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Holiday houses in Montelparo

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Top-rated holiday rentals in Montelparo

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Top Guest favourite
A serene infinity pool is set against a backdrop of rolling hills and a clear blue sky. Wooden lounge chairs are positioned beside the pool area, offering space for relaxation. The wooden deck surrounds the pool, complementing the natural landscape.
Apartment in Montalto delle Marche
5.0 out of 5 average rating, 45 reviews

House with swimming pool, ground floor, Villa Cerqueto

Apartment in a house with a swimming pool in the hills 20 km from the sea. Equipped with all the comforts to spend a peaceful vacation in contact with nature and the beauty of the landscape among typical villages, the Adriatic Sea and the Sibillini Mountains. The apartment has 2 large air-conditioned bedrooms, 1 bathroom and 1 kitchen with a terrace where you can eat. The garden and swimming pool, shared with other guests, enjoy a privileged position from which you can enjoy a beautiful view.

Superhost
An inviting dining setting is showcased on a loggia, featuring a table set with plates and glasses. Two reclining chairs are positioned nearby, framed by an archway that reveals a stunning view of rolling hills and mountains in the background.
Home in San Vittoria in Matenano
4.83 out of 5 average rating, 40 reviews

Views from the roof of Le Marche

Welcome to real Italy. This is a unique home, named locally as Casa Matita (The Pencil House). It has an awesome view awaiting you from the loggia (roofed terrace). Relax, read, drink prosecco or dine while watching amazing sunsets in the peaceful medieval village of Santa Vittoria. At the top of the hill-top village, the house enjoys a 180-degree panorama of the sea and the mountains (both 45 mins). Recently restored, with three double bedrooms, parking 50m and shops/bakery/taverna 200m.

Guest favourite
A sleek bathroom is equipped with a glass-enclosed shower featuring ambient lighting and modern fixtures. Adjacent to it, a wooden sauna offers a warm and inviting retreat. The room features wooden flooring, enhancing the overall cozy ambiance.
Holiday home in Amandola
4.95 out of 5 average rating, 43 reviews

House - Il Gioiello - with Jacuzzi and Sauna

The house, immersed in the historic center of the City of Amandola, totally renovated and furnished, has: 2 cozy rooms, a bathroom with sauna and jacuzzi bali Hamman with Turkish bath, a sofa bed in front of the fireplace (not usable), a large living room with kitchen and relaxation area, from which you can enjoy a beautiful view of the Sibillini Mountains. "Il Gioiello" is equipped with a large kitchen furnished and equipped with a ventilated oven, microwave, dishwasher and American fridge.

Guest favourite
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, 6 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.

Guest favourite
A rustic stone house with a tiled roof is displayed, featuring wooden shutters and a wide entrance. A staircase leads to the upper level, while a stone barbecue area is visible to the side, surrounded by greenery and fields.
Cottage in Macerata
4.93 out of 5 average rating, 88 reviews

The house in the old granary

The country farm, surrounded by olive trees and centuries-old oaks, will be all for you just 25 minutes from the sea and an hour from the Sassotetto ski slopes. Ideal for couples or families looking for relaxation, our house is immersed in a silence of yesteryear. You are a 10-minute drive from Macerata and half an hour from the beaches. The space will be at your exclusive disposal. We have a Home Theater with HiFi system. A wood-burning oven is available upon request.

Top Guest favourite
Condo in Monte San Martino (MC)
5.0 out of 5 average rating, 20 reviews

Room in nature with lake view - 4

Separate apartments overlooking Lake San Ruffino and a beautiful view of the Sibillini Mountains. The view of the lake is accompanied by the sound of the animals that inhabit it and the surrounding nature. The place is an oasis of peace: it's suitable for those who love nature and want tranquility. There are several species of birds and it's the ideal place for those who love to photograph. The accommodation does not have a kitchen but there is a small refrigerator.

Guest favourite
An outdoor terrace offers a panoramic view of the surrounding landscape, with mountains in the distance and the city below. A wooden slatted roof provides shading, while a potted plant adds a touch of greenery to the outdoor seating area.
Apartment in Ascoli Piceno
4.91 out of 5 average rating, 196 reviews

L'Attico Sul Fiume center home

Elegant and cozy penthouse in a strategic position a few meters from the central Piazza del Popolo and the city's main points of interest within walking distance. The apartment consists of a bright entrance hall, a living room with an island kitchen, two bedrooms both with TV and bathroom, 2 large panoramic terraces and private parking. The hot tub has an additional cost. In the event that two guests wish to use both rooms, there is a surcharge.

Guest favourite
A stone facade of a charming house is framed by lush greenery and tall conifer trees. A gravel pathway leads to the entrance, while an iron gate adds an element of rustic elegance to the welcoming outdoor space.
Home in Montelparo
5.0 out of 5 average rating, 7 reviews

Charming Casa Capriola - Panoramic views

After a fantastic journey of 2,5 yrs of housing search in the beautiful Marche Region - nestled between mountains and sea - we stumbled upon this beauty and fell in love with it and its surroundings. The house has been re-furnished and we will continue to upgrade it in the coming years. The Marche Region will offer you: Nature, Cycling, Hiking, Beach life, Culinary destination, Truffle region... La Dolce Vita in a precious hidden Italian Gem.

Top Guest favourite
Treehouse in Colonnella
4.97 out of 5 average rating, 146 reviews

NIKE WOODS emotion experience

Our treehouse in the woods, built from iron and originally used as a bivouac, has been transformed into a retreat inspired by Japanese philosophy. Inside, it offers a unique experience with an ofuro (traditional Japanese bathtub), a sauna for relaxation, and an emotional shower that stimulates the senses. The minimalist design and attention to detail create a serene atmosphere, perfect for rejuvenating in harmony with the surrounding nature.

Top Guest favourite
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!

Top Guest favourite
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
5.0 out of 5 average rating, 33 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.

A wooden bench is positioned in front of a stone wall, complemented by a small table. Potted plants with vibrant flowers add color to the setting, while the window features red shutters that frame the view. Natural light enhances the inviting atmosphere.
Guesthouse in Montelparo
4.5 out of 5 average rating, 4 reviews

Agriturismo, romantic apartment in an old farm

In the heart of authentic Italy, nestled in the rolling hills of Le Marche near the historic town of Montelparo, lies Sopra e Sotto. Enjoy warm hospitality on our charming 8-hectare estate. Relax in beautiful surroundings and explore Le Marche, with its stunning mountains, nearby Adriatic coast, and picturesque medieval towns filled with churches, lively squares, and local markets.

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