
Vacation rentals in Poggi del Sasso
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Top-rated vacation rentals in Poggi del Sasso
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Casa al Gianni - The Simignano Barn
Converted from an old 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 looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

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!

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.

Stone villa with a pool
The stone villa is isolated and surrounded by the greenery of the woods. Here you will find peace, privacy, silence and unspoiled nature. This is the ideal place for a relaxing vacation. The villa was built in the mid-1800s by my great-grandfather. Then over the years it has been restored, improved, always maintaining the classic Tuscan style. We are located between the Val d'Orcia, Monte Amiata, and the sea. We are located 870m above sea level. The villa is about a 15-minute drive from Arcidosso.

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!

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

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

EcoLodge – modern design in a peaceful panoramic location
The modern, ecological and comfortable EcoLodge is quiet and secluded, 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 Vielfältigkeit is an ideal base 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.

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 house 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.

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.

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.

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!
Popular amenities for Poggi del Sasso vacation rentals
Other great vacation rentals in Poggi del Sasso

Ulivi House

Agriturismo Marrucheti 82 South Apartment

Tenuta La Fuga - Cottage with private pool

Podere la Pompa

Wine Loft in the vineyards

Lamino, Panoramic apartment, Val d'Orcia Pienza

XIII Century Tower with Private Panoramic Pool

Luxury Penthouse Overlooking Piazza del Campo
Destinations to explore
- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Giannutri
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Gulf of Baratti
- Del Chianti
- Le Cannelle
- Centro Storico Orvieto
- Cascate del Mulino
- Mount Amiata
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Antinori nel Chianti Classico
- CavallinoMatto
- Siena Cathedral
- Vulci
- Val di Chiana
- Palazzo Pubblico
- Valdichiana Outlet Village
- Terme San Filippo
- Saturnia Thermal Park





