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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 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
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 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
4.92 out of 5 average rating, 589 reviews

Agriturismo Poggio Bicchieri ap. Memoria

Rilassati con tutta la famiglia in questo alloggio. L’agriturismo si compone di due appartamenti indipendenti con sala, cucina, camera e bagno. Non dovrai condividere nulla con il altri ospiti poiché é stata nostra cura organizzare tutto in maniera che ognuno abbia i propri spazi e tutto sia separato. All'esterno c’é un barbecue, tavolo con sedie e le sdraio. Nelle vicinanze Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino e Bagni San Filippo. Per raggiungerci 1,5 km di strada sterrata!

Guest favourite
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.
Flat
4.95 out of 5 average rating, 179 reviews

Monolocale La Sorpresa

Monolocale nel cuore di Pitigliano, a pochi passi dalla Sinagoga e dalle Vie cave etrusche. L’appartamento offre una splendida vista sulla vallata del Meleta. É arredato con cura con mobili e oggetti di antiquariato e pregio. Offre una postazione per smart working. The house is located in the center of Pitigliano, just few meter far from the Synagouge and the “vie cave etrusche”. It offers an amazing view on the Valley of Meleta. The apartment is furnished with care and with fine antiques.

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
4.92 out of 5 average rating, 305 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

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
4.86 out of 5 average rating, 985 reviews

La grotta

Il mio alloggio è nel centro storico del paese. Si trova a soli 10 km dalle Terme di Sorano, mentre a 20km possiamo trovare il Lago di Bolsena e le Terme di Saturnia (spa). Ti piacerà il mio alloggio per questi motivi: luminoso, panoramico, pulito ed accogliente. Adatto a coppie, avventurieri solitari, famiglie (con bambini) e amici pelosi (animali domestici). NB: se la prenotazione è per due persone si intende un solo letto, per un letto in più è necessario prenotare almeno per 3 persone.

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
4.99 out of 5 average rating, 119 reviews

Le Antiche Viste a 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 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
5 out of 5 average rating, 110 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.

Guest favourite
Loft
4.88 out of 5 average rating, 391 reviews

Romantic loft

"Immergiti nel cuore del centro storico di Pitigliano, proprio nella piazza principale del paese 🏰, 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, 🌄. A due passi da te, troverai tutti i servizi: bar, ristoranti e tavole calde per soddisfare ogni tuo desiderio gastronomico

Top guest favourite
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
5 out of 5 average rating, 502 reviews

La Piazzetta -Accogliente open space nel centro storico di Montepulciano

Versati un bicchiere di vino e accomodati di fianco al caminetto di questo open space dalla calda atmosfera tipicamente toscana: travi in legno, pavimento in cotto, pareti in pietra. Poi esci e ammira il magnifico panorama sulla 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, stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana.

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
4.94 out of 5 average rating, 275 reviews

La Cava (Palazzo Pallotti)

L'appartamento é due piani sotto la piazza, interamente scavato nel tufo. Con vista sulla valle, é isolato dai rumori della strada, tranquillo, privato e molto accogliente. Le pareti in tufo gli donano un'aria antica, per trasportavi altrove nel tempo. Si raggiunge a piedi, attraverso un ponte pedonale che vi porta direttamente nella piazza dove c'é l'immobile. É perfetto per brevi soggiorni di completo relax, ma con la cucina totalmente attrezzata si sfrutta al massimo.

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
4.95 out of 5 average rating, 104 reviews

Casa di vicolo dell'assedio

Appartamento nel centro storico di Pitigliano, uno dei borghi più caratteristici d'Italia. A pochi km dalle Terme di Saturnia e di Sorano, dal lago di Bolsena e da luoghi di interesse culturale. Appartamento particolarissimo e accogliente, luminoso, con travi in legno, parquet, riscaldamento autonomo, con affacci sulla vallata e sui vicoli del borgo. Composto da 2 camere da letto, 2 bagni, di cui uno con doccia e uno con vasca, cucina e zona living.

Top guest favourite
A rustic stone house is presented, featuring a sloped roof and wooden shutters. A set of stairs leads to the entryway, and a small porch area is visible. Surrounding greenery enhances the serene environment, offering a glimpse of the expansive valley beyond.
Home
4.99 out of 5 average rating, 102 reviews

La Bandita dei Bovi

Il rustico si trova a 4 km da Castell'Azzara, immerso nel verde di un oliveta composta da 38 ulivi e alberi da frutto e circondato da terreni boschivi e pascoli di proprietà, si affaccia sulla valle offrendo una vista mozzafiato a 180° partendo a nord con la Fortezza di Radicofani fino a scendere verso ovest per perdersi all'orizzonte tra i Monti Sibillini. Distante 300 mt dalla strada provinciale è raggiungibile da una strada bianca.

Popular amenities for Pitigliano holiday rentals

When is the best time to visit Pitigliano?

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Avg. price£76£70£69£94£91£102£104£104£88£84£79£90
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 holiday rentals in Pitigliano

  • Total holiday rentals

    Explore 30 holiday rentals in Pitigliano

  • Nightly prices starting at

    Pitigliano holiday rentals start at £52 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 & 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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