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Vacation rentals in Monte Pennino

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Top-rated vacation rentals in Monte Pennino

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

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Guest favorite
A rustic stone house is set against a backdrop of rolling hills and bare trees. The structure features a chimney and a covered porch, with a winding driveway leading to the entrance. A tranquil natural setting enhances the home's peaceful ambiance.
Villa in Assisi
4.92 out of 5 average rating, 52 reviews

Casale Santa Margherita in beautiful Assisi

Ideal place for exclusive use by families with children or groups of friends. Large green space with swimming pool. Adjacent to the forest of San Francesco, a destination for excursions and walks in nature. For foreign guests, there is the possibility of having Italian language lessons. We look forward to welcoming you to discover a wonderful place. The seasonal opening of the pool (unheated) is tentatively scheduled from the second half of May, with possible variations depending on weather conditions.

Top guest favorite
The Villa is set among olive trees, featuring a tranquil saltwater pool surrounded by lounge chairs. A stone terrace offers shaded seating, and the rustic building showcases large windows and natural materials. The expansive grounds create an inviting space for relaxation and leisure.
Home in Spello
5.0 out of 5 average rating, 24 reviews

Villa degli Olivi

Nestled among the ancient olive trees, Villa degli Olivi offers a haven of serenity and sophistication and is a short stroll into the cobblestoned paths of Spello along a flat, tree lined lane. This recently renovated Villa offers modern luxury while maintaining its Italian roots. Offering 4 bedrooms, 3 full baths and the possibility for 2 additional guests with a sleeper sofa. A cozy studio apartment with full kitchen, bathroom, laundry and sleeper sofa is also available for an additional cost.

Top guest favorite
A shaded pergola stands by a large swimming pool, draped with light curtains. Comfortable outdoor seating surrounds a circular table. Lush greenery and flowering plants create a serene backdrop, enhancing the tranquil atmosphere of the estate.
Villa in Guardea
4.99 out of 5 average rating, 105 reviews

Exclusive 10 Acre Estate w/ Pool & Olive Grove!

Enchanting, exclusive 10acres estate on a hill, memorable sunsets; large pool framed by lavender&rosemary, open year-round. New air conditioning, Starlink internet. Very private&peaceful 2 floors, 4bedrooms, 4baths, jacuzzibathtub, 55inch smartTV, well-equipped kitchen, porch & pergola for alfresco dining, Weber barbecue, pizza oven, olive grove, fireplace; 20 min. to Orvieto,Todi,Amelia; 10 minutes drive to train station to Rome/Florence, 5min drive to shops in town. Grounds/pool caretaker

Guest favorite
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
4.9 out of 5 average rating, 31 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.

Top guest favorite
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
4.96 out of 5 average rating, 46 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.

Top guest favorite
Villa in Colombella
5.0 out of 5 average rating, 114 reviews

Torre Villa Belvedere Luxury & Relax with pool

"TORRE VILLA BELVEDERE" Wonderful 260-square-meter apartment in a villa with a 12th-century tower. Private pool (15 meters long and 5 meters wide), billiards, darts, 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.

Guest favorite
Home in Belfiore
5.0 out of 5 average rating, 8 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.

Guest favorite
Home in Spello
5.0 out of 5 average rating, 22 reviews

​Lucy's House | Wellness Cave & Panoramic Views

• 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 🫧

Guest favorite
Chalet in Nocera Umbra
4.97 out of 5 average rating, 32 reviews

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.

Top guest favorite
A charming cobblestone pathway is lined with rustic stone buildings and vibrant potted flowers in various colors. A historic archway frames a glimpse of greenery beyond, enhancing the inviting ambiance of the serene village. Natural light filters gently through the scene.
Townhouse in Collepino
5.0 out of 5 average rating, 101 reviews

The Abbot's House near Spello / Assisi

Historic home with a large living room and fireplace, two double bedrooms, two full bathrooms, and a fully equipped kitchen: a real home where you can truly relax, with comfort, silence, and privacy that are rare on holiday. Ideal for couples, families, two couples, and small groups, in the nature of Monte Subasio. Free parking nearby, Spello 5 km, Assisi 15 km. Private panoramic green area (loungers, ping pong, table football) + BBQ.

Top guest favorite
The image depicts a serene pool area surrounded by lush Mediterranean greenery. A bright orange umbrella provides shade, while a well-maintained stone pathway leads to the entrance of a charming stone farmhouse in the background.
Home in Casalini
4.99 out of 5 average rating, 111 reviews

Cottage surrounded by nature

"IL PODERACCIO" is a typical stone farmhouse located on the hills surrounding Lake Trasimeno, immersed in beautiful Mediterranean vegetation. The building is spread across two floors. The pool and garden frame the whole. The swimming pool is open from May 1st to October 15th. Please note that following the COVID 19 emergency, all the directives required by the legislation have been adopted for cleaning and sanitizing the house.

Top guest favorite
A charming terrace offers a scenic view of the surrounding landscape, with terracotta rooftops visible in the distance. Decorative hanging plants are suspended above a table adorned with a floral arrangement. Light filters through sheer curtains, creating a peaceful outdoor space.
Apartment in Spello
4.99 out of 5 average rating, 107 reviews

SPELLO HOUSE Altana bright suite

The Spello House apartments are very bright, located in a historic medieval building that for centuries was the boundary of the third party as evidenced even today by the authentic chain hanging on the walls that divided the ancient districts. It is located just inside the Consular gate, a stone's throw from the recently discovered Roman Villa Sant'Anna, and 50 meters from the paid parking lot, which is only open during the day.

Popular amenities for Monte Pennino vacation rentals