serene environment.
Cottage in Ponte Feccia
4.94 out of 5 average rating, 203 reviews

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.

Guest favourite
A donkeys stand in a shaded area near a rustic wooden shelter. The surroundings are natural, featuring dry grass and wooden fencing. The donkey is presented in profile, showcasing its long legs and alert ears.
Flat in Montieri
4.85 out of 5 average rating, 132 reviews

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On the provincial road 29 at kilometer 2.5 from Montieri in the direction of Ciciano on the left is a Magrignano farm in the countryside among horses, goats and other animals where you can be in contact with them. The place is relaxing in the middle of nature, you can eat in the garden and it is a few steps from the provincial road. The apartment consists of a kitchen, 2 double bedrooms, a living room, a bathroom, a corridor with a small wood stove and a garden.

Top guest favourite
A rustic stone facade of the agriturismo is featured, showcasing traditional architecture with arched windows and a wooden door. A stony pathway leads toward the entrance, bordered by potted flowers, while the surrounding landscape consists of rolling hills and greenery.
Flat in Montieri
5.0 out of 5 average rating, 18 reviews

I Monti Vallebuia Agritourism

Podere I Monti Agriturismo is an agritourism in Tuscany, located in the municipality of Montieri, in the heart of the Metallifere Hills, on the border between the province of Grosseto and Siena. We have a 78-hectare property that is mainly wooded with a reserved mushroom picking area for a fee, a small olive grove, chestnut grove, orchard, vegetable garden, and swimming pool for guests. Immersed in the greenery of the Tuscan hills, come and enjoy a stay with us.

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, 107 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
Two comfortable loungers are positioned on a stone terrace, offering an expansive view of rolling green hills and the distant village of Roccatederighi. Sunlight streams across the scenery, while a small table holds a bottle and glass, inviting relaxation amidst nature.
Villa in Roccatederighi
4.94 out of 5 average rating, 18 reviews

Villa Casale "Il Diaccio" with views of the Maremma

Villa Casale with large garden partly in grass and partly in stone slabs. Immersed in nature and lying on a comfortable sunbed, the town of Roccatederighi divides the horizon, on one side the view of the sea with the Gulf of Follonica and beyond the Island of Elba and Corsica, on the other the Maremma plain and the island of Giglio. You can walk in nature, admire the local fauna, go by bike, relax by taking a bath in the mini pool or reach the cities of art.

Guest favourite
Dome in Volterra
4.95 out of 5 average rating, 184 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.

Top guest favourite
A rustic stone building is set against a clear blue sky, featuring arched windows and a slate roof. The surrounding landscape includes a gravel pathway and green trees, contributing to a serene ambiance.
Flat in Radicondoli
4.96 out of 5 average rating, 51 reviews

Apartment in Old Farmhouse

My accommodation is close to the city center, panoramic views, art and culture, restaurants and parks. My accommodation is suitable for couples, lone adventurers, families and to all lovers of beauty. Air conditioning is installed in the main room, and professional fans are installed in the other rooms.

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