Holiday rentals in San Giovanni d'Asso

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!

Pink like the sunset sky

The apartment is located on the 2nd floor, consisting of 2 bedrooms (possibility of making double or single beds depending on the needs of the customer), a bathroom, large living room and kitchen equipped for cooking. TV, (for those who request it, a washing machine is available from 9 a.m. to 8 p.m. in our laundry room). To come to us, a car is recommended, to be independent, and to visit the Tuscan countryside. Convenient location for visiting Tuscany I look forward to showing you the real Tuscany!

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.

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

Cottage "Casa Luisa "with private pool

The house is independent and consists of 2 apartments. The house is located about 500 meters from the medieval village of S. Giovanni D'Asso. The apartment is very comfortable and bright and surrounded by a private garden with gazebo, barbecue. The swimming pool is private. In the village you can taste excellent dishes in the "La locanda del castello" restaurant and "Osteria delle Crete". The location allows you to quickly reach the most beautiful places in the Val d'Orcia , Crete Senesi.

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.

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

Unique & Historic Getaway: Dreamy Garden

This stylish place to stay is perfect for group or family trips, in a small but precious Tuscan village, Montisi, in the Municipality of Montalcino, famous for wine and for being in the Val d'Orcia park, a UNESCO site. The house has a very quiet roof garden, where you can dine and relax after a day spent among the natural, historical and artistic wonders of the area. Each room of Umberto121 is different from the others, having maintained the characteristics of each.

Cozy apartment in the Crete Senesi

Marika's House is a bright and spacious apartment in San Giovanni d'Asso, in the heart of the Crete Senesi. Located in a strategic position, it allows for easy exploration of Montalcino, Pienza, Montepulciano, and the Val d'Orcia, and is also close to the thermal spas. Surrounded by Tuscany's rich food and wine traditions, amidst prestigious wine regions like Brunello and Nobile, it offers a tranquil and comfortable stay for an unforgettable experience.

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.

Ca' Montalcino

Ca' Montalcino is a delightful apartment located within the walls of the ancient castle of San Giovanni d'Asso, one of the beautiful hamlets of Montalcino, in the heart of Val d'Orcia. From San Giovanni d'Asso you can reach many of the most impressive destinations in the area: from Pienza to Bagno Vignoni, to Rapolano Terme, to Montepulciano and Montalcino itself. Siena, Arezzo, Perugia and the sea are about an hour's drive away.