Some info has been automatically translated. Show original language

Vacation rentals in Pitigliano

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Pitigliano

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

1 of 1 pages1 / 1
Guest favorite
A view of lush greenery is visible through the open window, framed by rustic stone walls. A wrought-iron balcony railing adds elegance to the scene, complementing the natural landscape. The sky is bright and clear, enhancing the vibrant colors of the surroundings.
Apartment in Pitigliano
4.95 out of 5 average rating, 179 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
Guesthouse in Macciano
4.97 out of 5 average rating, 221 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
Apartment in Montepulciano
4.97 out of 5 average rating, 150 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
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, 302 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 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, 108 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
Vacation home in Pitigliano
4.95 out of 5 average rating, 103 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 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, 985 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
An outdoor terrace showcases vibrant potted flowers and a rustic wooden bench, extending along a stone wall. Lush greenery and breathtaking valley views are visible in the background under a clear blue sky.
Apartment in Bagnoregio
4.98 out of 5 average rating, 489 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 favorite
The skyline of Pitigliano is illuminated at dusk, showcasing the medieval architecture perched on a cliff. Soft lighting highlights the structures and pathways, juxtaposed against the deep blue sky blending with warm sunset hues.
Apartment in Pitigliano
4.88 out of 5 average rating, 178 reviews

Peaking on Pitigliano !!!

#Our, finely renovated apartment enjoys an exciting view of the Pitigliano skyline! Strategic location at the beginning of the historical center with easy parking. Our apartment, beautifully renovated and offers an exciting view of pitigliano's skyline ! the historic center is very near and it is easy to park your car.

Top guest favorite
The illuminated village of Pitigliano is captured at dusk, showcasing its distinct stone buildings and rooftops. The historic tower stands prominently in the background, while soft lights line the streets, creating a serene atmosphere in the valley below.
Condo in Pitigliano
4.94 out of 5 average rating, 453 reviews

Panoramic penthouse in the ancient village

Penthouse with two panoramic terraces with stunning views of the valley and the historic center, in the square below the historic Orsini Fortress. Twenty minutes from the Terme di Saturnia and five minutes from the Terme di Sorano, immersed in the Maremma landscape.

Top guest favorite
A historic stone structure is surrounded by greenery, featuring large windows and a staircase leading to an entrance. Delicate pink flowers bloom on nearby trees, adding a touch of color to the natural setting. The rustic walls complement the tranquil atmosphere.
Home in Monticchiello
4.98 out of 5 average rating, 210 reviews

"La Lambarda" tower Suite

In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

Top guest favorite
The image captures a charming stone exterior framed by blooming flowers and greenery. A doorway with a blue grille leads into a historic building, while the gravel pathway invites exploration. Soft evening light enhances the warm tones of the stone walls.
Apartment in Castiglioncello del Trinoro
5 out of 5 average rating, 357 reviews

Stunning Tuscan apartment in 14 Century Palazzo

L'appartamento si trova al terzo piano di un edificio risalente al 1400,il borgo di Castiglioncello del Trinoro risale al1100,si affaccia sulla val d'orcia con vista a 360 gradi.

Popular amenities for Pitigliano vacation rentals

When is the best time to visit Pitigliano?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,338 GYDG$19,665 GYDG$19,246 GYDG$26,150 GYDG$25,522 GYDG$28,451 GYDG$29,079 GYDG$29,079 GYDG$24,685 GYDG$23,430 GYDG$22,175 GYDG$25,104 GYD
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 cafés 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 cafés 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 vacation rentals in Pitigliano

  • Total vacation rentals

    Explore 30 vacation rentals in Pitigliano

  • Nightly prices starting at

    Pitigliano vacation rentals start at G$14,644 GYD per night before taxes and fees

  • Verified guest reviews

    Over 420 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!

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