Holiday houses in Il Mascherino

House on the harbor - Il Partito

In the heart of Porto Ercole, on the second floor of a historic building on the waterfront, this vacation home of about 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 relaxation outdoors, and a central location, just a short walk from bars, restaurants, and shops. As the owner of the IDROBOAT inflatable boat rental, I will be happy to recommend the most beautiful beaches to you.

Family · Location · Parking

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!

Location · Value · TV

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 air 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 · Cleanliness · 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.

Value · Location · Barbecue

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!

Family · Value · Biking

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 · Bathroom

Sassi Verdi Villa

Un'oasi di tranquillità circondata dalla natura con vista sull'isola del Giglio Villetta bifamiliare con giardino. Accesso al mare alle cale 300 mt alla cala di Mare Morto e ad 1 km alla cala delle Cannelle raggiungibili a piedi ed in auto. Parcheggio privato e recintato. la casa si trova a 15 minuti in auto da Porto Santo Stefano dove si trovano i servizi, ristoranti, ecc. SPESE A PARTE DI LUCE 35€ settimanale. WI FI e ARIA CONDIZIONATA. TASSA SOGGIORNO 2 EURO persona giornaliere.ammessi cani

Value · Family · Accuracy

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Value · Location · Comfort

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

Location · Value · Outdoor spaces

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 · Amenities

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.

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.

Location · Value · Comfort