Vacation rentals in Petroio

4.96 out of 5 average rating, 164 reviews

Guesthouse in Macciano

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.

5 out of 5 average rating, 110 reviews

A view through a window showcases rolling hills and green fields under a soft sky. The landscape reveals a peaceful outdoor area, highlighted by a table and chairs nestled amongst the natural scenery, inviting relaxation and contemplation.

Condo in Pienza

Mascagni Farmhouse in Val d'Orcia Pienza

Risali le iconiche colline toscane fino a Mascagni Organic Farm, un'azienda biologica dove ti aspetta la tua nuova casa: un fienile del 1500 finemente ristrutturato immerso tra olivi e campi di grano. Rilassati prendendo una tazza di tè, raccogli rosmarini e lavande nel giardino con vista mozzafiato sulla Val d'Orcia. Riscopri la tua vera natura tra i campi incontaminati e gli olivi: qui le passeggiate e i giri in bici non hanno confini! Pronto a creare ricordi che dureranno tutta la vita?

A panoramic view of a valley unveils rolling hills adorned with clusters of trees and vineyards. Golden autumn foliage frames the foreground, while the distant hills create a tranquil landscape beneath a clear blue sky.

5 out of 5 average rating, 118 reviews

Stuart White Tea Central Panoramic & Garden

Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.

4.96 out of 5 average rating, 352 reviews

A view of the entrance to a countryside property is presented, featuring a gravel driveway that meanders through lush greenery. Tall cypress trees line the pathway, while olive trees and rolling hills create a serene backdrop under a partly cloudy sky.

Condo in Asciano

Giallo Romantico appartamento nelle crete senesi

Appartamento composto da una 1 comoda camera matrimoniali ( è possibile su richiesta fare 2 letti singoli ) cucina attrezzata, soggiorno e bagno . Tv, BBq ,( in caso di necessità mettiamo ha disposizione la lavatrice dalle 9 alle 20, che si trova nella nostra lavanderia ) . E' consigliata l'auto in quanto ci troviamo in campagna , sia per essere indipendente , sia per potere visitare la magnifica campagna toscana . Parcheggio e wifi gratuiti. Vi aspetto per mostrarvi la vera Toscana!

4.92 out of 5 average rating, 125 reviews

A private terrace is visible, adorned with vibrant flowers and a small table set for two. A bottle of wine and two glasses are elegantly placed, inviting relaxation with a view of the terracotta rooftops and the distant landscape under a pastel sky.

Condo in Montepulciano

"Dimora Valinda" Montepulciano Piazza Grande +A/C

🏠 Ideal location: within walking distance of stores, restaurants and attractions in the historic center. ❄️ Air conditioning for maximum comfort during hot days. 🛁 Washing machine for extended stays or simply for traveling light. 🌅 Private terrace for relaxing moments outdoors. 🍴 Full kitchen with dishwasher, perfect for those who love to cook even on vacation. 🌐 Ultra-fast 150 Mb/s Wi-Fi, ideal for smart working ☕ Well-stocked coffee station for a perfect start to the day.

Apartment in Monticchiello

4.97 out of 5 average rating, 152 reviews

Casa Bonari - un paradiso per gli occhi

Casa Bonari è un appartamento indipendente su un unico livello all'interno di una villa ai piedi di Monticchiello. E' composto da 3 camere da letto, 2 bagni, cucina attrezzata e salotto. Le stanze sono luminose e arredate in stile toscano, con vecchi mobili di famiglia ristrutturati uniti ad elementi contemporanei. La cucina è completamente attrezzata e l'appartamento circondato su ogni lato da un grande giardino, così che tutte le stanze vantano un bellissimo panorama sulla campagna.

Guesthouse in Montefollonico

A wine bottle is being poured into a glass, catching the warm hues of a sunset. The landscape of rolling hills and trees is visible in the background, creating a serene atmosphere enhanced by the vibrant colors of dusk.

