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Vacation rentals in Pitigliano

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Top-rated vacation rentals in Pitigliano

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost
A view of the historic Pitigliano skyline features ancient stone buildings nestled against a dramatic cliffside. The prominent clock tower stands tall amidst a tapestry of rooftops, while the circled monolocale indicates its location within this picturesque landscape.
Apartment in Pitigliano
4.95 out of 5 average rating, 167 reviews

La Sorpresa Studio Apartment

Studio apartment in the heart of Pitigliano, a short walk from the Synagogue and the Etruscan Vie Cave. The apartment offers a beautiful view of the Meleta valley. It is carefully furnished with antique and valuable furniture and objects. It offers a smart working station. The house is located in the center of Pitigliano, just a few meters from the Synagogue and the “Etruscan hollow streets”. It offers an amazing view of the Meleta Valley. The apartment is furnished with care and with fine antiques.

Top guest favorite
An aerial view showcases a historic building with a tiled roof, situated against a rocky cliff. A terrace with seating and a small table is visible, surrounded by greenery below, evoking a sense of tranquility and connection to nature.
Condo in Pitigliano
4.99 out of 5 average rating, 147 reviews

Le Antiche Viste - The Zen Terrace

Enjoy the tranquillity and the stunning views. Treat yourself to an aperitivo on the terrace, and relax in the zen living room. A stylish 100 sq m gem just for you, with 1.5 bathrooms, TV, kitchen, and fast wi-fi for remote working. Perfect for a couple (or a solo traveller). Bedroom is equipped with air conditioning! 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.

Guest favorite
An interior view showcases a living area with exposed wooden beams and stone walls. A red sofa is positioned nearby, while a wood stove stands next to a stack of firewood. Sunlight filters through the open doors, illuminating the inviting space.
Home in Manciano
4.92 out of 5 average rating, 264 reviews

Duckly, a 17th-century residence in the heart of Maremma

17th century house, with a lovely outdoor area, in the historic center of Manciano, in the heart of the Tuscan Maremma. Not far from the Argentario sea and minutes from the Saturnia Falls, with free access to the hot springs. 17th century stone house, with a lovely outdoor area, located in the historic center of Manciano, in the Tuscan Maremma region. Land of good food and wine tradition. Not far from the Argentario sea and the Saturnia Mulino Falls with hot water, always accessible and free.

Top guest favorite
An inviting interior features exposed brick walls and a blend of modern and rustic design elements. A staircase leads to the upper floor, while large doors open to reveal a view of the outdoors. A wooden table and a cozy chair enhance the living space.
Apartment in Montepulciano
4.97 out of 5 average rating, 136 reviews

Under the sunset, Montepulciano

In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

Top guest favorite
A medieval stone tower stands tall against a clear blue sky, showcasing its historic architecture. The narrow road lined with greenery leads to the entrance, with the texture of the stonework and windows highlighted, inviting guests to explore its unique charm.
Tower in San Quirico d'Orcia
5 out of 5 average rating, 103 reviews

Luxurious Medieval Tower & Private Concierge

It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Top guest favorite
A stone house with rustic charm features arched wooden doors and window shutters. Surrounding greenery includes potted plants and fruit trees, enhancing a natural setting. The warm tones of the stone walls complement the garden space, creating a serene atmosphere in the countryside.
Apartment in Pitigliano
4.91 out of 5 average rating, 118 reviews

La Casina Rosa - a stone's throw from the woods

In the countryside 5 km from Pitigliano, among olive groves, vineyards, woods and deep gorges dug by the erosion of the waters in the volcanic tuff. Studio apartment obtained in part of the spaces of a country house of the early '900. We are located 5 km from the magical, little town of Pitigliano. In an ancient house from 1910, you can stay in a simple and cosy room with bath and kitchenet, whilst enjoying the romantic silence of the olive fields, vineyards and woods around you.

Top guest favorite
An outdoor wood-fired hot tub is surrounded by lush green grass, offering a scenic view over the expansive landscape. A stone pathway leads to the hot tub, while the rustic stone cottage is visible in the background under a partly cloudy sky.
Cottage in Castell'Azzara
4.99 out of 5 average rating, 152 reviews

Your Private Tuscan Retreat

This beautiful sheepherder’s stone cottage is equipped with modern comforts and spa facilities free of charge. The large grounds of forest and meadow span a ridge and provide panoramic views of the valley toward Val d’Orcia to the north, the expansive Maremema to the south, and the ancient volcano of Amiata to the west. This is the perfect getaway for those wanting a private retreat from which to explore the rich wine, food, culture, history, and landscape of southern Tuscany.

