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Holiday rentals in Terontola

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Top-rated holiday rentals in Terontola

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Guest favourite
A serene view captures a swimming pool surrounded by lush green grass, with a gentle slope leading to a cottage in the background. A vibrant sunset bathes the scene in warm hues, providing a peaceful ambiance enhanced by nearby trees framing the horizon.
Villa in Cortoreggio
4.86 out of 5 average rating, 59 reviews

The Cypress apartment with sw-pool

Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded by forest, dominates the entire Valdichiana offering a glimpse of the Lake Trasimeno. With its swimming pool which enjoys a breathtaking view, where you can see in the distance Montepulciano and the outline of Mount Amiata, you can indulge in blissful relaxation, leaving behind the stresses and strains of everyday life. To really get the beauty and fragrance of the countryside, we recommend healthy walking and cycling among the many routes available in the area, including the famous passage of Hannibal. Its strategic location allows to reach, with just a few minutes drive, the most important Umbrian and Tuscan historical, cultural and gastronomic sites. Casa Contea lies at 9 Km from Cortona, an Etruscan city in which you can visit historical buildings of a great interest, such as Fortress or the hermitage of the Celle, founded by St. Francis. Lovers of art and archeology, will satisfy their curiosity by visiting the Diocesan Museum, containing works by Luca Signorelli. The farmhouse is divided in 3 apartments, two of which are in the main building (one on the ground floor and the other one on the first level) and the last one is an independent cottage which lies at 20 mt from the main house. Cipresso apartment on the ground floor is composed by a typical countryside livable kitchen separated from the living room by a brick arch. The living room is accessorized by the brick fireplace, a couple sofa-bed, LCD tv, and all the typical furniture of a farmhouse. Laterally both on the left and on the right you can find two ample double bedrooms with two bathrooms on each side. The outside garden of 8000 square meters has got an amazing panoramic view overlooking the Lake Trasimeno from side to side and the whole Valdichiana; it's furnished by a grill and a stoned pizza wood oven and a panoramic stoned patio with outdoor tables and chairs with umbrellas just beside a big swimming pool surrounded by a roses enclosure and secure parking inside. In addition, for the free use of the guests, a laundry and a little grove of trees with a vineyard and a olive grove in which it's possible to take a walk, free wi-fi connection. During spring and summer the area is fulfilled by cultural and typical folklore events. About 38 km from Arezzo, which was a major lucumonies Etruscan, then Roman city of strategic importance. Center full of interesting monuments such as the amphitheater, the Cathedral, the Medici Fortress and the town hall. Among all its beauty stands the Romanesque church of Santa Maria della Pieve. He was renowned for its famous coral vases. About 30 km from Montepulciano, famous for its imposing Renaissance palaces, the elegance of its churches, but especially for its fine wine noble, well-known importance of international importance. About 73 km from the city of Siena has a fabulous repertoire and geographic environment, full of villages, historical memories and treasures of art. Center that keeps alive its ancient traditions, of which the most important is the festival of the Palio. Perugia (42 km), Assisi (65 km) Spello (70 km)

Guest favourite
A stone villa surrounded by greenery is featured under a clear blue sky. A large swimming pool reflects the sunlight, complemented by sun loungers and colorful potted flowers along the edges. The outdoor area is perfect for relaxation with scenic views of the Tuscan hills.
Villa in Castiglion Fiorentino
4.9 out of 5 average rating, 240 reviews

Tuscan charm of villa - countryside - Villa Senaia

In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas

Guest favourite
A shaded outdoor seating area features a white sofa and black wicker chairs, facing a view of Lake Trasimeno. A small table holds drinks, while vibrant sunflowers are arranged nearby. The pool is visible in the background, surrounded by lush greenery.
Villa in La Cima
4.92 out of 5 average rating, 50 reviews

Lake View Private Villa with Pool

Independent private-use stone villa with pool, al fresco living & lush gardens, enjoys stunning views over enchanting Lake Trasimeno. Air-conditioning in bedrooms from 2027***(surcharge). Immersed in beauty & tranquillity by a hillside nature reserve, with driving proximity to the lakeshore, medieval villages, local shops & restaurants. An ideal sanctuary for blissful R&R, (or smart working) in complete privacy, and exploring Umbria-Tuscany natural and historic heritage, and food & wine culture.

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

Guest favourite
Aerial view of a scenic agriturismo surrounded by vineyards and rolling hills. The property features a pool and is framed by tall cypress trees, enhancing the natural landscape of lush green and golden fields under a partly cloudy sky.
Farm stay in Montepulciano
4.96 out of 5 average rating, 115 reviews

Rural Tuscany | Family farmstay with restaurant

Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.