4.97 out of 5 average rating, 103 reviews

Casale Santa Barbara - Exclusive Apartment

At a glance: • Location: perfect entry door to the Val d’Orcia between Pienza (8,5 km) and Montepulciano (8,5 km). • Charming warm old stones Tuscan house – completely restored in 2016 • Big apartment (100m2), designed for 2 persons, completely independent, fully furnished, Tuscan style with modern equipment. • Exclusivity: we are living on the 1st floor; the ground floor is yours. You are our only guests. • Spacious private garden (+ 300m2) • Stunning view on the Tuscan hills.

Farm stay in San Giovanni d'Asso

An outdoor space is highlighted with several round tables under large umbrellas. Surrounding greenery adds a natural touch, while potted plants provide color at the base of stone steps leading to the entrance of a rustic building with a brick facade.

4.94 out of 5 average rating, 114 reviews

Flat, Agriturismo "Biofattoria l'Upupa"

The flat is on the first floor of a classic Tuscan farmhouse called ‘Biofattoria l'Upupa’. Magnificent hillside location between the Val d'Orcia and the Crete Senesi. Suitable for families with children. Consisting of kitchen, large living room, bathroom with shower, 1 double bedroom and 1 bedroom with bunk beds. There is a double sofa bed in the living room. The flat is equipped with wifi. Free parking on private property. Complete breakfast kit including homemade cakes.

4.99 out of 5 average rating, 272 reviews

An outdoor terrace is visible, furnished with several tables and chairs, providing ample seating. Flower pots with colorful blooms adorn the railing, while a panoramic view of the surrounding hills and greenery stretches into the distance under a clear sky.

Apartment in Sinalunga

Resort Panoramic view - Free parking

Appartamento nuovo , potente Wi-Fi, SMART TV, bagno privato , Aria Condizionata, cucina privata , lavanderia , parcheggio privato gratuito . Sala da tea ad uso gratuito . Vista panoramica mozzafiato . Tra le Crete Senesi e la Val D’Orcia , a 800metri dal centro del paese , con ristoranti , bar e supermercati . Posto strategico per visitare le principali località in Toscana : Montalcino , Pienza , Siena , Arezzo , Rapolano Terme , Montepulciano .

A wooden balcony table is set for tea, featuring delicate china cups accompanied by cookies. A simple vase holds fresh flowers. The stunning countryside view stretches across rolling hills under a clear sky, enhancing the serene atmosphere of the outdoor space.

4.94 out of 5 average rating, 191 reviews

I Tramonti di Eramo , Montepulciano centro.

Benvenuti a Montepulciano, il gioiello delle colline toscane! Il nostro appartamento nel cuore del centro storico offre una vista mozzafiato sulla campagna circostante, regalando un'esperienza autentica e indimenticabile. Potrete uscire di casa e assaporare l'atmosfera storica di Montepulciano. A pochi passi avrete la straordinaria Piazza Grande, ristoranti di ottima qualità e servizi di ogni genere. La Toscana vi aspetta per vivere emozioni uniche.

4.89 out of 5 average rating, 197 reviews

A spacious green garden is visible, dotted with trees offering natural shade. A wooden dining table with chairs is positioned under the trees, providing an inviting setting for outdoor meals. The rustic brick building stands in the background, complementing the serene surroundings.

Farm stay in Simignano

Casa al Gianni - Capanna

Ciao, siamo Cristina & Carmelo! Vi invitiamo a vivere un’esperienza autentica nel nostro agriturismo “Casa al Gianni” situato 20 min da Siena. Il nostro marchio è la vita semplice a stretto contatto con la natura e gli animali della nostra fattoria. Immerso tra i boschi e la splendida campagna toscana trascorrerai una vacanza indimenticabile. Questo angolo di paradiso ti rimarrà nel cuore!

Farm stay in Campiglia D'orcia

A rustic stone building is shown, featuring a tiled roof and wooden window shutters. The structure is surrounded by greenery and potted plants, with a clear blue sky above, providing a picturesque view of the landscape beyond.

