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Holiday houses 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
An aerial view showcases a historic building with a tiled roof, situated against a rocky cliff. A terrace with seating and a small table is visible, surrounded by greenery below, evoking a sense of tranquility and connection to nature.
Condo in Pitigliano
4.99 out of 5 average rating, 143 reviews

Le Antiche Viste - La Terrazza Zen

Enjoy the tranquillity and the stunning views. Treat yourself to an aperitivo on the terrace, and relax in the zen living room. A stylish 100 sq m gem just for you, with 1.5 bathrooms, TV, kitchen, and fast wi-fi for remote working. Perfect for a couple (or a solo traveller). Bedroom is equipped with air conditioning! 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
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
4.93 out of 5 average rating, 263 reviews

Duckly, dimora del '600 nel cuore della Maremma

Dimora del '600, con grazioso spazio esterno, nel centro storico di Manciano cuore della Maremma toscana. Poco distante dal mare dell’Argentario ed a pochi minuti dalle Cascate di Saturnia sorgenti calde accessibili gratis. 17th century stone house, with a lovely outdoor area, located in the historic center of Manciano, in the Tuscan Maremma. Land of good food and wine tradition. Not far from the Argentario sea and the Cascate del Mulino di Saturnia with hot water, always accessible and free.

Top Guest favourite
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, 120 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 for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

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, 202 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.

Superhost
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, 165 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
A rustic living area is showcased with exposed wooden beams and stone walls. A dining table is set with chairs nearby, alongside a cozy armchair. Light enters through a window, complementing the warm tones of the space. A fireplace and decorative artwork enhance the inviting atmosphere.
Condo in Manciano
4.95 out of 5 average rating, 115 reviews

La Maremma in Terrazza-Casa con belvedere e camino

Delizioso appartamento in stile rustico nel centro storico di Manciano, Bandiera Arancione del TCI, con meravigliosa vista sulla campagna circostante, sul mare e sulle isole dell'Argentario. Punto di partenza ideale per esplorare le terme di Saturnia, le Città del Tufo, il mare di Capalbio, il Parco della Maremma. Dotato di ogni comfort, è l'ideale per coppie e famiglie che vogliono concedersi una pausa rilassante o un soggiorno più lungo in smartworking, tra sapori genuini e natura intatta.

Superhost
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, 944 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
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, 104 reviews

Casa Dolce Toscana~Suite&View

CASA DOLCE TOSCANA 🖼️ Ciao! Sono Jolanta 😊 Benvenuti nel nostro amato alloggio toscano ,con vista panoramica,immerso nelle colline della Toscana.Un’oasi di pace perfetta per chi desidera rilassarsi e vivere un’esperienza autentica. Situato a pochi chilometri da Siena e Firenze,il nostro alloggio combina il fascino rustico con tutti i comfort moderni. si trova nel cuore del centro storico del famoso borgo di Cetona,sottostante al castello ,con vista sulla valle e il profumo della Toscana.

Top Guest favourite
An outdoor wood-fired hot tub is surrounded by lush green grass, offering a scenic view over the expansive landscape. A stone pathway leads to the hot tub, while the rustic stone cottage is visible in the background under a partly cloudy sky.
Cottage in Castell'Azzara
4.99 out of 5 average rating, 151 reviews

Your Private Tuscan Retreat

This beautiful sheepherder’s stone cottage is equipped with modern comforts and spa facilities free of charge. The large grounds of forest and meadow span a ridge and provide panoramic views of the valley toward Val d’Orcia to the north, the expansive Maremema to the south, and the ancient volcano of Amiata to the west. This is the perfect getaway for those wanting a private retreat from which to explore the rich wine, food, culture, history, and landscape of southern Tuscany.

Top Guest favourite
An aerial view showcases a charming stone cottage surrounded by lush greenery and mature trees. The roof is partially covered with natural foliage, blending the structure harmoniously into the landscape. The area features rocky outcrops and dense vegetation, highlighting the peaceful rural setting.
Farm stay in Seggiano
4.99 out of 5 average rating, 261 reviews

Terra Delle Sidhe, Seggiano, Tuscany

Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

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.
Apartment in Civita di Bagnoregio
4.94 out of 5 average rating, 247 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.

Guest favourite
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
4.87 out of 5 average rating, 166 reviews

A picco su Pitigliano !!!

#Il nostro appartamento, finemente ristrutturato , gode di una vista emozionante dello skyline di Pitigliano ! Posizione strategica all' inizio del centro storico con facilità di parcheggio. 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.

Popular amenities for Pitigliano holiday rentals

When is the best time to visit Pitigliano?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$195 NZD$184 NZD$189 NZD$221 NZD$216 NZD$241 NZD$246 NZD$246 NZD$209 NZD$196 NZD$187 NZD$214 NZD
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Pitigliano?

    Four-legged friends are welcome in Pitigliano. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Pitigliano?

    Yes! Work meets play with ease at over 10 vacation rentals in Pitigliano featuring dedicated workspaces. Stay connected and productive in your home away from home.

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 $141 NZD per night before taxes and fees

  • Verified guest reviews

    Over 380 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, Wi-Fi 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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