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Villa holiday rentals in Gubbio

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Top-rated villa rentals in Gubbio

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Superhost
A spacious stone house is set against a clear blue sky, surrounded by a verdant lawn and trees. Large windows invite natural light, while the exterior features a blend of rustic stone and a traditional roof. Steps lead to the entrance, enhancing accessibility.
Villa in San Venanzo
4.88 out of 5 average rating, 112 reviews

country house

Il chiericciolo è una casa di campagna sulle fantastiche colline umbre vicino a Todi e Perugia. La casa ha una vista a 360 gradi su vigne, noci e boschi. La casa è molto grande e accogliente con un bel camino, inoltre è attrezzata con una cucina per divertirsi a cucinare i prodotti tipici locali. La casa è stata ristrutturata lasciando tutti i muri in pietra, le travi di legno castagno a vista e il cotto originale. Mentre gli impianti di riscaldamento e i bagni sono completamente nuovi. Passare una notte al chiericciolo è un'esperienza unica.

Superhost
An aerial view captures a large hilltop property surrounded by lush greenery, with a spacious pool at its center. Two rustic buildings, with traditional tiled roofs, sit amidst olive trees, and expansive hills stretch into the distance under a clear blue sky.
Villa in Umbertide
5 out of 5 average rating, 4 reviews

Il Posto Umbria - full property with large pool

Il POSTO UMBRIA is large hilltop property with an olive grove in the middle of the Umbrian nature. It's quiet and peaceful yet not isolated. It has a large pool (10x15m) and lots of sunny areas as well as shaded spots under the trees. There are options to book culinary experiences and activities: truffle hunting, wine tastings and cooking classes. Il Posto is the perfect place to stay with a large family, multiple families or a group of friends. Come and live ‘la dolce vita’ at IL POSTO

Top Guest favourite
The villa is showcased from an elevated perspective, revealing its traditional stone facade. A well-maintained garden surrounds a clear swimming pool, adding to the serene landscape of rolling hills. The evening light enhances the inviting atmosphere of the outdoor and indoor spaces.
Villa in Todi
5 out of 5 average rating, 25 reviews

Exclusive panoramic villa with private pool

Villa Giorgia is a farmhouse located on the hills of Todi that offers a breathtaking view in a context of complete privacy, just 10 minutes from the city center. The villa accommodates up to 7+1 people in 4 bedrooms, 2 of which have a private bathroom. The refined yet traditional interiors, the living room with fireplace and the equipped kitchen overlook a garden with swimming pool and relaxation areas. A perfect retreat for those seeking relaxation and privacy with all the necessary comforts.

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
4.91 out of 5 average rating, 220 reviews

Tuscan charm of villa - countryside

Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in ​​legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

Top Guest favourite
The image shows a historic villa with a stone façade and a prominent tower. The property is surrounded by a well-kept lawn, with a clear pathway leading to the entrance. Lush greenery and decorative planters enhance the inviting appearance of the building.
Villa in Colombella
5 out of 5 average rating, 104 reviews

Torre Villa Belvedere Luxury & Relax with pool

"TORRE VILLA BELVEDERE" Meraviglioso appartamento di 260 metri quadrati , in Villa del XII sec., appena ristrutturato .La piscina privata ( lunga 15 metri e larga 5 metri ) ,biliardo, biliardino, freccette,ampio giardino , portico 80 mq, barbecue,palestra e area relax all'interno della Torre. Situato in posizione strategica ,12 Km da Perugia, 4km dalla superstrada,può ospitare comodamente fino a 8 ospiti (6 adulti e 2 bambini) . ( 3 camere matrimoniali con bagno privato, Tv, cassaforte )

Top Guest favourite
An outdoor area features a wooden pergola with a spacious table and several black metal chairs, set on a stone patio. The inviting pool is visible in the background, surrounded by greenery and offering scenic views of the valley.
Villa in San Venanzo
4.91 out of 5 average rating, 134 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.

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 out of 5 average rating, 85 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.

Top Guest favourite
A spacious swimming pool is surrounded by well-maintained gardens with lush greenery and tall trees. Comfortable loungers are positioned on the pool deck, and an umbrella provides shade nearby. The tranquil setting offers views of the adjacent hills and landscape.
Villa in Assisi
4.95 out of 5 average rating, 40 reviews

Poggio Ginepro Panoramic Villa in Assisi

Beautiful villa with private pool and garden, set in a breathtaking landscape, just 5 minutes from the center of Assisi and a few meters from the FAI site "Il Bosco di San Francesco". The villa, on three floors, is tastefully furnished with carefully selected furniture, carpets and paintings. It has 4 double bedrooms on the first floor and a sofa bed, for a total of 10 beds. There are also 5 bathrooms on the various floors. The swimming pool is at a lower level of the garden.

Top Guest favourite
The exterior of the stone villa is framed by lush greenery and gardens. The two-story structure features large windows, allowing natural light to fill the spaces inside. The surrounding area includes well-maintained grass and trees, offering a tranquil outdoor setting.
Villa in Valfabbrica
5 out of 5 average rating, 19 reviews

Exclusive Assisi Villa · Tailored Luxury & Privacy

"Colle Dei Massi" is a luxurious retreat nestled in the quiet hills of Umbria. ✔️ Elegant stone farmhouse with exposed wood, restored with timeless charm ✔️ 4 refined suites with private bathrooms and walk-in wardrobes ✔️ Spacious kitchen, two chic lounges, wood-burning fireplace ✔️ Panoramic patio with BBQ and sweeping views of a medieval village 💎 Private chef, wine tastings, massages, guided tours & more 👉 Message now to craft your bespoke Umbrian escape!

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, 136 reviews

Stone farmhouse in Val D'Orcia

19th-century Tuscan farmhouse with exposed stones immersed in the wonderful Tuscan countryside with a splendid view of the Val di Chiana. It is surrounded by a 6-hectare park with an olive grove of 300 plants. It is located in Sarteano, in the village, an ancient medieval village with a dream castle, known for the Music and Jazz Festival that takes place at the end of summer. We are in the beautiful Val d'Orcia, a UNESCO World Natural Heritage Site since 2004.

Top Guest favourite
A villa is positioned on a hillside, surrounded by greenery. A wooden deck encircles a swimming pool, complemented by a shaded seating area. The property features a two-story home with balconies, offering panoramic views of the valley and lush landscape.
Villa in Arezzo
4.99 out of 5 average rating, 105 reviews

Tuscany View - Villa Arianna

This beautiful villa, which can accommodate up to ten (10) people, will provide an unparalleled Tuscan experience.  While positioned perfectly to allow easy access to the most beautiful towns and villages of southern/central Tuscany (such as Arezzo, Florence, Siena, Cortona, Montepulciano) and northern Umbria (such as Perugia, Orvieto, Assisi); you’ll find this villa offers complete privacy as well as a sense of peace and tranquility to all who visit.

Top Guest favourite
The villa, set against a nighttime backdrop, features a well-lit pool that reflects the surrounding greenery. The stone structure is complemented by illuminated trees and soft garden lighting, enhancing the serene atmosphere of the outdoor space.
Villa in Cagli
5 out of 5 average rating, 51 reviews

La Poderina

Villa Poderina is a typical pink stone cottage furnished in a beautiful country chic style, gently nestled on the bank of the Candigliano river located in the Marche hinterland with a wonderful panoramic view. Set in the garden, spacious and very well cared for, the beautiful pool is located, while a few meters inside the property you can access the charming unspoiled river beach with private access where you can take relaxing baths or walk paths.

Popular amenities for Gubbio villa rentals

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