Some info has been automatically translated. Show original language

Holiday houses in Pitigliano

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Pitigliano

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

%{current} / %{total}1 / 1
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
4.92 out of 5 average rating, 580 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.
Apartment in Pitigliano
4.95 out of 5 average rating, 177 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 ā€œEtruscan hollow streetsā€. It offers an amazing view of the Meleta Valley. The apartment is furnished with care and with fine antiques.

Top Guest favourite
A charming terrace features a small round table and two white chairs, offering expansive views of the surrounding hills and distant landscape. A walnut tree stands nearby, enhancing the tranquil outdoor space bathed in natural light from the setting sun.
Condo in Montepulciano
5 out of 5 average rating, 107 reviews

The walnut tree view, Montepulciano

The walnut tree view ( castoldi apartments site) is our new apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 1 double rooms (king ) 1 bathroom with large shower and a large kitchen-living room with a nice terrace overlooking the hills. From summer 26 a wine tasting will be available in the new garden for all the guests from 7 pm Old private wine cellar available Guests will park close the apartment

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.
Guesthouse in Macciano
4.97 out of 5 average rating, 218 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.

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, 152 reviews

Casa Dolce Toscana | Panoramic Suites & Views

CASA DOLCE TOSCANA šŸ–¼ļø 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 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
4.93 out of 5 average rating, 298 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.
Condo in Pitigliano
4.99 out of 5 average rating, 117 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.

Guest favourite
Loft in Pitigliano
4.88 out of 5 average rating, 388 reviews

Romantic loft

"Immergiti nel cuore del centro storico di Pitigliano, proprio nella piazza principale del paese šŸ°, dove si trova la suggestiva Fontana delle 7 Cannelle. A 100 metri dal maestoso Palazzo Orsini, questa location unica ti offre un'esperienza di soggiorno autentica e immersiva nel borgo più bello della Toscana. Scopri le strade strette e le botteghe artigiane, šŸŒ„. A due passi da te, troverai tutti i servizi: bar, ristoranti e tavole calde per soddisfare ogni tuo desiderio gastronomico

Top Guest favourite
Apartment in Civita
4.94 out of 5 average rating, 272 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.

Top Guest favourite
A charming stone cottage is set within lush greenery, featuring a covered porch with outdoor seating. Olive trees surround the area, enhancing the natural beauty. A bicycle leans against the wall, inviting exploration of the peaceful countryside.
Cottage in Osteria delle Noci
5 out of 5 average rating, 107 reviews

Your Tuscan oak tree house, enchanting Val d'Orcia

The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Top Guest favourite
The living area features exposed wooden beams above, with light streaming in through multiple windows. A striped sofa and two green chairs provide seating. A decorative fireplace is situated next to a side table, complemented by warm terracotta flooring.
Holiday home in Pitigliano
4.95 out of 5 average rating, 102 reviews

Siege Alley House

Apartment in the historic center of Pitigliano, one of the most characteristic villages in Italy. A few kilometers from the Terme of Saturnia and Sorano, Lake Bolsena and places of cultural interest. Very special and cozy apartment, bright, with wooden beams, parquet, independent heating, overlooking the valley and the alleys of the village. Consisting of 2 bedrooms, 2 bathrooms, one with a shower and one with a bathtub, a kitchen and a living area.

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, 979 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.

Popular amenities for Pitigliano holiday rentals

When is the best time to visit Pitigliano?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$175 NZD$161 NZD$158 NZD$214 NZD$209 NZD$233 NZD$238 NZD$238 NZD$202 NZD$192 NZD$182 NZD$206 NZD
Avg. temp6°C7°C9°C12°C16°C21°C24°C24°C20°C16°C11°C7°C

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 family activities we can do in Pitigliano?

    Families can explore the historic town center, walk along the open-air Etruscan Vie Cave trench roads, or visit local museums. Sampling traditional bites in cafƩs and joining a hands-on workshop are also often recommended for all ages.

  • 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 cafĆ©s in the old town. Evenings are typically enjoyed in local piazzas or with occasional live music at cultural venues.

  • What are the most popular events or festivals in Pitigliano?

    Pitigliano has wine festivals in autumn, spring celebrations with cultural fairs, and historical reenactments highlighting local traditions. Religious processions and outdoor concerts are also frequently suggested, shaping the annual calendar.

  • 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 30 holiday rentals in Pitigliano

  • Nightly prices starting at

    Pitigliano holiday rentals start at $120Ā NZD per night before taxes and fees

  • Verified guest reviews

    Over 420 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Pitigliano holiday 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!

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Grosseto
  5. Pitigliano