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.

Location · Family · Walkability

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!

Value · Family · Bathroom

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 · Parking · Comfort

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.

Value · Location · Hospitality

Wine Loft in the vineyards

Feel the magic of sleeping in the amazing landscape of Val d'Orcia in Tuscany ! You will be enchanted by the colors of the vineyards, enveloped by the scents of the grapes. Wine Loft is a unique home of relaxation and silence in nature. You will be welcomed by the team of Tenuta Sanoner winery, and you will discover delicious organic wine and olive oil . You will visit the cellar and taste the organic wines. Every morning you will receive a breakfast basket and enjoy a delicious local products

Family · Value · Indoor spaces

Panoramic Apartment in Center Dimora del Poggio

Stay in the heart of San Quirico, in a central and quiet 900 ft² apartment. Overlooking the garden and an historical square, you can admire a glimpse of countryside while remaining close to restaurants and services. Be in the centre of Val d'Orcia park - UNESCO heritage. At 10' by car the famous Montalcino (...and its Brunello wine!), Pienza (...and its pecorino cheese!) and Bagno Vignoni (...and its thermal baths!). A little further away the Crete Senesi, Montepulciano, Cortona, Siena and more!

Location · Family · Decor

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 · Family · Air conditioning

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 · Checkout

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

Value · Location · Nearby

EcoLodge – modern design in a peaceful panoramic location

The EcoLodge, modern, ecological, comfortable, is in the middle of nature in a peaceful, fertile cultural landscape on Monte Amiata in the quiet southern Tuscany. It belongs to an old farmhouse with plenty of space, beautiful views, many old fruit, chestnut, olive trees and our vineyard. It's an ideal location. From here you can explore world-famous sights, do a lot and enjoy the tranquility of Tuscan country life away from the hordes of tourists.

Value · Family · Sleep quality

Casa d'Orcia

Vivi nella magica Val d’Orcia, dove ti aspettano paesaggi mozzafiato, borghi incantevoli e un’incomparabile tranquillità. La vicinanza a Pienza, Montepulciano e Montalcino rende questo luogo la base perfetta per le tue avventure toscane. Rilassati nella jacuzzi privata, goditi la quiete del giardino riservato agli ospiti e scopri le meraviglie della Toscana in bicicletta. La tua vacanza da sogno ti aspetta – prenota subito!

Location · Family · Pets

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 · Hospitality