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Vacation rentals in Monti Sibillini

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Top-rated vacation rentals in Monti Sibillini

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

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Superhost
Villa in Castelraimondo
4.82 out of 5 average rating, 11 reviews

Villa Ermelinda · Ville Carborello Weddings

Villa Ermelinda is a private 16th-century villa set among the rolling hills of Le Marche, ideal for intimate weddings, destination weddings and exclusive stays. It offers exclusive use, a panoramic pool, gardens, a big terrace and beautiful spaces for symbolic ceremonies, poolside aperitifs and dinners under the stars. Hosting up to 18 guests, it also works perfectly with nearby Villa Nasca & Villa Adele, just a few minutes away, for larger wedding groups and unforgettable wedding weekends.

LocationFamilyIndoor spaces

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, 103 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

LocationFamilyHeating

Guest favorite
A serene swimming pool is situated on a deck, featuring clear turquoise water under a bright sky. An umbrella provides shade beside chaise lounges. Scenic hills and mountains stretch into the distance, creating a picturesque backdrop of nature.
Home in Penna San Giovanni
5.0 out of 5 average rating, 8 reviews

GrazieSole Agriturismo exclusive whole house

The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.

LocationFamilyBeach

Top guest favorite
Villa in Colombella
5.0 out of 5 average rating, 113 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.

LocationFamilyAmenities

Guest favorite
A living area showcases a brown sofa and a green armchair, positioned near a small wooden table and a television. Exposed wooden beams highlight the ceiling, while a wooden staircase leads to the upper level. Stone walls add a rustic touch to the space.
Cabin in Meriggio
5.0 out of 5 average rating, 15 reviews

Chalet Fiastra

Maison en Pierre is located in the heart of the Sibillini Mountains. The property is 140 square meters (1,500 square feet) and is situated above Lake Fiastra. The stone farmhouse dates back to the 1500s and features an outdoor relaxation area in the garden with a hot tub and sauna, all of which are eco-friendly. Guests have exclusive use of the property. There is a surcharge of €15 per night for the firewood provided and €15 per night for each dog.

LocationOutdoor spacesHospitality

Top guest favorite
Villa in Guardea
5.0 out of 5 average rating, 39 reviews

Luxury Villa, Salt water Pool-Orvieto -14 p -Owner

Experience authentic luxury at Colle dell'Asinello, a 25-acre private estate in Umbria. Our 6,500 sq ft villa hosts 14 guests in 5 elegant bedrooms. pool saltwater ( Heated on request) (31°C/88°F, covered in winter), hot tub (34°C/93°F), and private SPA with Turkish bath and chromotherapy shower. Located in the heart of Umbria, just 2km from Guardea and minutes from Orvieto, Todi, and Lake Bolsena. Your perfect Italian countryside retreat.

LocationValueOutdoor spaces

Guest favorite
Chalet in Nocera Umbra
4.97 out of 5 average rating, 31 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.

LocationFamilyCheckout

Top guest favorite
A spacious terrace is shown with two lounge chairs featuring patterned cushions. A small table and two folding chairs are visible, alongside an open door leading into the apartment. The stone wall texture of the building complements the warm sunset light.
Condo in Spello
4.96 out of 5 average rating, 272 reviews

"Al Belvedere" Charme & View Tourist Lease

In a XII century building, the property, with a suggestive access, is valorized by a large, furnished terrace overlooking the wide valley facing Assisi, Spoleto, Bastia Umbra, Bevagna, Castel Ritaldi , Trevi, Montefalco and Perugia. My accommodation is suitable for couples, nature fans, families (max 2 children) and 'hairy' friends (pets). We are eco-friendly ... At Belvedere Electricity is 100% from renewable sources! :-)

LocationFamilyHeating

Superhost
An outdoor dining area is set under a rustic stone shelter with a wooden beam ceiling. A wooden table with matching chairs is arranged, accompanied by decorative plants. The backdrop features a lush green landscape, enhancing the inviting atmosphere of the space.
Condo in Spoleto
4.7 out of 5 average rating, 10 reviews

Casa del Melograno in Pianciano

Casa del Melograno is a self-catering guest house that belongs to a medieval stone hamlet named "Borgo di Pianciano" recently renovated and composed by other 3 guest houses. It is located in a secluded and peaceful valley with breath-taking views right in the middle of Umbria's best attractions. Every house has its own private garden and a terrace where it is possible to eat outdoors. Panoramic shared pool and steam bath.

LocationFamilyHospitality

Top guest favorite
A charming, two-story farmhouse features terracotta walls and a sloped roof, surrounded by lush greenery. Potted plants frame the entrance, with a wooden table and chairs positioned outside under a shaded umbrella, offering inviting outdoor seating and scenic countryside views.
Villa in Sant'Angelo in Pontano
4.98 out of 5 average rating, 41 reviews

Traditional 3-bedroom cottage with large garden

Forget your worries in this spacious and serene space. Absolutely tranquil, but less than a five minute drive from the bustling village of Sant’Angelo, which has three restaurants, three bars, and a theatre, as well as all local services. Relax and enjoy the views in the garden, or drive half an hour to the beach or a lake in the mountains, or explore the many beautiful hilltop towns in the area. Something for all tastes!

LocationFamilyLaundry

Guest favorite
A gravel driveway leads to a charming two-story villa surrounded by lush greenery. The building features a mixture of stone and brick walls, framed by large windows with red shutters. Sunlight filters through the trees, creating a serene atmosphere.
Home in Serra
4.94 out of 5 average rating, 35 reviews

villa Strada

NEW FOR '26: Private rooftop Jacuzzi for up to 4 people. Opportunity to enjoy horse-drawn carriage rides along the scenic white roads of Montefortino. Nestled in the heart of the Sibillini Mountains, Villa Strada boasts breathtaking views of Mount Vettore and Mount Sibilla. This elegant 1990s villa combines timeless charm with modern comfort, featuring welcoming and harmonious spaces immersed in nature.

FamilyLocationNearby

Guest favorite
A rustic farmhouse is set against a backdrop of rolling hills and clear skies. The stone structure features a tiled roof and wooden shutters. In the foreground, colorful flowers dot the lush green grass, enhancing the serene landscape.
Farm stay in Montemonaco
4.95 out of 5 average rating, 22 reviews

La Cascina apartment, Sibillini National Park

Breathtaking view of the mountains and hills of the Marche region up to the Adriatic Sea. Comfortable and spacious 3 bedrooms apartment, an ideal base for exploring the Monti Sibillini National Park, hiking or cycling, experiencing the rural atmosphere of the Marche region, discovering food and wine delicacies and much more. The apartment has a large outdoor terrace with a view of Monte Sibilla.

FamilyLocationHospitality

Popular amenities for Monti Sibillini vacation rentals