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Holiday houses in Monsampolo del Tronto

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Top-rated holiday rentals in Monsampolo del Tronto

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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 deck chairs 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, you will find 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 pool table, games, and books. ​An ideal oasis combining comfort, fun, and relaxation.

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Apartment in San Benedetto del Tronto
5.0 out of 5 average rating, 21 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.

Top Guest favourite
A spacious villa is set against a backdrop of gentle hills, featuring a modern design with natural stone and green shutters. A sun deck surrounds a pool, with lounge chairs and a large tree providing shade, enhancing the outdoor living experience.
Home in Offida
5.0 out of 5 average rating, 12 reviews

Villa Ophite: 3 bedrooms and pool

Nestled in the rolling hills of the Marche region, Villa Ophite is the result of the renovation (which took place in 2023 with a view to sustainability) of an old 20th-century farmhouse, the original materials of which have been recovered. The house has 3 bedrooms with private bathrooms, a living area, a laundry room and a large panoramic terrace. You will find a garden with a swimming pool, a solarium, a gazebo with a table, a brazier, games for children, a games room, and private parking, all for your exclusive use.

Guest favourite
Home in Monsampolo del Tronto
4.83 out of 5 average rating, 6 reviews

villa "a world apart"

Relax with the whole family in this "world apart," an oasis of peace 10 km from the beach of San Benedetto del Tr, 15 km from the center of Ascoli Piceno, and 11 km from Martinsicuro. Completely renovated villa on two floors, inside a 2500 sqm park, with a well-kept garden and a masonry hot tub. On the ground floor, there is a large living room with an open-plan kitchenette and a bathroom with a shower; on the first floor, there are 3 double bedrooms + a sofa bed and 2 bathrooms with windows.

Top Guest favourite
A bright bedroom features a spacious bed with a purple coverlet. A wooden dresser and a small desk with a chair are positioned against the wall. Natural light streams in from a nearby window, enhancing the room's warm, neutral tones.
Apartment in Centobuchi
4.92 out of 5 average rating, 26 reviews

La Volpe

NEW ANNOUNCEMENT!! A SPECIAL DISCOUNT JUST FOR YOU!! Welcome to my apartment: LA VOLPE, I leave immediately telling you that there are very strict and meticulous rules: - To enter this structure you must leave the stress outside your entrance, be enveloped by relaxation forgetting time and your commitments. - Surrender to the atmosphere that offers this paradise, suitable for couples and friends guaranteeing maximum privacy and confidentiality despite the position enviable by all!

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

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, 198 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.

Top Guest favourite
Treehouse in Colonnella
4.97 out of 5 average rating, 151 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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An outdoor space features a rectangular pool surrounded by wooden decking. Sun loungers are positioned nearby, with large umbrellas providing shade. The landscape includes rolling hills dotted with olive trees, vineyards, and a clear blue sky above, creating a serene atmosphere.
Apartment in Controguerra
4.83 out of 5 average rating, 46 reviews

Apartment 2 Panoramic Terrace 2-4 pax

The farmhouse, renovated in a rustic style with exposed bricks, is set in a landscape between rows of vineyards and extensive olive groves. The apartment with a wooden roof and large terrace overlooking the Twin Mountains, the Gran Sasso and the Sibillini. You will enjoy the quiet of the countryside in a true cross-section of agricultural life. We are inside a winery, and it is possible, upon request, to buy wine or book a themed tasting.

Top Guest favourite
A welcoming stone retreat is set against a lush green hillside. A modern chair is positioned by a clear swimming pool, reflecting the vibrant outdoor scenery under partly cloudy skies.
Farm stay in Cellino Attanasio
5.0 out of 5 average rating, 19 reviews

Country Escape - Pool & Hot Tub

Escape to our charming retreat in the heart of Abruzzo, ideal for couples seeking romance or a small family getaway. Perfectly positioned between the sea and the mountains, our home offers stunning natural surrounds. Enjoy exclusive outdoor amenities: a refreshing pool, relaxing hot tub, cozy firepit, and al fresco dining area. Engage with nature and meet our friendly farm animals—goats, chickens, ducks, cats, and our lovable dog.

Guest favourite
A serene bedroom features a spacious bed with green accent pillows, complemented by wooden nightstands with decorative lamps. Natural light fills the room through two windows, highlighting the rustic ceiling beams and wooden flooring.
Apartment in Spinetoli
5.0 out of 5 average rating, 28 reviews

Il Bassotto Apartment

In the heart of Marche, in Spinetoli, in the hills between Ascoli Piceno and the Riviera of San Benedetto del Tronto, an elegant residence for your holidays. The apartment 'Il Bassotto', located on two levels and furnished with care consists of two double bedrooms, a large living/dining area with fireplace, equipped kitchen, two bathrooms, air conditioning, heating, TV and a large terrace overlooking the Tronto Valley.

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

Borgo Seghetti Panichi, 'Lotto' Apartment

Dedicated to the artist Lorenzo Lotto, this suite features a spacious living room on the ground floor with a large sofa bed and a kitchen equipped with essential amenities, with an adjacent dining table. Upstairs is the double bedroom with a travertine marble bathroom, decorated with green and cream wallpaper and furnished with walnut furniture. The apartment has a television and Wi-Fi.

Popular amenities for Monsampolo del Tronto holiday rentals