Holiday houses in Il Mascherino

Proceno Castle, Loggia Apartment

Apartment of 65 square meters for 2 people, inside the medieval courtyard of the Castle of Proceno, with private entrance, large living room with working historic fireplace and kitchenette, 1 double bedroom placed on a mezzanine from which you dominate the living room, bathroom with shower box, veranda with porch in stone and wood, in typical medieval style, which through the stone stairs leads to the internal courtyard of the Castle, from which guests have access to the village and the rest of the accommodations of the courtyard.

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!

Duomo Orbetello Prestige House

In the centre of Orbetello, an exclusive apartment in a historic building with a lift. Spacious and on two floors for maximum privacy: 3 living rooms, a "smart work station" space, 2 double bedrooms and 3 bathrooms. Private balcony. Air conditioning and fast Wi-Fi. You can drive right up to the front door to unload your luggage. A short walk from the main street and 10 minutes from the beaches of the Argentario. The perfect combination of urban elegance and seaside life in the beautiful "Venice of Tuscany".

House on the harbor - Il Partito

In the heart of Porto Ercole, on the first floor of a historic building on the waterfront, this holiday home of approximately 70 square metres – fully renovated in 2026 – offers all the charm of the Argentario coast: a balcony overlooking the harbour with a picturesque view of the sea and the moored boats, a private garden for relaxing outdoors, and a central location just a short walk from bars, restaurants and shops. As the owner of the IDROBOAT dinghy rental, I will be happy to suggest the most beautiful beaches.

Aurora House - breathtaking sea view and parking

In the heart of Monte Argentario, Aurora House offers a breathtaking view of the sea and Porto Santo Stefano. The jewel of the house is the splendid panoramic terrace: a corner of paradise where you can enjoy refreshing evenings in the cool of the sea breeze, and let yourself be enchanted by the magic of the sunrise over the sea, offering you a unique spectacle every morning. It is the perfect retreat for those seeking comfort and a truly privileged location to fully experience the beauty of the headland✨

Beach House Giannella w/ direct access to the sea

The villa is surrounded by a 1500 sq m garden with pines, Mediterranean plants and flowers, and includes a private sandy beach directly bordering the sea.It is composed of a living room, a kitchen, two double bedrooms, a bedroom with a bunk bed and two bathrooms (one of which in a small external structure). It is provided with air conditioning and a heat pump.In the park, there is an outdoor kitchen and a large table under a gazebo on the beach, which allows you to eat right in front of the sea.

Charming Tuscan Villa with View forFamily&Friends

The house is a typical podere of the late 1800, stone walls, chestnut beams, and hand-made tiles have all been kept; what has changed is the comfort behind them. The Host Fulvia lives in the ground-floor apt. and she's on hand throughout your stay without ever intruding — a rhythm that guests consistently single out. Total accommodation is 8 guests across 2 bdr and 2 bathrooms. Visit Montepulciano, Pienza, Bagni Vignoni and iconic Unesco sites in Val d'Orcia within short and easy driving away

Energy: "Cellar in the tuff"

The feeling you get when you enter the Cantina nel Tuffo will be of strong energy emanating from a place where ancient and modern are in harmony. You will be amazed by the intertwining of connecting rooms dug into the tuff where curiosity will drive you to explore an additional level of the house to enjoy the cozy atmosphere in which to relax and taste wine. If what you are looking for is a stay immersed in the quiet of the village, the Cellar is ideal for your trip to the heart of the Maremma

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

Elegant farmhouse overlooking Pienza

Podere Fonte Bernardi is an authentic Tuscan country house. Surrounded by the nature of the Val d'Orcia, an ideal place to relax. Located a few km from the most beautiful places in Tuscany such as Pienza, the medieval village of Monticchiello, the thermal site of Bagno Vignoni and the homeland of Montepulciano wine. Perfect for taking long walks and discovering local wines and food. You will be able to enjoy the most beautiful sunset over Pienza in the silence of the most authentic nature.

House Le Rocce + private beach

With multiple sleeping arrangements, this stunning small villa is perfect for any type of traveler. Just a stone's throw from Porto Santo Stefano, it is furnished with great care and features a patio with a splendid sea view. Guests of the complex can also enjoy private access to the sea. Arranged on a single level, the house consists of 3 bedrooms, 2 bathrooms, an equipped kitchen, and a living room. It can accommodate up to 6 people, ensuring comfort and privacy in every room.

Castel Brunello - 2 doublebed rooms + terrace

Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.