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Vacation rentals in Pitigliano

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Top-rated vacation rentals in Pitigliano

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

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Top guest favorite
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, 147 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 favorite
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, 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.

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, 167 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 favorite
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, 136 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

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, 960 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 favorite
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, 152 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 favorite
A stone house with rustic charm features arched wooden doors and window shutters. Surrounding greenery includes potted plants and fruit trees, enhancing a natural setting. The warm tones of the stone walls complement the garden space, creating a serene atmosphere in the countryside.
Apartment in Pitigliano
4.91 out of 5 average rating, 118 reviews

La Casina Rosa - a un passo dal bosco

In campagna a 5 km da Pitigliano, tra uliveti, vigneti, boschi e profonde gole scavate dall'erosione delle acque nel tufo vulcanico. Studio monolocale ricavato in parte degli spazi di una casa di campagna dell'inizi del '900. We are located 5 km from the magical, little town of Pitigliano. In an ancient house from 1910, you can stay in a simple and cosy room with bath and kitchenet, whilst enjoying the romantic silence of the olive fields, vineyards and woods around you.

Top guest favorite
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, 103 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.

Superhost
The entrance of the house features an arched doorway framed by greenery, with a few stone steps leading to a welcoming entry. The walls exhibit a rustic texture, highlighted by patches of stone and plants, creating a serene outdoor ambiance.
Home in Sorano
4.82 out of 5 average rating, 60 reviews

Cozy Artist Retreat in the heart of Sorano

The house, on two levels, consists of a large living room with an adjoining kitchen and a bathroom dug into the tufo rock, while the bedroom and a living room are located on the level above. The house enjoys an extraordinary panoramic view of the valley and a reading nook with fireplace to stay cosy at night. The real gem of the house is the large terrace overlooking the 13th century church: a real rarity in the village of Sorano!

Guest favorite
A cozy sleeping area features a plaid-patterned blanket on a spacious bed. Nearby, a bright red armchair adds a pop of color. A vase with flowers, including roses, is positioned in the foreground, enhancing the inviting ambiance of the room.
Loft in Pitigliano
4.88 out of 5 average rating, 382 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.

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, 168 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.

Top guest favorite
Farm stay in Campiglia D'orcia
4.94 out of 5 average rating, 500 reviews

Agriturismo Poggio Bicchieri ap. Poesia

Il nostro agriturismo è una finestra sulla val d'orcia, composto da 2 appartamenti con cucina, camera e bagno. Grande giardino attrezzato. Immerso nel silenzio, vicino a Pienza, Montalcino, Bagno Vignoni e le terme naturali di Bagno San Filippo. Per raggiungerci è molto semplice, l'ultimo km di strada è sterrata ma percorribile da tutti.

Popular amenities for Pitigliano vacation rentals

When is the best time to visit Pitigliano?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$22,954 GYDG$21,702 GYDG$22,328 GYDG$26,084 GYDG$25,458 GYDG$28,380 GYDG$29,006 GYDG$29,006 GYDG$24,624 GYDG$23,372 GYDG$22,120 GYDG$25,041 GYD
Avg. temp6°C7°C9°C12°C16°C21°C24°C24°C20°C16°C11°C7°C

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 vacation rentals in Pitigliano

  • Total vacation rentals

    Explore 20 vacation rentals in Pitigliano

  • Nightly prices starting at

    Pitigliano vacation rentals start at G$14,607 GYD per night before taxes and fees

  • Verified guest reviews

    Over 410 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!

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