Top guest favourite
An infinity pool is framed by stone decking and wooden lounge chairs, inviting relaxation. Umbrellas provide shade, while terraced gardens with olive trees rise in the background. The surrounding landscape features gently rolling hills and clear blue skies, enhancing the serene outdoor setting.
Villa in Cortona
5.0 out of 5 average rating, 96 reviews

Stunning Tuscan Villa & Panoramic Infinity Pool

Stunning Tuscan hilltop Villa, with infinity edge swimming pool, has sweeping 180° panoramic views to Cortona, Lake Trasimeno and the entire Val Di Chiana. The perfect family retreat within ancient sun-drenched olive groves. 5 Double bedrooms; 4 bathrooms; new fully integrated kitchen & dining living space; living room with fireplace; TV snug; stone BBQ & outdoor kitchen within dining terraces and gardens; covered breakfast porch; parking; private infinity pool with sunset views.

Guest favourite
The pool area features a rectangular swimming pool surrounded by meticulously landscaped gardens. Olive trees, rosemary, and rose bushes complement the scenic views of rolling hills and distant mountains under a clear blue sky.
Villa in Pozzuolo
4.92 out of 5 average rating, 61 reviews

Fabulous Farmhouse with Pool & 360 Panoramic View

In the very centre of Italy, straddling the border of Umbria and Tuscany, this carefully restored farmhouse makes a great base for a memorable Italian holiday. Situated in an idyllic hillside position overlooking Montepulciano, ‘La Colomba’ is blessed with 360-degree views of iconic Italian landscape and fully equipped with all child amenities. Within easy reach of many of the world’s most important historical and cultural attractions, this house really is The Italian Dream.

Guest favourite
The image showcases a sprawling Tuscan landscape, with fields of green and gold stretching towards distant hills. A rustic villa, surrounded by lush gardens and a swimming pool, is centrally located. Mature trees line the property, enhancing the pastoral setting.
Farm stay in Cortona
4.86 out of 5 average rating, 37 reviews

Rural Tuscany | Farmstay with pool & garden

The Tuscan estate Terra di Cortona lies in a strategic position between the beautiful Tuscan town of Cortona and the Trasimeno lake. The farmhouse consists of five spacious apartments and has a history that goes back to the late 17th century, when a noble family built it as a holiday residence. Air conditioning is available, as well as satellite television and Internet access. In the garden of the property there is a pool with solarium, barbecue and volleyball field.

Top guest favourite
Holiday home in Tuoro sul Trasimeno
5.0 out of 5 average rating, 97 reviews

the oasis of the foxes

Welcome to our 18th-century farmhouse, an oasis in the Umbrian hills. What makes our accommodation really special is the breathtaking lake view. Every detail has been taken care of, while the original elements of the house have been restored to preserve their authenticity. Surrounded by nature, you can enjoy moments of tranquility and serenity. Come and discover this place, where authenticity and attention to detail come together to give you a unique experience.

Top guest favourite
Holiday home in Petrignano
4.98 out of 5 average rating, 167 reviews

Fontarcella, H&R- mediterranean home with jacuzzi

Located in the hills between Montepulciano, Castiglione del Lago, and Cortona, Fontarcella is a detached villa surrounded by greenery, offering a private jacuzzi and parking. You'll discover a timeless place to share precious moments. The property, furnished in Mediterranean style, features air conditioning and free Wi-Fi. The fully fenced garden offers a variety of amenities. Just minutes from the highways, Fontarcella is easily accessible for travelers.

Top guest favourite
An elegant bedroom features a spacious, freestanding bathtub positioned near the bed. Soft purple tones are present in the bedding and decorative accents. Natural light filters through a sheer curtain, highlighting the beautifully framed mirror and a stylish dresser adorned with decorative flowers.
Holiday home in Cortona
4.96 out of 5 average rating, 24 reviews

Tuscan Suite Amiata in Villa Q Dimorae Adults Only

Apartment equipped with elegant finishes with objects and works of art of the Florentine tradition. It is located inside the main Quercuum Dimorae villa and has a private gazebo and Jacuzzi as well as a secret room with Japanese fouton. In the master bedroom, a hydro-massage tub with chromotherapy and a private bathroom. The garden, the private outdoor patio, the outdoor swimming pool give this apartment a unique and exclusive touch

Top guest favourite
An aerial view showcases the expansive grounds of Villa Pergo, surrounded by lush greenery and fields. The infinity pool is highlighted, surrounded by sunbeds and shaded by cypress and ancient trees. The countryside landscape stretches into the distance, enhancing the villa's serene setting.
Villa in Pergaccio
5.0 out of 5 average rating, 65 reviews

Villa Pergo is an ancient charming country villa

Stay in a piece of Tuscan history at Villa Pergo, a charming countryside estate dating back to 1640. Surrounded by olive groves and rolling hills near Cortona, the villa offers authentic character, panoramic views, and a beautiful infinity pool. With space for up to 11+1 guests in 6 bedrooms, large gardens and peaceful surroundings, it is the perfect retreat for families or groups looking to experience the true charm of Tuscany.

Popular amenities for Terontola holiday rentals