Top guest favorite
A rustic living area is showcased with exposed wooden beams and stone walls. A dining table is set with chairs nearby, alongside a cozy armchair. Light enters through a window, complementing the warm tones of the space. A fireplace and decorative artwork enhance the inviting atmosphere.
Condo in Manciano
4.95 out of 5 average rating, 118 reviews

The Maremma on a Terrace-House with a viewpoint and fireplace

Delightful rustic-style apartment in the historic center of Manciano, TCI Orange Flag, with wonderful views of the surrounding countryside, the sea and the islands of Argentario. Ideal starting point to explore the thermal baths of Saturnia, the Tufo Cities, the sea of Capalbio, and the Maremma Park. Equipped with every comfort, it is ideal for couples and families who want to enjoy a relaxing break or a longer stay in smartworking, among genuine flavors and unspoiled nature.

Superhost
The entrance of the house features an arched doorway framed by greenery, with a few stone steps leading to a welcoming entry. The walls exhibit a rustic texture, highlighted by patches of stone and plants, creating a serene outdoor ambiance.
Home in Sorano
4.81 out of 5 average rating, 59 reviews

Cozy Artist Retreat in the heart of Sorano

The house, on two levels, consists of a large living room with an adjoining kitchen and a bathroom dug into the tufo rock, while the bedroom and a living room are located on the level above. The house enjoys an extraordinary panoramic view of the valley and a reading nook with fireplace to stay cosy at night. The real gem of the house is the large terrace overlooking the 13th century church: a real rarity in the village of Sorano!

Superhost
An open door reveals a scenic view of historic buildings on a hillside. Light floods the room, highlighting the wooden furniture and stone flooring. A subtle contrast between the interior and the vibrant landscape can be seen in the background.
Earthen home in Pitigliano
4.86 out of 5 average rating, 960 reviews

The cave

My accommodation is in the town's historic center It is only 10 km from Terme of Sorano, while 20 km from Bolsena Lake and Saturnia (spa). You'll love my place because it's bright, panoramic, clean, and welcoming. Suitable for couples, sole adventurers, families (with kids) and furry friends (pets). Note: if the reservation is for two people it means only one bed, for an extra bed it is necessary to book at least for 3 people.

Guest favorite
A cozy sleeping area features a plaid-patterned blanket on a spacious bed. Nearby, a bright red armchair adds a pop of color. A vase with flowers, including roses, is positioned in the foreground, enhancing the inviting ambiance of the room.
Loft in Pitigliano
4.88 out of 5 average rating, 382 reviews

Romantic loft

Ambiente unico nel suo genere, il loft vi offre un’esperienza di soggiorno a diretto contatto con la tranquilla vita quotidiana e la bellezza di uno dei Borghi più belli d' Italia. Situato in una posizione ottimale, vi permetterà di scoprire una delle zone meno conosciute della Toscana. Nasce da un'antico edificio del centro storico di Pitigliano. Adatto a coppie o viaggi di lavoro.

Top guest favorite
Farm stay in Campiglia D'orcia
4.94 out of 5 average rating, 500 reviews

Poggio Bicchieri Holiday Farm - Poesia apartment

Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.

Popular amenities for Pitigliano vacation rentals

When is the best time to visit Pitigliano?

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Avg. priceﺩ.ﺇ404ﺩ.ﺇ382ﺩ.ﺇ393ﺩ.ﺇ459ﺩ.ﺇ448ﺩ.ﺇ499ﺩ.ﺇ510ﺩ.ﺇ510ﺩ.ﺇ433ﺩ.ﺇ411ﺩ.ﺇ389ﺩ.ﺇ441
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Pitigliano?

    Four-legged friends are welcome in Pitigliano. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Pitigliano?

    Yes! Work meets play with ease at over 10 vacation rentals in Pitigliano featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about vacation rentals in Pitigliano

  • Total vacation rentals

    Explore 20 vacation rentals in Pitigliano

  • Nightly prices starting at

    Pitigliano vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

  • Verified guest reviews

    Over 410 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Pitigliano vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pitigliano rentals

  • 4.8 Average rating

    Pitigliano stays are highly rated by guests—averaging 4.8 out of 5!

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