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Holiday houses in Rupoli

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Top-rated holiday rentals in Rupoli

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Top Guest favourite
A spacious exterior view reveals a charming stone house complemented by vibrant sunset lighting. The image showcases an inviting outdoor seating area with two chairs, set against a backdrop of lush hills and the distant glimmer of the lake.
Home in Perugia
4.97 out of 5 average rating, 157 reviews

La Perla del Lago Holiday home

Forget all your worries in this oasis of serenity. Let yourself be soothed by our amazing views and the sunsets that the lake offers us every evening The Holiday Home La Perla del Lago overlooks Lake Trasimeno. 8 minutes away is the highway from which you can easily reach Florence, Perugia,Gubbio, Spoleto, Norcia and many others In the village, there are bars, food restaurants, a pharmacy, an ATM, a small playground, and a beautiful swimming pool 2 km away for the hottest days.

Top Guest favourite
A vibrant sunset casts a warm glow over rolling hills, with clouds reflecting shades of orange and pink. The landscape features fields and distant trees, with a rustic building visible amidst the greenery, creating a serene scene in the countryside.
Barn in Serra De' conti
5 out of 5 average rating, 25 reviews

RosaClara Casetta

Casetta RosaClara is a former barn inside the courtyard of Casale del Gelso (ancient farmhouse of the late 1800s) located in the Marche countryside. Independent, it consists of two mini apartments of about 40 sqm each and communicating. Very bright and panoramic, it has a terrace/solarium and a pleasant and beautiful space, common to the two rooms, where you can relax and refresh. Newly renovated, it has all the amenities, harmonizing tradition with modern needs.

Top Guest favourite
An outdoor area features a large umbrella providing shade over a seating arrangement. Several potted plants are placed around, and a variety of seating options, including a lounge sofa and dining chairs, are visible on gravel flooring. The rustic stone exterior of the building adds character.
Home in Fossombrone
5 out of 5 average rating, 77 reviews

Casa dei Valli – Duchy of Urbino

In Montefeltro, incorporated into a medieval church, Casa dei Valli is surrounded by woods with a beautiful view of the Furlo Pass. A few km away are some of the most beautiful villages in Italy: Urbino, Gradara, San Leo, Gubbio and other small gems. Nearby the sea, hiking, mountain biking, canoeing. Information on site. Large fenced outdoor space shared with the owner Ulrike, her children and two beautiful Czechoslovakian wolves. Plus, exclusive outdoor space.

Top Guest favourite
The farmhouse entrance is framed by two potted plants and orange pumpkins. A stone facade features a wooden door with gray shutters, complemented by a tiled roof. Natural surroundings are visible in the background, emphasizing the peaceful rural setting.
Home in Prato
4.98 out of 5 average rating, 139 reviews

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

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.

Top Guest favourite
A cozy bedroom features a spacious bed dressed in light blue bedding. A stone wall adds texture alongside warm wooden beams overhead. A minimalist closet and shelving unit are integrated into the design, while a comfortable armchair invites relaxation in the corner.
Home in Maiolati Spontini
4.97 out of 5 average rating, 101 reviews

Dimora nel Borgo - A Relaxing Home

The “Dimora nel Borgo” is a cozy home in the medieval historic center of Maiolati Spontini. It offers a relaxed and comfortable atmosphere, thanks to the recent and careful renovation, and the quiet and peaceful surrounding environment, inside a courtyard of yesteryear. A few meters from the house there are always free parking spaces available, there are no ZTL restrictions regarding the historic center. The house is complete with all amenities.

Top Guest favourite
A shaded patio area features a table and two red chairs set on a grassy lawn, with scattered wildflowers. The backdrop includes a rustic stone building and expansive green hills under a partly cloudy sky, providing a serene outdoor setting.
Holiday home in Sant'Ippolito
5 out of 5 average rating, 10 reviews

La Cincia

Newly renovated apartment, located, large shared equipped garden, furnished with tables and chairs, deckchairs, barbecue and shaded pergola. Stunning view of the sunflower and wheat fields. Located in a strategic area to reach the renowned beaches of Fano, Riccione, Gabicce, Cattolica, Numana, Sirolo in 30 minutes... and the numerous cities of art. A 5 minute walk to restaurant, the apartment will be provided with all the necessary information.

