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Vacation rentals in Il Mascherino

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Top-rated vacation rentals in Il Mascherino

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Guest favorite
Vacation home in Porto Ercole
4.98 out of 5 average rating, 90 reviews

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.

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Condo in Orbetello
5.0 out of 5 average rating, 3 reviews

Duomo Orbetello Prestige House

In the center of Orbetello, an exclusive apartment in a historic building with an elevator. Spacious and spread across two floors for maximum privacy: 3 living rooms, a “smart work station” area, 2 double bedrooms, and 3 bathrooms. Private balcony. Air conditioning and fast Wi-Fi. You can drive up to the front door to unload your luggage. Within walking distance of the main street and 10 minutes from the Argentario beaches. The perfect blend of urban elegance and seaside living in the beautiful “Venice of Tuscany.”

Top guest favorite
A rustic stone farmhouse is nestled in a lush green landscape, surrounded by rolling hills and tall cypress trees. The sun casts a warm glow on the exterior, highlighting the charming architecture. An open courtyard with a small pool can be seen in the foreground.
Farm stay in Campiglia D'orcia
4.92 out of 5 average rating, 614 reviews

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!

Top guest favorite
Apartment in Porto Santo Stefano
5.0 out of 5 average rating, 28 reviews

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✨

Top guest favorite
The exterior of a charming stone villa is surrounded by a lush garden featuring vibrant lavender plants. Stairs lead to a welcoming entrance adorned with potted flowers and a shaded seating area. The rustic façade reflects traditional Tuscan architecture against a clear blue sky.
Villa in Chianciano Terme
4.97 out of 5 average rating, 127 reviews

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!

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An outdoor dining area is situated under a thatched roof gazebo, overlooking the ocean. A wooden table is surrounded by several matching chairs, creating a serene space for meals. Lush greenery frames the area, while the beach and water are visible in the background.
Villa in Giannella
4.82 out of 5 average rating, 99 reviews

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.

Top guest favorite
A serene terrace space is presented, featuring a round glass table surrounded by white iron chairs. Greenery and blooming flowers are placed in terracotta pots, complemented by a trellis above providing shade. A charming view of terracotta rooftops and clear blue sky is visible in the background.
Apartment in Pienza
5.0 out of 5 average rating, 57 reviews

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!

Top guest favorite
The bedroom features a spacious bed with an elegant wrought-iron headboard, flanked by bedside lamps. A decorative chandelier hangs from the wooden ceiling beams. A colorful painting and a framed mirror adorn the walls, while a vase with flowers adds a touch of charm.
Condo in Pitigliano
4.99 out of 5 average rating, 128 reviews

Le Antiche Viste a Pitigliano

Spacious and elegant apartment (130 sq m), beautifully furnished with a nod to tradition. Generous living areas provide the perfect setting to unwind, recharge, or enjoy quality time with friends. Ideal for a couple, two pairs of friends, or a family of four. Bedrooms are equipped with air conditioning. However, if you're passionate about combating climate change, you can opt for the ceiling and floor fans available in every room. They ensure a refreshing stay, even on the warmest days.

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Home in Porto Santo Stefano
4.6 out of 5 average rating, 5 reviews

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.

Top guest favorite
A rustic stone farmhouse is embraced by mature olive trees and lush greenery. The building features traditional window shutters and is set against a clear blue sky, with a gravel pathway leading up to the entrance, enhancing the tranquil countryside ambiance.
Farm stay in San Quirico d'Orcia
4.98 out of 5 average rating, 115 reviews

Podere Pereti Nuovi – Modern Tuscan Villa

Podere I Pereti was entirely build by our grandfather Remo in the 1970's. My siblings and I spent most of our summers on the porch with our grandparents watching sunsets and admiring the view of the Val d'Orcia. Entirely surrounded by vineyards and olive groves. Nonno Remo, besides having a building company, proudly produced Orcia red wine that was consumed by the family. From the 150 olive trees, every November we filled our tanks with green gold olive oil.

Top guest favorite
A serene garden area features a lounging chair with a folded towel placed neatly on it. Stone planters and lush greenery surround a small hot tub, complemented by flowering plants and trees. The backdrop includes rustic architecture under a clear sky.
Villa in Monticchiello
4.98 out of 5 average rating, 179 reviews

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

Guest favorite
A spacious bedroom features a double bed dressed in white linens, with a cozy armchair in the corner. Natural light enters through a window, illuminating the stone wall beside wooden beams above. A wooden table displays snacks and additional seating is available.
Condo in Castelnuovo dell'Abate
4.9 out of 5 average rating, 323 reviews

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.

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