
Vacation rentals in Poggio Cupro
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Top-rated vacation rentals in Poggio Cupro
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The House in the Castle - Apartment in Sassoferrato
La Casa in Castello is a modern, bright and minimal apartment in the historic center of Sassoferrato, a stone's throw from the Frasassi Caves. Our accommodation is the perfect retreat for you and your family, in the heart of one of Italy's most beautiful villages. The harmony and charm that you breathe walking through the streets of the Castle are unique, but returning home you will find the comforts of modern life. If you love hiking or biking, there are plenty of trails to discover nearby.
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Dimora Virgili - Urbino - (Full Historic Center)
Dimora Virgili is a large 80-square-meter apartment located in the heart of Urbino's historic center, in one of the city's oldest buildings. 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 environments with a quiet and elegant atmosphere. Ideal for those who want to experience Urbino calmly, living its history without sacrificing comfort.
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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.
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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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Celeste Erard Guest House
Celèste Erard Guest House is the right starting point for visiting an entire region. The apartment is recently renovated and is located in the historic village of Maiolati Spontini. Sea, hills, mountains, sports, art, theatre, music, historic cities and a vast presence of wine cellars ensure different destinations every day within a half-hour drive. Among the main tourist attractions of the area there are also the natural wonders of the famous Frasassi Caves.
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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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Apartment for 4 pers. with pool, min stay 5 nights
Peace, space, and panoramic views Escape the crowds in this peaceful little paradise. Enjoy our panoramic pool with comfortable sun loungers and relaxed hammocks on the large terrace. While you’ll find complete privacy here, the medieval village of Poggio Cupro is just a few minutes' walk away. For cozy restaurants, bars, and shops, a 5-minute drive (2 km) takes you to Cupramontana. The perfect home base for discovering authentic Italy!
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Chalet Monte Alago – The only cabin in the park
The only mountain lodge immersed directly in the meadows of Monte Alago, between Umbria and Marche. Full house for up to 6 people, ideal for those looking for nature, silence, privacy, and natural fresh air. Surrounded only by meadows, woods and trails: perfect for relaxation, hiking, walks, barbecues and days outdoors. A short walk from the Pian delle Stelle and Cinicchia restaurants. By night, a starry sky with no lights around.
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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.
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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.
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The Guest House of the Tavignano Estate
The Tavignano estate is located in the heart of the Marche region, within the famous DOC of Verdicchio dei Castelli di Jesi, between the valleys of the river Esino and the Musone on one side, and between the Apennines and the sea on the other side. From the highest promontory of the Estate dominates the manor house, which houses the barrique, the family house, and an elegant Guest House.
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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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Popular amenities for Poggio Cupro vacation rentals
Other great vacation rentals in Poggio Cupro

Passiflora•Stone Cabin•Fireplace Umbria Views
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House of Olives
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Apartment Acacia in Italian countryside
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Loft with hot tub
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Family Penthouse in Assisi (Frate Sole)
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Camillo Benso
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Bubble Marche - Upupa Bubble
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Farmhouse in Nature
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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
- Malatestiano Temple
- Rocca Maggiore
- Fonti Del Clitunno





