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Vacation rentals in Pitigliano

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Top-rated vacation rentals in Pitigliano

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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
4.91 out of 5 average rating, 562 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!

Guest favorite
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, 172 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.

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
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano
4.97 out of 5 average rating, 210 reviews

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.

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, 143 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 serene landscape features rolling green hills under a vibrant sunset sky, casting soft colors across the horizon. A stone wall is adorned with lush greenery and flowers, providing a tranquil viewpoint for someone contemplating the picturesque view of the valley and distant hills.
Home in Cetona
4.99 out of 5 average rating, 139 reviews

Casa Dolce Toscana | Panoramic Suite with a View

CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

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, 109 reviews

The Ancient Views in 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.

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
An open kitchen area features a large window that offers a panoramic view of the surrounding landscape. A dining table is set for two, with modern chairs and colorful decor elements. Light reflects off the terracotta floor, highlighting the wooden beams overhead.
Loft in Montepulciano
5 out of 5 average rating, 489 reviews

La Piazzetta - Cozy open space in the historic center of Montepulciano

Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Then go outside and admire the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.

Guest favorite
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, 978 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.

Top guest favorite
The spacious dining area features a rustic wooden table surrounded by chairs, harmonizing with exposed wooden beams above. A white cabinet and a radiator are visible, while the window offers a view of the outside landscape. Light-colored walls create a warm and welcoming ambiance.
Apartment in Montepulciano
4.97 out of 5 average rating, 257 reviews

Casa Ricci Apartment in a 14th-century building

Our apartment is located a few meters from Piazza Grande, sleeps up to 4 people and overlooks a beautiful view. It was recently renovated and is located in a historic building from the 1300s. Our apartment is located a few meters from Piazza Grande, it sleeps up to 4 people and overlooks a beautiful view. It was recently renovated and is located in a historic building from the 1300s.

Guest favorite
Loft in Pitigliano
4.88 out of 5 average rating, 384 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.

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

  • What are the best places to stay in Pitigliano?

    Pitigliano has unique stays nestled in its historic center, as well as quiet options near the cliffs and countryside. Many guests enjoy accommodations with views of stone arches or those set among the ancient alleys.

  • What are the best things to do in Pitigliano with kids?

    Families can explore the centuries-old tunnels of the Vie Cave, walk the medieval streets, and sample local gelato at charming squares. Many enjoy discovering Pitigliano’s legends and stories during a visit to its museums.

  • What are some of the best things to do in Pitigliano?

    Wander the picturesque old town, explore the Etruscan caves, and visit the Palazzo Orsini. Many travelers also enjoy sampling local cuisine and learning about the area’s Jewish heritage at the synagogue.

  • How is the weather in Pitigliano?

    Pitigliano’s weather has mild winters around 35–53°F (2–12°C) and warm, dry summers reaching 88–89°F (31°C). Rain is more common in autumn, while spring and early summer are frequently suggested for their pleasant, sunny days.

  • When is the best time to visit Pitigliano?

    Late spring and early autumn are often recommended for mild temperatures and fewer crowds. Festival periods can add a lively atmosphere, while summer brings longer daylight for exploring.

  • What are the best places to visit in Pitigliano?

    The ancient old town, Palazzo Orsini, and the Pitigliano Synagogue are frequently suggested for their historical and cultural significance. The Etruscan ruins and scenic viewpoints are also popular around the area.

  • What are some hiking trails in Pitigliano?

    Explore the Vie Cave, a network of ancient Etruscan paths carved into tufa rock, or walk trails weaving through rolling hills and olive groves near Pitigliano. Local guides may share routes connecting historic sites and viewpoints.

  • What are some of the best day trip ideas from Pitigliano?

    Travelers often explore nearby thermal baths, scenic villages with Etruscan roots, or picturesque countryside dotted with vineyards. Nature reserves and hilltop towns around Tuscany are also frequently suggested.

  • Are there any pet friendly accommodations available in Pitigliano?

    Many accommodations in Pitigliano welcome pets, especially those located around the historic center or on the edge of the countryside. Green spaces and walking paths nearby make outings with pets convenient.

  • What are some local tips for visiting Pitigliano?

    Wear comfortable shoes for exploring the hilly, cobbled streets and consider guided tours to unlock local history. Sampling dishes with locally-produced olive oil and watching sunset from the viewpoints is frequently suggested.

  • What is Pitigliano known for?

    Pitigliano is known for its dramatic tufa cliffs, Etruscan heritage, and well-preserved Jewish quarter. The village’s unique architecture, carved into stone, and historical bakeries draw cultural travelers.

  • What are the best hidden gems to explore in Pitigliano?

    Venture into lesser-known Etruscan tunnels, discover artisan workshops tucked away in the alleys, or visit secret courtyards in the historic center. Some travelers enjoy exploring the village’s small underground cellars.

  • What are the best foods to try in Pitigliano?

    Traditional foods in Pitigliano include acquacotta soup, handmade pici pasta, and sfratto, a local pastry with honey and nuts. Pecorino cheese and wines produced near Pitigliano are also frequently suggested.

  • What should I bring for a trip to Pitigliano?

    Comfortable walking shoes, a hat, and a light jacket are useful for exploring hills and stone streets in changing weather. A refillable water bottle and your camera can help capture moments around historic sites.

  • What is the nightlife in Pitigliano like?

    Pitigliano’s nightlife centers on relaxed aperitivo spots, small wine bars, and atmospheric cafés in the old town. Evenings are typically enjoyed in local piazzas or with occasional live music at cultural venues.

  • Are there family friendly vacation rentals in Pitigliano?

    There are many family-friendly vacation rentals in Pitigliano, especially near the center or on the quieter edges of the village. Many have flexible layouts and outdoor spaces, making them suitable for various age groups.

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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