
Holiday houses in Cupramontana
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Top-rated holiday rentals in Cupramontana
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Panoramic Porta Fontevecchia house.
Surrounded by greenery and tranquility, it is the ideal vacation home for those seeking peace, silence and relaxation. Large, spacious, bright, with a breathtaking view and different environments to take advantage of. Dating back to 1600, finely renovated, it is located in Umbria, in the historic center of Spello, in a privileged position close to numerous art sites. It enjoys a unique view that sweeps from Mount Subasio to Assisi and from the Foligno valley to Spoleto. Reachable by car, it is 200 meters from the parking lots.

Farmhouse in Nature
Country house that offers moments of tranquility in a serene atmosphere, we produce DOC wine and EVO Oil. The Marche region is full of wonders given by Mother Nature, the sea, the mountains, the valleys dotted with rivers, the gorges and the natural passes of the Apennines, or built by the wisdom of renowned artists. But the works created by the simple hand of the farmer certainly do not disfigure in the panorama that opens before your eyes. "...may your walk be light, traveler, and your heart light."

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.

Penthouse BeachFront All Inclusive for Families
Luxury SeaFront Penthouse with a 360° Stunning View for Families and Large Groups of up to 10 People. ALL INCLUSIVE: • Private Beach in Front of the House: with 3 Umbrellas, 9 Sunbeds, and a Free Pool⛱️ • Super Breakfast at 2 Top Bars 🥐 • 2 Parking Spaces 🅿️ This 140m2 Super Loft is located in Fano's most central building: restaurants, bars, supermarkets, and shops, just 100 meters from the historic center. Furnished to the highest standards with the best Made in Italy products.

Dimora Virgili - Urbino - (Full Historic Centre)
Dimora Virgili is a large 80 sqm apartment located in the heart of Urbino's historic centre, inside one of the oldest buildings in the city. The spaces are generous and equipped with all comforts, designed for a comfortable and relaxed stay. Set in a historical context of great value, the residence combines well-kept and functional rooms with a quiet and elegant atmosphere. Ideal for those who want to experience Urbino at a leisurely pace, soaking up its history without sacrificing comfort.

Belvedere apartment overlooking the Sibillini Mountains
The apartment has been completely renovated. It is located in the historic center in a secluded corner, convenient and close to all amenities, the label museum and the beautiful little square in the heart of Cupramontana. Beautiful view of the Sibillini. The apartment has been completely refurbished and is located in the historic center, comfortable and close to all services, to the museum of labels and to the beautiful square of Cupramontana. Beautiful view of the Sibillini Apennines.

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.

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.

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.

Wellness Cave & Panoramic Views | Lucy's House
• A unique retreat in the heart of Spello • Unwind in the private panoramic courtyard with an outdoor heated hot tub, open-air fireplace, and the silent Umbrian valley stretching out before you. Then descend into your private wellness grotto — infrared sauna and chromotherapy hydromassage tub — yours alone, with no timetables and no sharing, for your entire stay. 🫧 Full exclusive access to the wellness grotto is included with every booking 🫧

VacanzeNelVerdeGenga 2/4guests Exclusive
Our house, renovated using original materials, is a mix of old and new that transmits warmth, desire for relaxation. The call of the surrounding nature is strong, especially in the veranda, where, the large windows look towards a beautiful view, which on clear days discovers the sea. During the summer, the exclusive swimming pool, infinity, also towards this beautiful landscape becomes the protagonist.

Casa Raggia
Benvenuti nella vostra oasi di tranquillità! Questa splendida casa bifamiliare moderna in legno, immersa nella campagna, è il rifugio ideale per chi desidera rilassarsi nella natura senza rinunciare al comfort e al design. Realizzata con materiali naturali ed ecosostenibili, la casa è arredata con gusto e attenzione ai dettagli, offrendo un ambiente accogliente, luminoso e contemporaneo.
Popular amenities for Cupramontana holiday rentals
Other great holiday rentals in Cupramontana

Vacation home with pool in the Marche

The little house in the hills

Monte Alago Chalet – The only cabin in the park

House of Olives

B&B Il Baco

Bice's House

Borgobo' Farmhouse independent orange house

Apartment for 4 pers. with pool, min stay 5 nights
Destinations to explore
- Riviera del Conero
- Misano World Circuit
- Senigallia Beach
- Frasassi Caves
- Basilica of St Francis
- Palacongressi Della Riviera Di Rimini
- Sibillini Mountains National Park
- Spiaggia Urbani
- Shrine of the Holy House
- Oltremare
- Fiabilandia
- Furlo Gorge Nature Reserve
- Sibillini Mountains
- Sirolo
- Tennis Riviera Del Conero
- Parco Naturale del Monte San Bartolo
- Mount Subasio
- Gola del Furlo
- Rocca Roveresca
- Castello di Gradara
- Rocca Maggiore
- Spiaggia della Torre
- Fonti Del Clitunno
- Cathedral of San Lorenzo





