Vacation rentals in Il Mascherino

House on the harbor - Il Partito

Located in the heart of Porto Ercole, on the second floor of a historic building on the waterfront, this vacation home of approximately 70 square meters – completely renovated in 2026 – offers all the charm of the Argentario: a balcony overlooking the harbor with a picturesque view of the sea and the moored boats, a private garden for moments of outdoor relaxation, and a central location, within walking distance of cafés, restaurants, and shops. As the owner of the IDROBOAT dinghy rental, I will be happy to suggest the most beautiful beaches.

Family · Location · Cleanliness

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 · Location · Comfort

Aurora House – breathtaking sea view and parking

In the heart of Monte Argentario, Aurora House offers breathtaking views of the sea and Porto Santo Stefano. The jewel of the house is the beautiful panoramic terrace: a corner of paradise where you can enjoy rejuvenating 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 promontory✨

Location · Accuracy · Indoor spaces

Charming Tuscan Villa with View forFamily&Friends

Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!

Location · Value · Breakfast

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 · Wifi

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!

Value · Location · Comfort

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.

Location · Family · Outdoor spaces

Sassi Verdi Villa

A peaceful oasis surrounded by nature with a view of the island of Giglio Semi-detached house with garden. Access to the sea at the coves 300 meters 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

Location · Value · Comfort

The garden of the oaks (Podere Santa Caterina)

The farmhouse is nestled in the lush nature of the Val d'Orcia park and surrounded by a wonderful private forest and olive grove. With breathtaking views and just a 5-minute walk from the ancient village of Bagno Vignoni, it offers unique relaxation. The entire house with a fully equipped kitchen, and the garden with solarium, sun loungers, outdoor shower, and hammocks, will be available for your exclusive use without other guests. ID: 052030LTN0067 - IT052030C24KEZ20FV

Family · Location · Condition

In Toscana Camere

**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.

Family · Value · View

La Casetta di Brunello,very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

Family · Location · Parking

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.

Value · Location · Laundry