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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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Superhost
Flat in Pitigliano
4.71 out of 5 average rating, 21 reviews

La Dimora del Borgo [Vista Panoramica]

Accogliente appartamento a Pitigliano, la suggestiva “città del tufo”, con una vista spettacolare direttamente sul borgo. Situato appena fuori dalle mura, offre facilità di parcheggio. Dispone di una camera matrimoniale, bagno con doccia, cucina attrezzata, soggiorno con divano letto, TV e tavolino. Dotato di aria condizionata e riscaldamento, è ideale per un soggiorno rilassante immerso nella storia dei borghi locali e nella bellezza della Maremma toscana. Ideale per copie,famiglia o amici.

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.
Apartment 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 favourite
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
The interior features a spacious layout with a large bed adorned with fresh towels. Exposed wooden beams highlight the ceiling, while a stone wall adds character. Natural light enters through the open windows, illuminating a small dining table and a television on the wall.
Flat 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 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.
Flat 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 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, 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 favourite
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.
Flat 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 favourite
A covered veranda provides shaded seating with a table and chairs, overlooking expansive green hills dotted with trees and shrubs. A soft breeze can be imagined flowing through the open space, enhancing the serene countryside atmosphere.
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.

Guest favourite
A spacious living area features a mix of wooden beams and stone walls. A rustic fireplace is complemented by a comfortable seating arrangement. A dining table sits centrally, with several chairs placed around it. Natural light filters through large windows, illuminating the welcoming space.
Home in Pitigliano
4.89 out of 5 average rating, 56 reviews

La Casa di Sissi

Antica dimora dell'anno mille nel centro storico, perfetta per chi vuole rilassarsi e respirare la storia di uno dei borghi più belli d’Italia. La casa ha due camere da letto matrimoniali dotate di aria condizionata e finestre con zanzariere. La coppia che desidera utilizzare le due camere da letto separate, deve prenotare per tre persone. Su richiesta, offriamo la possibilità di vivere esperienze culinarie a domicilio, con chef privato e corsi di cucina.

Superhost
Home in Sorano
4.81 out of 5 average rating, 59 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 favourite
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.

Popular amenities for Pitigliano holiday rentals

When is the best time to visit Pitigliano?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$139 SGD$131 SGD$135 SGD$158 SGD$154 SGD$172 SGD$176 SGD$176 SGD$149 SGD$142 SGD$134 SGD$152 SGD
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 holiday rentals in Pitigliano

  • Total holiday rentals

    Explore 20 holiday rentals in Pitigliano

  • Nightly prices starting at

    Pitigliano holiday rentals start at $88 SGD per night before taxes and fees

  • Verified guest reviews

    Over 410 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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  3. Tuscany
  4. Grosseto
  5. Pitigliano