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Holiday houses in Montelparo

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Top-rated holiday rentals in Montelparo

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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 Santa 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.

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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 out of 5 average rating, 7 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.

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Guest favourite
An open living area features a gray sofa adorned with cushions, paired with a simple black dining table set for two. A compact kitchen with white cabinetry and a black countertop sits in the corner, while light flows in through windows framed by exposed brick walls.
Apartment in Sarnano
4.86 out of 5 average rating, 76 reviews

In the heart of the village apartments

Take a break from the hustle and bustle of everyday life. Come and relax within the walls of the beautiful medieval center of Sarnano. Right along the staircase that leads to the main square of the town, there is this new apartment with kitchen and living room, bedroom with 2 single beds or 1 double bed and sofa bed, bathroom equipped with shower. Magnificent view of the Sibillini mountains. Great starting point for walks. Possibility to store motorcycles and recharge e-bikes nearby.

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Top Guest favourite
A bright kitchen area features modern appliances, including a retro-style refrigerator. A wooden dining table is set for a meal, surrounded by white chairs. Natural light enters through multiple windows, complementing the warm, rustic tones of the stone flooring and beams.
Apartment in Monsampietro Morico
5 out of 5 average rating, 44 reviews

Casale Biancopecora, Casa Cerqua

Apartment Casa Cerqua of 100 square meters finely furnished, we have recovered all the old materials of the house in the recent renovation by adapting the old farmhouse to the latest anti-seismic regulations. The decor is a right mix of modern and ancient, elegant but functional. Outside there is a large private area available for guests, with shaded dining area and private barbecue. Complete the property with a 12x4.5 pool with shaded porch available for guests to enjoy.

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Guest favourite
A balcony view showcases rolling green hills and a clear blue sky. In the foreground, a lantern with a candle is positioned on a table, while a swimming pool is visible below, framed by manicured lawns and wooden lounging areas.
Home in Montalto delle Marche
4.93 out of 5 average rating, 46 reviews

Mini apartment with pool Villa Cerqueto

The apartment, ideal for 2/5 people, consists of a large and bright living area with kitchenette, sofa bed, TV and Wi-Fi; a spacious bedroom with double bed and bunk bed and a large balcony where you can eat. The bathroom is inside the room. The swimming pool and garden are shared with all the guests of the property. The Agostini family, owner and resident of the property, will always be ready to respond to every need while respecting the privacy of its guests.

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Guest favourite
Cottage in Campofilone
5 out of 5 average rating, 5 reviews

Mondomini Panoramic cottage with stunning view

Rilassati e ricaricati in quest'oasi di quiete ed eleganza, con un incredibile panorama su mare, colline marchigiane, montagne, immerso in un grande oliveto. Il cottage è accessibile e dotato di 2 camere da letto: una matrimoniale, una con divano letto con materasso da 16 cm estremamente confortevole come letto matrimoniale; due bagni, soggiorno e cucina attrezzata. Arredato con gusto e mobili di antiquariato. Perfetto per lunghi periodi di smart working.

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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 out of 5 average rating, 8 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.

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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, 197 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.

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Guest favourite
Treehouse in Colonnella
4.97 out of 5 average rating, 149 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.

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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!

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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
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.

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Superhost
Apartment in Castel di Lama
5 out of 5 average rating, 3 reviews

Borgo Seghetti Panichi, 'Lotto' Apartment

Dedicata all’artista Lorenzo Lotto, questa suite ospita al pian terreno un ampio salotto con un grande divano letto ed una cucina dotata delle comodità essenziali, con adiacente il tavolo da pranzo. Al piano superiore la camera da letto matrimoniale con bagno in marmo di travertino decorata con tappezzerie verdi e crema, e arredata con mobili di noce. L’appartamento dispone di televisione e wi-fi.

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Popular amenities for Montelparo holiday rentals