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Vacation rentals in Olevole

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Top-rated vacation rentals in Olevole

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

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Top guest favorite
A bright living space features a white table surrounded by colorful chairs. Large arched windows open to a view of the green landscape. A grey armchair and wooden sideboard enhance the room's inviting atmosphere, with natural light flooding in from multiple angles.
Home in Città della Pieve
4.98 out of 5 average rating, 120 reviews

La Terrazza di Vittoria

La Terrazza di Vittoria è un delizioso monolocale su un unico livello immerso nel silenzio e nel verde. È situato a pochi metri dalla casa padronale e a soli 2 km da Città della Pieve. L’ampio giardino che circonda l’abitazione è una terrazza naturale sul Lago Trasimeno. È arricchito da una pergola dotata di tavolo e barbecue a disposizione per i vostri pasti in totale relax. Al suo interno, in uno spazio di 40mq, si trova un letto matrimoniale, una poltrona letto, un bagno e cucina attrezzata.

Top guest favorite
A shaded pergola stands by a large swimming pool, draped with light curtains. Comfortable outdoor seating surrounds a circular table. Lush greenery and flowering plants create a serene backdrop, enhancing the tranquil atmosphere of the estate.
Villa in Guardea
4.99 out of 5 average rating, 102 reviews

Exclusive 10 Acre Estate w/ Pool & Olive Grove!

Enchanting, exclusive 10acres estate on a hill, memorable sunsets; large pool framed by lavender&rosemary, open year-round. New air conditioning, Starlink internet. Very private&peaceful 2 floors, 4bedrooms, 4baths, jacuzzibathtub, 55inch smartTV, well-equipped kitchen, porch & pergola for alfresco dining, Weber barbecue, pizza oven, olive grove, fireplace; 20 min. to Orvieto,Todi,Amelia; 10 minutes drive to train station to Rome/Florence, 5min drive to shops in town. Grounds/pool caretaker

Top guest favorite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano
4.99 out of 5 average rating, 153 reviews

Villa di Geggiano - Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Top guest favorite
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, 233 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 favorite
A spacious living area features a comfortable gray sofa adorned with colorful cushions. Natural light fills the room through large arched windows. A rustic dining table and wooden chairs are positioned nearby, while a staircase leads to the upper floor.
Home in Orvieto
4.99 out of 5 average rating, 240 reviews

Vineyards Paradise

Amazing country house immersed in the vineyard of Cantina Lapone, viewing Orvieto. Recently restored, over 100 sm, organised on two floors. Ground floor is a single space with a big living room (with fireplace) and a spacious open kitchen. First floor with two bedrooms and two bathrooms: the main bedroom (looking at Orvieto) with a double bed and internal bathroom and a second one with a double bed and a bed sofa. Private garden and parking. Private pool (shared with another 4 guests house).

Top guest favorite
A stone building is viewed from the cobblestone square, featuring a staircase leading to an upper floor. A lantern is mounted on the wall, casting a gentle light. The valley beyond offers a scenic backdrop with rolling hills and a partly cloudy sky.
Vacation home in Orvieto
4.96 out of 5 average rating, 286 reviews

La Loggetta di San Giovenale

La casa è nella piazza più antica di Orvieto, San Giovenale con la stupenda chiesa romanica del XI secolo. Una Loggetta con vista mozzafiato sulla valle del paglia da dove scopre l'Amiata , il Monte Cetona ed il Monte Peglia. Arredata con mobili su misura realizzati da maestri falegnami orvietani, i soffitti in legno al primo piano ed il cotto fatto a mano del pavimento ne fanno un alloggio pieno di fascino in cui trascorrere un meraviglioso soggiorno ad Orvieto. C.I.N. IT055023C202019060

Top guest favorite
The exterior of a rustic stone house is displayed, featuring a welcoming entryway with a set of steps leading to a covered porch. Brown wooden shutters frame the windows, complemented by a small flower arrangement near the entrance.
Condo in Ficulle
4.98 out of 5 average rating, 124 reviews

Casa Prato

Totale immersione nel verde, tra le colline umbre, ideale per il relax e il contatto con la natura. Poco distante ci sono piccoli borghi come Ficulle e Città della Pieve e la città di Orvieto. L’appartamento dispone di un ampia camera da letto, un soggiorno con divano letto a due piazze, un bagno con doccia e una cucina attrezzata con lavastoviglie, forno, frigorifero e tutte le stoviglie necessarie per apparecchiare e cucinare. Pulizie finali e tutta la biancheria sono compresi nel prezzo.

Top guest favorite
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 in Montepulciano
4.93 out of 5 average rating, 315 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

Top guest favorite
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, 168 reviews

Casa Dolce Toscana | Panoramic 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.

Guest favorite
A warm living area features a rustic wooden table set with a centerpiece, surrounded by various seating options, including a sofa and chairs. A wooden cabinet displays glassware, while a vintage-style fireplace adds character to the space. The walls are painted a soft yellow, and beams highlight the ceiling.
Home in Parrano
4.83 out of 5 average rating, 131 reviews

The Wood's House between Umbria and Tuscany

The house is surrounded by dense Mediterranean vegetation and a 1,000 m² garden. The house is equipped with 2 rooms mezzanine ( the ceilings are high about 5 meters ) and was restored preserving the characteristic local stone . Within a radius of about 25-30 km you will find: Citta' della Pieve, Orvieto, Cetona, San Casciano de' Bagni and many more ... In an hour by car you can reach cities such as Florence, Siena, Perugia, Assisi, in addition to Val D'Orcia and Val di Chiana.

Top guest favorite
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
4.94 out of 5 average rating, 287 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 favorite
A rustic stone farmhouse is embraced by mature olive trees and lush greenery. The building features traditional window shutters and is set against a clear blue sky, with a gravel pathway leading up to the entrance, enhancing the tranquil countryside ambiance.
Farm stay in San Quirico d'Orcia
4.98 out of 5 average rating, 115 reviews

Podere Pereti Nuovi-modern Tuscan Villa

Podere I Pereti was entirely build by our grandfather Remo in the 1970's. My siblings and I spent most of our summers on the porch with our grandparents watching sunsets and admiring the view of the Val d'Orcia. Entirely surrounded by vineyards and olive groves. Nonno Remo, besides having a building company, proudly produced Orcia red wine that was consumed by the family. From the 150 olive trees, every November we filled our tanks with green gold olive oil.

Popular amenities for Olevole vacation rentals

  1. Airbnb
  2. Italy
  3. Umbria
  4. Terni
  5. Olevole