Holiday houses in Il Mascherino

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!

Family · Value · Access

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.

Location · Family · Solo travel

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✨

Location · Beach · Hospitality

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

Family · Value · Parking

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.

Location · Family · Bathroom

Live Like a Local & Private Concierge Service

Located in the heart of Pienza, “Casa Cocco,” part of “Toscana a Due,” is a newly refurbished home with a stunning terrace overlooking a charming piazza hidden in the Renaissance town. It blends elegance, comfort, and warmth, making it perfect for couples seeking an authentic local experience. With our tailored Concierge service and a warm welcome into our family’s life, we share Tuscany’s traditions, history, and hidden treasures. We also offer FREE PRIVATE PARKING at our farm, just 600m away!

Location · Value · Amenities

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.

Family · Location · Outdoor spaces

Sassi Verdi Villa

A tranquil oasis surrounded by nature with a view of the island of Giglio Semi-detached villa with garden. Access to the sea at the coves 300 m to the cove of Mare Morto and 1 km to the cove of Cannelle reachable on foot and by car. Private and gated parking. The house is a 15-minute drive from Porto Santo Stefano where there are services, restaurants, etc. COSTS APART from LIGHT 35€ per week. Wi-Fi and AIR CONDITIONING. TOURIST TAX 2 EUROS per person per day. Dogs allowed

Value · Family · Checkout

Villa unesco heritage, Jacuzzi & garden. BB Daria

Carefully renovated and refurbished over a sustained period in order to maintain the original quality of its architecture, San Lorenzo Villa is open to guests. You are invited to enjoy the beauty, comfort and privacy of a beautiful independent villa in the centre of Monticchiello, from where you can have an incredible view on the Val d'Orcia, the UNESCO heritage! Don't forget a delicious breakfast (whatever you like) in our so close typical restaurant

Family · Location · Hospitality

In Tuscany Rooms

**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.

Location · Value · Indoor spaces

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.

Family · Location · Walkability

Casa Levante

With 4 beds, Casa Levante is perfect for any type of traveler. Located in Monte Argentario, and furnished with great care, it offers a large panoramic terrace with a beautiful sea view. Newly renovated, it has 2 bedrooms, 2 bathrooms, an open kitchen and a bright living room. Ideal for a family or a group of friends, it guarantees comfort and privacy in every room.

Location · Family · View