
Holiday rentals in Monte Antico Alto
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Top-rated holiday rentals in Monte Antico Alto
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Casa al Gianni - The Simignano Barn
Converted from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, 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 seeking 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 al fresco dining. A memorable getaway awaits you in this little slice of paradise!
4.97 out of 5 average rating, 194 reviews
Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!
4.92 out of 5 average rating, 620 reviews
LECCIONE RESIDENCE
Characteristic country house with exposed wooden beams, 2 double bedrooms, 1 bedroom with bunk bed and a double sofa bed in the living room. The 2 bathrooms with shower. Large and well-equipped kitchen. Dishwasher, wood-burning and electric oven, espresso machine. Large garden with barbecue, swimming pool and a hot tub. Expenses to be paid on-site based on consumption: wood €8 per box, LPG €6 per cubic meter, electricity €0.36 per kW. Wood will be provided for a barbecue and a hot bath in the hot tub for free.
4.93 out of 5 average rating, 144 reviews
EcoLodge – modern design in a peaceful panoramic location
The modern, ecological and comfortable EcoLodge is in a quiet and secluded location, surrounded by olive groves, chestnut and fruit trees, vines and meadows. In front of you are the hills of the Val d'Orcia, behind you is Monte Amiata. Three worlds meet here: Val d'Orcia, Monte Amiata and Maremma. The diversity is an ideal starting point for culture, wine, hiking, mountain biking, hot springs and the sea – and at the same time a place to enjoy Tuscan country life away from the crowds of tourists.
4.94 out of 5 average rating, 110 reviews
Tosco Suite "Solis"
Imagine the extraordinary experience of staying in the heart of a Tuscan medieval village, in a fully renovated suite featuring a whirlpool tub, sauna, and fireplace, the perfect place to enjoy peace and tranquility The panoramic view over the rolling hills of the Tuscan countryside completes the experience, offering you a simply breathtaking landscape The suite is located in a perfect position to explore 2 of the most fascinating areas of the region: the Maremma and the Val d’Orcia. Welcome!
4.97 out of 5 average rating, 72 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.
4.94 out of 5 average rating, 145 reviews
Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking
4.92 out of 5 average rating, 331 reviews
Tenuta La Fuga – Cottage with private pool
At a 15-minute drive from Montalcino, near Siena and Pienza, this cottage, restyled with style and charm, offers a real escape! (Fuga means Escape) The huge terrace with a stunning view of the hills and the private pool offer peace and tranquillity. You will be able to taste our wine at the cellar or book a wine tasting at the main cellars near Greve in Chianti. Domestic animals are accepted, but please contact us before the confirmation of a booking. No check-in nor check-out on Sundays
4.97 out of 5 average rating, 96 reviews
Incredible Views & Pool in the Tuscan Hills
Escape to the heart of Tuscany and enjoy a stay surrounded by rolling hills, timeless beauty and unforgettable views. The property offers access to a beautiful shared swimming pool and peaceful outdoor spaces, perfect for relaxing in the sun or enjoying peaceful evenings. Inside, you will find comfort, style and everything you need for a memorable stay. Ideal for couples, families or groups of friends looking for an authentic Tuscan experience just a short drive from Siena.
4.86 out of 5 average rating, 22 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.
4.98 out of 5 average rating, 105 reviews
Stone farmhouse in Val D'Orcia
19th-century Tuscan farmhouse with exposed stones immersed in the wonderful Tuscan countryside with a splendid view of the Val di Chiana. It is surrounded by a 6-hectare park with an olive grove of 300 plants. It is located in Sarteano, in the village, an ancient medieval village with a dream castle, known for the Music and Jazz Festival that takes place at the end of summer. We are in the beautiful Val d'Orcia, a UNESCO World Natural Heritage Site since 2004.
4.97 out of 5 average rating, 158 reviews
Tuscany Villa With Pool & Magnificent Garden
This traditional Tuscan farmhouse, dating back to 1868, is situated on a small hill overlooking Castello Banfi and other large Brunello wineries and has a 360° view of the surrounding countryside of the Orcia Valley. The house is in a secluded location at the end of a well-maintained gravel road. You can use the house, garden and pool alone in an absolutely quiet location and enjoy a unique level of privacy. The sunsets are a special kind of experience!
5.0 out of 5 average rating, 39 reviewsPopular amenities for Monte Antico Alto holiday rentals
Other great holiday rentals in Monte Antico Alto

Tuscan Barn Apartment for 6 with panoramic pool
4.89 out of 5 average rating, 99 reviews
XIII Century Tower with Private Panoramic Pool
4.8 out of 5 average rating, 295 reviews
The little house in the banditelle
5.0 out of 5 average rating, 23 reviews
Wine Loft in the vineyards
4.99 out of 5 average rating, 91 reviews
Stone villa with pool
5.0 out of 5 average rating, 22 reviews
Elegant farmhouse overlooking Pienza
5.0 out of 5 average rating, 36 reviews
Lamino, Panoramic apartment, Val d'Orcia Pienza
5.0 out of 5 average rating, 13 reviews
Luxury penthouse with a view of Piazza del Campo
5.0 out of 5 average rating, 20 reviewsDestinations to explore
- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Gulf of Baratti
- Del Chianti
- Le Cannelle
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- La Scarzuola
- Antinori nel Chianti Classico
- Avignonesi Winery Fattoria Le Capezzine
- Siena Cathedral
- CavallinoMatto
- Vulci
- Val di Chiana
- Palazzo Pubblico
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona





