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Holiday houses in Cupo

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Top-rated holiday rentals in Cupo

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A stone exterior of the house is seen against a vibrant sunset, with sunlight illuminating the landscape. Lush greenery surrounds the property, while tall cypress trees rise prominently. A pathway leads towards the entrance, enhancing the inviting atmosphere of the home.
Holiday home in Spello
4.98 out of 5 average rating, 44 reviews

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.

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Top Guest favourite
A modern living area features a gray couch adorned with patterned cushions, alongside a light brown dining table surrounded by wooden chairs. Sunlight streams through two windows, illuminating plants on the shelves and the minimalist decor, creating an inviting atmosphere.
Apartment in Sassoferrato
5.0 out of 5 average rating, 30 reviews

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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Top Guest favourite
Apartment in Valfabbrica
5.0 out of 5 average rating, 14 reviews

AC|Private Garden|Experiences|Pool|Assisi 20 km

Your private garden retreat in Umbria. Step inside to find a double bedroom, a living with sofa bed,and a full-equipped kitchen with ac. But the true jewel is your very own exclusive garden: the only thing on the agenda is quiet,fresh air and relax. Surrounded by blossoming woodland and ancient olive groves,you'll have the freedom to explore scenic nature trails or immerse yourself in our pool. Try unique experiences we offer right here on the estate:Truffle hunting, bee's world and more.

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Guest favourite
A serene pool area is featured, with crystal-clear water reflecting the surrounding greenery. The rustic stone buildings in the background are framed by lush trees, while comfortable seating arrangements invite relaxation under the sun.
Casa particular in Matelica
4.88 out of 5 average rating, 25 reviews

I light up with immense

Enjoy a different vacation and regenerate your body and mind. Bring books to read under the mulberry trees. Walk through nature, breathing healthy air and traveling kilometers of countryside with organic crops while observing the landscape where nature has been able to create paintings. Relax with the whole family, living days with a different spirit and more attention to those close to you, in accommodation where serenity, atmosphere and nature make everything wonderfully unique.

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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, 44 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.

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Top Guest favourite
Home in Caprile
4.98 out of 5 average rating, 42 reviews

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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Top Guest favourite
A spacious bedroom features a king-size bed with light bedding and decorative pillows. A wooden stool sits at the foot of the bed. Natural light enters through an arched window, and a large mirror reflects the room. Light-colored walls complement the wooden ceiling beams.
Condo in Gubbio
4.99 out of 5 average rating, 132 reviews

Dimora Casina dell'Abbondanza Historic Center

La Dimora casina dell'abbondanza is immersed in the heart of the historic center of Gubbio. The apartment has been recently renovated and enjoys a characteristic location, very quiet and strategic for visiting the city in the heart of San Martino district, behind the famous bridges of abundance. The house has a conditioner and consists of a living area with equipped kitchen, table, bathroom with shower and double bedroom. A free car park is a 8 minute walk away.

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Top Guest favourite
Home in Belfiore
5.0 out of 5 average rating, 6 reviews

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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Top Guest favourite
Villa in Colombella
5.0 out of 5 average rating, 111 reviews

Torre Villa Belvedere Luxury & Relax with pool

“TORRE VILLA BELVEDERE” Wonderful 260-square-meter apartment in a 12th-century villa. Private pool (15 meters long and 5 meters wide), billiards table, darts board, large garden, 80-square-meter porch, barbecue, gym, and relaxation area inside the tower. Convenient private parking within the property. Strategically located, 12 km from Perugia, 4 km from the highway, it can comfortably accommodate up to 8 guests. 3 double bedrooms with private bathroom, TV, safe.

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Top Guest favourite
The rustic stone house is set amidst lush greenery, showcasing a traditional architecture with a tiled roof and charming turrets. Solar panels are visible on the roof, blending sustainability with the natural landscape of rolling hills and trees.
Farm stay in Perugia
5.0 out of 5 average rating, 73 reviews

Cardo Blu be one with nature @ PodereVallescura

Historical stone house recently renovated, a real OFF THE GRID experience where everything is regulated by conserving resources and sustainability. Bedroom has a astonishing view, king size bed, fresh sheets and towels. Two sigle beds are available in the living room. Large bathroom. Kitchenette with everything, fridge, pots and pans, tea, coffee, sugar, honey, eggs from our hens, vegetables from our garden, everything organic. Free Wi-Fi.

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Top Guest favourite
Chalet in Nocera Umbra
5.0 out of 5 average rating, 29 reviews

Monte Alago Chalet – The only cabin in the park

The only mountain lodge nestled directly in the meadows of Monte Alago, between Umbria and Marche. Entire house for up to 6 people, ideal for those seeking nature, silence, privacy and natural fresh air. Surrounded only by meadows, woods and trails: perfect for relaxing, trekking, walks, barbecues and days outdoors. A short walk from the Pian delle Stelle and Cinicchia restaurants. At night, a starry sky with no lights around.

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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, 159 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.

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Popular amenities for Cupo holiday rentals