
Holiday rentals in San Giovanni d'Asso
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Top-rated holiday rentals in San Giovanni d'Asso
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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!

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
Apt. 'Maria'-Tucked away among the gentle hills of Montalcino and at the heart of the Brunello wine region, an authentic Tuscan farmhouse sits gracefully atop a hill, offering a stunning 360° panorama of the surrounding countryside. Here, amidst ancient vineyards and olive groves, time moves slowly, wrapped in the silence and beauty of the Val d'Orcia. It is the ideal refuge for those in search of tranquility and relaxation, where each sunset paints unforgettable scenes that linger in the heart.

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.

Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

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

Country chic house in a village,private pool,wiFi
La Capanna is a small house hidden at the sight in the very heart of the village of San Giovanni d'Asso in the Community of Montalcino.Private fenced pool (3x6 mt,1mt deep) ,astonishing view from the patio and terrace in front of the house. It can comfortably hold a party of 5 adults plus a child up to 12 . Central heating, fireplace (wood is provided at a little cost)AirCon in the bedrooms, (included in the price from June to mid September) WiFi good for home working

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Tuscan rural house in Mascagni Farmhouse Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

Apartment in the historic center of San Giovanni d'Asso
The ancient 13th-century building that houses the apartment "La Casa del Castello" overlooks the square of the historic center of San Giovanni d'Asso, an extremely quiet, peaceful and charming area. Closed to traffic. Kitchen, relaxation lounge, bathroom, one bedroom and study with sofa bed, are spread over 70 sqm. Convenient location to stay in a relaxing atmosphere and reach various, renowned tourist resorts or small villages to discover.

Il Borghetto - Olive Grove Loft
The Oliviera Loft is located near the medieval castle of San Giovanni d'Asso. In fact, this property was once the castle's horse stable. The Loft is on the ground floor, has a living area - kitchen, double bedroom, and a bathroom. Air conditioning and wifi included. San Giovanni d'Asso, also famous for its white truffle, is the ideal place for those who want to visit Valdorcia and Crete Senesi, being a short distance from both.

Podere Ferranino #Alberti Townhouse
Podere Ferranino, the former carriage house for the Villa Ferrano, is now transformed into five elegant townhouse apartments. The Alberti townhouse has three bedrooms and two bathrooms. The apartment is bright and airy with a large metal and glass door that opens up to a private patio with covered pergola, a lovely place to take one’s morning breakfast while enjoying the views of the surrounding countryside.
Popular amenities for San Giovanni d'Asso holiday rentals
Other great holiday rentals in San Giovanni d'Asso

Romantic Tuscan Holiday House

Ca' Montalcino

Casa Olivo | Il Fossaccio Farm

Cipressini 2 - pool and amazing views

Elegant farmhouse overlooking Pienza

Panoramic View New Apartment with Balcony and A/C

Cottage "Casa Luisa "with private pool

Cozy apartment in the Crete Senesi
Destinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Lake Bolsena
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Stazione Santa Maria Novella
- Parco Regionale Della Maremma
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Centro Storico Orvieto
- Cascate del Mulino
- Mount Amiata





