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Holiday houses in Montedinove

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Top-rated holiday rentals in Montedinove

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

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Top Guest favourite
A private panoramic pool is set on a wooden deck, surrounded by lush green grass and olive trees. Sun loungers are arranged neatly nearby, providing ample space for relaxation. The villa is visible in the background, framed by tall cypress trees against a clear blue sky.
Villa in Castorano
5.0 out of 5 average rating, 13 reviews

Villa Fonte in Colle Exclusive relaxation in the Marche region

Beautiful villa with a fenced garden, swimming pool, heated whirlpool, barbecue, veranda with deckchairs and umbrellas, porch and large green spaces. ​It has 4 air-conditioned bedrooms (one on the ground floor), 3 bathrooms and Wi-Fi. ​On the ground floor, there is a living room with a fireplace, a kitchen, a dining room and a bedroom with a shared bathroom. Upstairs there is a suite with a private bathroom, two bedrooms with a shared bathroom and a relaxation area with a mini billiard table, games and books. ​An ideal oasis combining comfort, fun and relaxation.

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Guest favourite
Apartment in San Benedetto del Tronto
5.0 out of 5 average rating, 23 reviews

Mare-app moderno+cortile+free park-2 bedrooms

Apartment Brand new (2025) of 89 square meters with large private courtyard of 35 square meters and reserved parking. - The apartment consists of 2 spacious suites, 2 modern bathrooms , 1 open space consisting of 1 kitchen equipped with every comfort and 1 enchanting living room. - Conveniently located, a few minutes walk from the beach and the center of San Benedetto del Tronto. - The house combines designer furnishings and a contemporary style, and is equipped with air conditioners and an air recirculation system in every room.

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Guest favourite
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
4.84 out of 5 average rating, 43 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
5.0 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.

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Top Guest favourite
An inviting infinity pool with clear turquoise water is surrounded by terracotta tiles and landscaped gardens. Sun loungers and chairs are arranged nearby under a sun-drenched sky. The villa's elegant stone structure is partially visible in the background, framed by greenery and trees.
Home in Fonte Arrigo
5.0 out of 5 average rating, 16 reviews

Elegant Farmhouse Villa with Infinity Pool

Casa Montalto ( look us up online) is an Italian Farmhouse villa where you can truly experience a little dolce vita. Now with easily controlled air con in all bedrooms and living areas. Relax in our stunning infinity pool gazing over the rolling hills of vines and olives towards the Adriatic sea. Super spacious, elegant house with loads of character. The villa stands alone, surrounded by its own vineyard, landscaped gardens and olive trees. Suitable for family or friends get togethers.

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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
5.0 out of 5 average rating, 46 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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Top Guest favourite
Villa in Colli del Tronto
5.0 out of 5 average rating, 15 reviews

Frescoes and Centuries-Old Park– Villa Mastrangelo

Well-known residence in our area You can easily find us online as a local tourist landmark. 1️⃣ Self check-in available at any time 2️⃣ Discounts for longer stays (contact me for details) 🏰 Entire villa of over 600 m² 🌿 Centuries-old park of 2000 m² – pet friendly 🚗 Private parking, both open and covered – free of charge 📶 Air conditioning, fast Wi-Fi and Smart TV ☕ In the kitchen: coffee, tea, oil, vinegar, sugar, salt, etc. 🧺 Bed linen, towels and soap included

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Top Guest favourite
An infinity pool is set against a panoramic landscape, showcasing rolling hills and a clear blue sky. Comfortable lounge chairs are positioned nearby on a wooden deck, inviting relaxation while enjoying the serene views.
Apartment in Montalto delle Marche
5.0 out of 5 average rating, 73 reviews

House with pool, 1st floor, Villa Cerqueto

Located on the 2nd floor and ideal for 6/7 people. Equipped with all the comforts to enjoy 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.

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Guest favourite
Holiday home in Monterubbiano
4.95 out of 5 average rating, 20 reviews

The Cherry House, apt Geranio

Immerse yourself in a dream of peace and quiet. In the middle of nature you will find an apartment that extends over 2 levels: 3 bedrooms, 2.5 bathrooms, spacious living/dining area, 2 terraces and a 12 x 5 m shared pool. Best Italian wines and food, Adriatic coast, historic old towns, golf, mountaineering or paragliding in the Sibillini mountains, you have all the possibilities. Petritoli with restaurants, café, bakery, fish shop and 2 supermarkets is only 3 km away.

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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, 199 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
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, 11 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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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, 43 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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Popular amenities for Montedinove holiday rentals