
House holiday rentals in Cupramontana
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Top-rated house rentals in Cupramontana
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Charming detached country cottage
Charming cottage in the hamlet of Castellaro di S.S.Quirico (AN), in a rustic, simple and comfortable style. With its two bedrooms and two bathrooms, it can comfortably accommodate up to 5 people. Fenced garden for the relaxation of guests and their animal friends. Parking spaces in the courtyard. Very quiet and private location but only 6 minutes from the SS76 connecting Ancona and Perugia. It is located 15 minutes from the Frasassi Caves; 20 minutes from the towns of Jesi and Fabriano; 35 minutes from the beaches.
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Farmhouse with garden and pool for exclusive use of wifi
Casale Nonno Dario is a typical Marche countryside home nestled in the hills of the Balcone delle Marche and a strategic position to enjoy the surrounding beauty from the sea to the mountains It is located in the hamlet of Castelletta and includes a living area with a lounge, kitchen and fireplace. Bathroom with shower. Sleeping area with 3 double bedrooms and the possibility of adding a crib and a cot. Large outdoor garden with swimming pool, umbrella, barbecue Free parking on the property.
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All-Inclusive Sea Villa • 16 Guests • Beach&Center
⭐ ALL-INCLUSIVE LUXURY FOR GROUPS UP TO 16 🏖 Beach Resort + 🥐 Breakfast + 🅿️ Parking + 🫧 Jacuzzi + 🪴 Garden INCLUDED 📍 1 min walk to beach & historic centre ✨ This is not just a house — it’s a full experience. Stay in the heart of Fano, just 1 minute walk from both the beach and the historic centre. Perfect for families and large groups up to 16 guests who want space, privacy and everything already included. Everything is designed to give you maximum comfort with zero stress.
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DREAM IN THE HEART OF ASSISI PERFETTA LETIZIA HOME
In the heart of the ancient Roman city of Asisium, between the splendid theater and the suggestive forum, where narrow streets with enchanting gaps run between arches, flowered vases, intertwining staircases, gardens, stone walls, and a luxurious villa still stands. Inhabited since the dawn of time by a noble family, it is still today embellished by a marvelous and large garden with a breathtaking view of the imposing Rocca and the entire deep valley: this is our structure.
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A JUMP IN THE ANCIENT ASSISI PERFETTA LETIZIA HOME
In the heart of the ancient Roman city of Asisium, between the splendid theater and the suggestive forum, where narrow streets with enchanting gaps run between arches, flowered vases, intertwining staircases, gardens, stone walls, and a luxurious villa still stands. Inhabited since the dawn of time by a noble family, it is still today embellished by a marvelous and large garden with a breathtaking view of the imposing Rocca and the entire deep valley: this is our structure.
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Montana House in Stone-Garden-Panorama-Jacuzzi
House on two levels connected by an internal staircase, with independent entrances. On the ground floor there is a fully equipped kitchen, a living area, and a bathroom with a whirlpool bathtub. Upstairs you’ll find two bedrooms, including one with a double bed, a versatile room that can be used as a living room or bedroom, and a second bathroom. Three satellite TVs. Spacious, well-kept and comfortable interiors, ideal for couples, families or small groups looking to relax.
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Casale del Menotre | Countryside Umbrian Retreat
Just minutes from Assisi, between Rasiglia, Spello, and the Menotre Waterfalls, the tourist rental welcomes you. After a day discovering Umbria, just relax in the hydromassage, hammock, deckchairs and BBQ area immersed in nature and the silence of the Umbrian landscape. The house has Wi-Fi, Smart TV with access to personal Netflix, air conditioning and 3 bedrooms, one of which has a private bathroom. Non-entrepreneurial tourist rental without additional services.
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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.
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Casetta del Mastro
Casetta del Mastro is located in the heart of the historical center of Assisi, a few steps away from the Cathedral of San Rufino and a few meters away from the Rocca Maggiore. Close to bars, restaurants, groceries and shops. Equipped with every comfort. It is easily reachable on foot from the Matteotti pay parking. Possibility of free parking at about 200 m. Also reachable by bus. Tourist tax is of € 2/3person per day to be paid upon arrival.
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Casa Raggia
Welcome to your oasis of tranquility! This beautiful modern wooden semi-detached house, surrounded by the countryside, is the ideal retreat for those who want to relax in nature without sacrificing comfort and design. Made with natural and eco-friendly materials, the house is furnished with taste and attention to detail, offering a welcoming, bright, and contemporary environment.
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Byzantine Feel - Suite 01
The villa is located at 500 meters above sea-level, at 17 km from Perugia, 20 km from Assisi and 20 km from Gubbio. The panoramic location is very suggestive and quiet. The apartments was recently renewed and is equipped with everything needed for short or long stays. In the large park there are pets, donkeys and peacocks. Perugia airport is only 13 km.
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Casa Spagnoli
Historic residence in the heart of Assisi's historic center, convenient for getting around on foot with free parking on site. The house includes a large dining room overlooking the Basilica of Santa Chiara, a kitchen, two bedrooms with two private bathrooms with a bathtub and shower. Equipped with Wi-Fi, TV and heating.
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Popular amenities for Cupramontana house rentals
House rentals with a pool

Country House with Pool and Garden
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Apartment for 4 pers. with pool, min stay 5 nights
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GrazieSole Agriturismo exclusive whole house
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Laura's Country House
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Breath of Nature
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Stone Villa: view, pool, bbq, a/c ensuite bedrooms
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Almifiole
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Farmhouse with pool Fano-Urbino
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Weekly house rentals

Wellness Cave & Panoramic Views | Lucy's House
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The Pope's Caprice
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CasaLu
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The Colored House
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The cottage in nature
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[Calende] Parking & Basilica, 2 Min. Walk
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A little house in the woods
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Borgobo' Farmhouse independent orange house
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Private house rentals

Sweet hills
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House in the hills with sea view, 3 km from the beach
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CASA DE NONNA PEPPA farmhouse all to yourself
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Renovated and detached historic home
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Casa Bettini
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Views from the roof of Le Marche
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Elegant apartment by the sea, air conditioning, Wi-Fi, parking
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Romantic suite in the village of Castelleone di Deruta
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Destinations to explore
- Riviera del Conero
- Misano World Circuit
- Senigallia Beach
- Basilica of St Francis
- Frasassi Caves
- Palacongressi Della Riviera Di Rimini
- Sibillini Mountains National Park
- Spiaggia Urbani
- Oltremare
- Shrine of the Holy House
- Furlo Gorge Nature Reserve
- Sibillini Mountains
- Fiabilandia
- Parco Naturale del Monte San Bartolo
- Sirolo
- Mount Subasio
- Tennis Riviera Del Conero
- Gola del Furlo
- Rocca Roveresca
- Castello di Gradara
- Spiaggia della Torre
- Rocca Maggiore
- Fonti Del Clitunno
- Fortress of San Leo