4.94 out of 5 average rating, 412 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.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Petroio vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Petroio

Apartment in Monticchiello

A stone pathway leads to an entrance framed by a rustic archway. The doorway features a wooden door with a glass panel, flanked by potted flowers in vibrant hues. Natural stone walls and greenery create a charming setting.

5 out of 5 average rating, 46 reviews

Casa Tòrta - comfort room

CharlotteRating, 5 stars5 days ago

Genuinely a secret little heaven, I cant recommend staying here more! Monticchiello is so beautiful and peaceful and their place is just perfect! I can’t wait to hopefully return one day!!

4.99 out of 5 average rating, 68 reviews

The sleeping area features an elegant bed with light linens, complemented by a rich wooden floor. Exposed brick arches and beams create a warm ambiance. A small desk and lamp are present, along with soft lighting that enhances the historical character of the space.

Condo in Montepulciano

a.d. 1237

HeatherRating, 5 stars1 week ago

What an incredible stay!! 10/10. We traveled all over Tuscany for 2 weeks and this stay ranks right up there at the top. From the communication and ease of getting to the apartment to the beautiful old history of the building and town. Just wow! Book it:) We loved the town and her people🫶🏼 The apartment was comfortable in every way. Grazie mille, Heather & Beth

4.98 out of 5 average rating, 46 reviews

Home in Torrita di Siena

Casa Ilda A/C, Wi-Fi Private parking

NicolasRating, 5 stars1 week ago

Great place! Beautiful area and close to the activities we had planned. Very clean and spacious apartment - clear instructions.

4.99 out of 5 average rating, 113 reviews

An outdoor terrace is presented with two metal chairs and a glass table, offering sweeping views of the surrounding countryside. Flower boxes adorn the railing, while the expansive sky is filled with scattered clouds, creating a serene backdrop for relaxation.

Condo in Montalcino

Suite "Note di Paesaggio"

CaliRating, 5 stars2 weeks ago

This was by far the most beautiful view we have ever had at an Airbnb or hotel room. The house was beautiful, but the sunrise from the balcony is something I will remember forever. Vittorio also offered recommendations, and Fulvia was flexible with our check in. The apartment is in the perfect spot to become familiar with town. We want to come back to stay here again. Thank you!

Vacation home in Monticchiello

An arched stone entrance frames a quaint Tuscan street. Vibrant flowers adorn a balcony above cobblestone pathways, while rustic buildings with green shutters and brick facades contribute to the historic charm of Monticchiello. Softly glowing street lamps add to the inviting atmosphere.

4.97 out of 5 average rating, 105 reviews

In Toscana Camere

DaphneRating, 5 stars1 week ago

The place was just darling and was really clean and spacious! It was the perfect place in the perfect town. Kasia is a wonderful host!

Vacation home in Monticchiello

5 out of 5 average rating, 20 reviews

Elegant farmhouse overlooking Pienza

CherylRating, 5 stars1 day ago

Apart from the stunning location and beautiful well equipped house, Laura was a delight to deal with. She was responsive and informative. Our guests loved it as much as we did. Thank you Laura.

A round dining table is set on a terrace, surrounded by woven chairs. A colorful yellow vase filled with pink flowers is at the center. The view reveals rolling hills and a clear sky, providing a serene backdrop to outdoor dining.

4.91 out of 5 average rating, 75 reviews

Casa Evelina - Incredible View, Central Location

LisbethRating, 5 starstoday

This is a great location in the heart of montepulciano. You walk out of the unit and onto the main street full of restaurants and shops. The house is spacious with three bedrooms all with comfortable beds. There were extra pillows and linens, which are always helpful. We had all the windows open due to warmer weather with a nice breeze at night. Despite being right on the street, we did not hear any evening noise throughout the night sleeping was peaceful. The views from the apartment are exquisite.

A panoramic view of the Val di Chiana is framed by a brick archway. Rolling hills and a serene sky displaying soft hues of orange and pink capture the scenic beauty of the landscape, which stretches far into the distance.