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Holiday houses in Olevole

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Top-rated holiday rentals in Olevole

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

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Top Guest favourite
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, 105 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

LocationFamilyBarbecue

Top Guest favourite
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, 243 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).

ValueLocationGetting around

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, 249 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.

LocationFamilyCheck-in

Top Guest favourite
A modern swimming pool is surrounded by lush greenery and a spacious lawn. Two lounge chairs with towels are positioned beside the pool. In the background, a rustic villa with multiple windows overlooks the serene landscape, showcasing a peaceful retreat.
Villa in Monteleone d'Orvieto
5.0 out of 5 average rating, 20 reviews

Magical Family Retreat

Podere Calcina is a recently renovated Umbrian villa overlooking the Tuscan hills, sitting in 15 acres of gardens, olive groves and forest. The stylish property combines modern amenities with period features. Located between the medieval towns of Monteleone d'Orvieto and Citta Della Pieve, the house is 1km down a gravel track, just 20 minutes from the A1 for easy access to Florence, Sienna, and many hidden gems. Enjoy a perfect family escape, unwind by the pool and indulge in la dolce vita!

FamilyLocationCondition

Top Guest favourite
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
4.92 out of 5 average rating, 332 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

ValueFamilyNearby

Top Guest favourite
A spacious outdoor area features a turquoise pool surrounded by a brick patio. Sun loungers are positioned nearby, offering a spot to relax. Lush greenery and mature trees provide a backdrop, contributing to the tranquil ambiance of the property.
Villa in San Venanzo
4.92 out of 5 average rating, 148 reviews

Casa Boschetto, villa with private pool

The rural house was built with ancient stone sourced locally in Umbria and offers a breath taking view overlooking the surrounding valley. The house encompasses a spacious living-room with two antique fire places, two kitchens, a recreation room, five bedrooms & four bathrooms. Outside there is a large swimming pool, dining area, a play house for children, multiple car-parking options and a 2 car fully enclosed garage. There are also a BBQ and a wood fire oven if you wish to cook outside.

ValueFamilyBathroom

Guest favourite
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, 136 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.

ValueFamilyWalkability

Guest favourite
A private swimming pool is framed by tiled decking and surrounded by greenery, offering a secluded atmosphere. A portion of the building with a terracotta roof is visible, enhancing the outdoor space's natural setting. Lounge chairs are arranged nearby, inviting relaxation.
Home in Orvieto
4.94 out of 5 average rating, 52 reviews

Exclusive farmhouse

AgriHouse si trova all'interno della nostra azienda agricola Il Fossile alle pendici del Monte Peglia, zona recentemente proclamata Riserva MAB UNESCO. Il casale si compone di 3 camere da letto, per un totale di 8 posti letto e 2 bagni. All'esterno piscina, con vista panoramica a vostro uso esclusivo. L'attività agricola consiste nell'allevamento estensivo all'aperto di animali (avicunicoli e maiali) e la vendita diretta di uova, verdure, carni fresche e trasformate.

FamilyLocationOutdoor spaces

Top Guest favourite
An aerial view highlights a stone farmhouse nestled within lush greenery, surrounded by mature trees. The structure features a terracotta-tiled roof and a charming porch. A pathway leads to a smaller stone building, providing a sense of harmony with the natural landscape.
Villa in Sarteano
4.97 out of 5 average rating, 158 reviews

Casale in pietra in Val D’Orcia

Casale toscano del '800 con pietre a vista immerso nella meravigliosa campagna Toscana con uno splendido panorama sulla Val di Chiana. E' circondato da un parco di 6 ettari con un uliveto di 300 piante. Si trova a Sarteano, nel paese, un antico borgo medioevale con un castello da sogno, conosciuto per il Festival della Musica e del Jazz che si svolge alla fine dell'estate. Siamo nella bellissima Val d'Orcia, patrimonio naturale dell'umanità dall'UNESCO dal 2004.

FamilyLocationPets

Top Guest favourite
The image depicts a serene pool area surrounded by lush Mediterranean greenery. A bright orange umbrella provides shade, while a well-maintained stone pathway leads to the entrance of a charming stone farmhouse in the background.
Home in Casalini
4.99 out of 5 average rating, 111 reviews

Casolare immerso nella natura

"IL PODERACCIO" è un tipico casolare in pietra posto sulle colline che circondano il Lago Trasimeno immerso in una stupenda macchia mediterranea. Il fabbricato si sviluppa su due piani. La piscina ed il giardino fanno da cornice al tutto. Apertura Piscina dal 1 Maggio al 1 5 Ottobre. Si fa presente che in seguito alla emergenza COVID 19 per la pulizia e la sanificazione della casa sono state adottate tutte le direttive previste dalla normativa in merito.

LocationValueAir conditioning

Guest favourite
The villa showcases a charming stone facade, complemented by a covered terrace that features stylish outdoor seating. Lush green grass surrounds the property, while vibrant planters add a touch of color. The expansive view of the countryside is visible against a backdrop of clear blue skies.
Villa in Allerona
4.96 out of 5 average rating, 53 reviews

Vakantievilla Casale Colline Dolci

Deze luxueuze villa (casale) is gelegen nabij het dorpje Allerona op de grens van Toscane en Umbrië en ligt op 15 km van Orvieto, 100 km van Rome en 120 km van Firenze. Casale Colline Dolci is perfect voor gasten die in alle comfort en rust willen genieten van de schoonheid van het Italiaanse platteland en haar uitstekende keuken, maar even zo goed ideaal voor diegenen die de prachtige cultuur van Italië willen opsnuiven.

ValueLocationLayout

Top Guest favourite
A traditional stone casale is set among lush greenery, featuring wooden shutters on the upper windows. Olive and fruit trees frame the home, enhancing its natural setting. A well-maintained lawn extends around the property, inviting relaxation in this peaceful environment.
Cabin in Cetona
4.96 out of 5 average rating, 169 reviews

Poggio dell'orso.Traditional Casale. Amazing views

Fantastic, recently restored, 150 years old Casale in Tuscany with amazing views. Two bed rooms, a spacious living room with a double sofa bed, a 85" smart TV, a corner with a desk and a fully equipped kitchen. Outside a stone table, a huge garden, a gazebo, a state of art warmed Jacuzzi (optional if available) a fantastic 6 x 12 infinity pool . All the property is fenced. Pet friendly.

FamilyLocationCleanliness

Popular amenities for Olevole holiday rentals