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Holiday rentals in Pitigliano

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Top-rated holiday rentals in Pitigliano

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

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Top guest favourite
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, 564 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 favourite
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.
Flat 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 favourite
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 favourite
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.
Guest house 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 favourite
A spacious living area features a comfortable gray sofa adorned with colorful cushions. Natural light fills the room through large arched windows. A rustic dining table and wooden chairs are positioned nearby, while a staircase leads to the upper floor.
Home in Orvieto
4.99 out of 5 average rating, 224 reviews

Vineyards Paradise

Amazing country house immersed in the vineyard of Cantina Lapone, viewing Orvieto. Recently restored, over 100 sm, organised on two floors. Ground floor is a single space with a big living room (with fireplace) and a spacious open kitchen. First floor with two bedrooms and two bathrooms: the main bedroom (looking at Orvieto) with a double bed and internal bathroom and a second one with a double bed and a bed sofa. Private garden and parking. Private pool (shared with another 4 guests house).

Top guest favourite
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, 140 reviews

Casa Dolce Toscana | Panoramic Suites & Views

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.

Guest favourite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano
4.92 out of 5 average rating, 286 reviews

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

Top guest favourite
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.
Apartment 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 favourite
A spacious bedroom features a large, inviting bed adorned with a light blanket. Natural light floods through sheer curtains draped over a large window, revealing views of the lush valley outside. The rustic walls, made of tufo, add a unique character to the room.
Flat in Civita di Bagnoregio
4.94 out of 5 average rating, 264 reviews

The Cellar (Palazzo Pallotti)

The apartment is two floors below the square, entirely dug into the tuff. Overlooking the valley, it is isolated from the noises of the street, quiet, private, and very welcoming. The tuff walls give it an ancient vibe to transport you to another time. It can be reached on foot, via a footbridge that takes you directly to the square where the property is located. It is perfect for short stays of complete relaxation, but with the fully equipped kitchen you can make the most of it.

Guest favourite
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 historic center of the country. 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). NB: 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 favourite
A small stone alcove features a wooden table with a potted flower and two red folding chairs. The background reveals a serene view of lush hills, creating a quiet space for relaxation.
Flat in Bagnoregio
4.98 out of 5 average rating, 480 reviews

The Enchantment of Civita (The Terrace)

L'Incanto di Civita is located inside the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot, you will need to walk along the bridge, the only way to access our "tufo pearl". L'Incanto di Civita is located in the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".

Guest favourite
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 holiday rentals

When is the best time to visit Pitigliano?

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Avg. price$140 SGD$132 SGD$136 SGD$159 SGD$155 SGD$173 SGD$177 SGD$177 SGD$150 SGD$143 SGD$135 SGD$153 SGD
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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 holiday rentals in Pitigliano

  • Total holiday rentals

    Explore 20 holiday rentals in Pitigliano

  • Nightly prices starting at

    Pitigliano holiday rentals start at $89 SGD per night before taxes and fees

  • Verified guest reviews

    Over 410 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Pitigliano holiday rentals include wifi 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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