Top Guest favourite
The exterior of the stone annexe is showcased, surrounded by lush greenery. A shaded seating area is highlighted in front, with a small table and chairs beneath an umbrella. A pathway leads up to the entrance, nestled in a serene natural landscape.
Guesthouse in Perugia
4.99 out of 5 average rating, 134 reviews

Ethical house in Umbria

It is a 60 sqm annex suitable for couples who want to visit our region. We don't have a swimming pool but we have the truffle ground, the stream, the roe deer, porcupines, wild boars, our cats and the little dog Moti. In the garden, you will find herbs, fruit, and garden produce. Inside the cottage we rent, you will have our olive oil and helichrysum liqueur that we produce. We also produce saffron, but we sell it! Of course, pets are welcome!

Guest favourite
An aerial view reveals a well-kept property featuring a large rectangular pool surrounded by lounge chairs. Lush greenery, including hedges and trees, complements the landscaped gardens. The farmhouse, with its tiled roof, lies to one side, while a winding path connects various outdoor spaces.
Home in Provincia di Pesaro e Urbino
5 out of 5 average rating, 8 reviews

La Dolce Vita - Casa Marie Leonie

This charming, fully renovated farmhouse offers you an oasis of tranquility. The 5,000 sqm plot is completely fenced, not visible and has a large pool that offers cooling and relaxation. Surrounded by 150 olive trees, you can enjoy nature to the fullest. The house has two apartments (individual rental possible), each with one bedroom and a comfortable sofa bed in the living room, as well as three large bathrooms. Air conditioning on request.

Guest favourite
Two modern cottages are shown with sloped wood-paneled roofs, featuring outdoor terraces with seating. Natural light fills the interiors through large windows. The surrounding area is landscaped with gravel pathways and open green space, enhancing the connection to nature.
Home in Colli al Metauro
4.94 out of 5 average rating, 49 reviews

Orto della Lepre, Timo Cottage

The Orto della Lepre BnB is a small family-run business, which we conceive as a window on our fairytale hills. Our houses are five (Timo, Ortica, Alloro, Salvia, and Pimpinella), built with great attention to energy sustainability and in absolute respect for the environment. The perfect place to enjoy a glass of wine at sunset, walk barefoot, and find your own rhythms and thoughts in the quiet of nature and in contact with your affections.

Top Guest favourite
A stone house framed by lush greenery is seen in the background, complemented by a clear blue swimming pool in the foreground. Sunlight reflects off the pool's surface, creating a serene atmosphere. The home features multiple windows and a charming roof, adding to its appeal.
Apartment in Torricella
5 out of 5 average rating, 17 reviews

CASA DEL MONTE in total relaxation

La Casa del Monte is the place to spend a break in complete relaxation. The location adjacent to the Furlo National Park is strategic for visiting the province of Pesaro-Urbino. Comfortable and cozy, the mountain house is a charming location with a history of 800 years, where the combination of modern comfort and ancient customs is perfectly realized. You can enjoy independent solutions and maximum privacy. Your pets are welcome.

Top Guest favourite
A charming stone cottage is shown, featuring a sloped roof and large glass windows that provide panoramic views. Soft lighting accentuates the exterior, while the surrounding grassy area leads the eye to the distant hills.
Cabin in Cerreto d'Esi
4.99 out of 5 average rating, 134 reviews

Hillside chalet in stone and wood.

At the foot of Mount San Vicino, on a beautiful hill 420 meters above sea level, in complete tranquility and easily accessible, you can enjoy a beautiful 360-degree view, from the Sibillini Mountains to the Gola della Rossa. Easily reachable in 15 minutes Fabriano, in 20 minutes the beautiful caves of Frasassi, in 30 minutes Gubbio and in 60 minutes Senigallia or the Bay of Conero, in 20 minutes the ducal city of Camerino.

Popular amenities for Rupoli holiday rentals

  1. Airbnb
  2. Italy
  3. Marche
  4. Rupoli