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Holiday rentals in Montedinove

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Top-rated holiday rentals in Montedinove

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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

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.

5.0 out of 5 average rating, 16 reviews
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.
Flat in Monsampietro Morico

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.

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

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

5.0 out of 5 average rating, 16 reviews
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.
Flat in Montalto delle Marche

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.

5.0 out of 5 average rating, 73 reviews
Guest favourite
Holiday home in Monterubbiano

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.

4.95 out of 5 average rating, 20 reviews
Guest favourite
The image captures a scenic view of La Roccaccia, featuring a private pool and lush greenery. Stone pathways meander through the garden, with tall cypress trees framing the scene, while a historic tower is visible in the background against a clear blue sky.
Castle in Montefortino

MarcheAmore - La Roccaccia, La Sibilla Apartment

La Roccaccia was built in 1080 AD as a lookout tower to defend the Fermo area. Located in an enchanting setting between Monte Sibilla, the gorge of Infernaccio and the hilltop town of Montefortino. Today La Roccaccia is a luxury venue with private pool and jacuzzi located among the Sibillini mountains, designed for those in search of peace, relaxation and meditation. Its park is filled with works of art and at it features a private amphitheater with a unique view.

5.0 out of 5 average rating, 7 reviews
Villa in Montefortino (FM)

VILLA SERRA - Sibillini Retreat

COMPLETELY RENOVATED - NEW OPENING 2026 Villa Serra Sibillini Retreat is a detached property with a large garden overlooking the Sibilla and Vettore mountains. The property has three double bedrooms with high-quality king-size Reactive mattresses, one of which has twin beds that can be separated upon request. It now offers spa services, a Finnish sauna overlooking the Sibilla, and a heated whirlpool tub, included with your reservation year-round.

4.6 out of 5 average rating, 5 reviews
Top 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.
Flat in Ascoli Piceno

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.

4.92 out of 5 average rating, 204 reviews
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

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.

5.0 out of 5 average rating, 11 reviews
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

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!

4.98 out of 5 average rating, 44 reviews
Guest favourite
A refreshing swimming pool is surrounded by sun loungers and a shaded area. A small blue table with chairs is positioned nearby, offering a place to relax. Lush greenery frames the view of rolling hills under a clear blue sky.
Villa in Castignano

Lemonvilla - Panoramic position - Pool - 240sqm

Surrounded by vineyards, olive groves and fields, this villa, built in the typical style of the country, is situated in an absolutely quiet location with a wonderful unobstructed view of seven medieval villages, which are illuminated at night. Only a few kilometres away is the village of Castigniano, which has a very attractive old town with small cafés and good shopping facilities.

4.96 out of 5 average rating, 26 reviews
Top guest favourite
A spacious sleeping area features rustic stone walls and exposed wooden beams. Natural light floods the room through large, sheer purple curtains, illuminating a double bed with a floral bedspread and a nightstand beside it. A wooden door leads to an outdoor area.
Farm stay in Montalto delle Marche

Inzolia Apartment

The Inzolia apartment of the Terre Vineate Farmhouse consists of a large living room with kitchenette, two bedrooms and two bathrooms. Outside, it has a large private porch overlooking the Sibillini Mountains and the pool! Shared spaces with other guests include the common central porch with barbecue, swimming pool, play area and cellar. Come and visit us!

5.0 out of 5 average rating, 10 reviews

Popular amenities for Montedinove holiday rentals