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Holiday houses in Monsampolo del Tronto

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Top-rated holiday rentals in Monsampolo del Tronto

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

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Guest favourite
Home in Monsampolo del Tronto
5 out of 5 average rating, 5 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 centre of Ascoli Piceno and 11 km from Martinsicuro. Completely renovated villa on two floors, within a 2500 sqm park, with a well-kept garden and a masonry hot tub. On the ground floor, there is an area with a large living room, an open-plan kitchenette and a bathroom with shower. On the first floor, there are 3 double bedrooms + a sofa bed and 2 bathrooms with windows.

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Guest favourite
A picturesque scene showcases the vast outdoor space leading toward majestic snow-capped mountains. A path is lined with trees and shrubs, while a rustic building is visible in the distance. The clear blue sky provides a bright backdrop to the tranquil landscape.
Cottage in Isola del Gran Sasso d'Italia
4.9 out of 5 average rating, 60 reviews

Lovely cottage by the Gran Sasso mountain.

La Casetta di Trignano. Really close to the mountain (for those who love hiking), to the Sanctuary of San Gabriele and 40 minutes from the seaside and the Adriatic coast. 1h from Pescara, 2h from Rome Airports by car or bus. The structure, fully fenced, has got a private entrance, 3 car places, a patio with table and chairs in the private garden, a vegetable garden and a small orchard. Two bedrooms each with a private bathroom, kitchen, dining room with sofa-bed and fireplace, extra bathroom.

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Top Guest favourite
Apartment in San Benedetto del Tronto
5 out of 5 average rating, 21 reviews

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

Appartamento Nuovissimo (2025) di 89 mq con ampio Cortile privato di 35 mq e parcheggio riservato. - L'appartamento è formato da 2 spaziose Suites, 2 moderni bagni , 1 open space composto da 1 cucina dotata di ogni comfort e 1 incantevole salotto. - Situato in una posizione strategica, a pochi minuti a piedi dalla spiaggia e dal centro di San Benedetto del Tronto. -La casa unisce arredi di design e stile contemporaneo ed è dotata di condizionatori e sistema di ricircolo aria in ogni ambiente.

LocationFamilyAir conditioning

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 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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Superhost
The two-story farmhouse features a spacious lawn framed by bare trees. A covered pergola extends from the house, providing a shaded area with seating beneath it. Wooden shutters adorn the upper windows, while the exterior is highlighted by a warm brick facade.
Home in Colli del Tronto
4.86 out of 5 average rating, 35 reviews

Corner of paradise - Alpaca village nature and relaxation

Typical Marche farmhouse on two floors with a fabulous pergola overlooking the garden. The house is 1 km from the center of the village. Immersed in the Marche countryside, the house is located a few meters from the Tronto river and bordering the bike path that connects S. Benedetto. Not having houses in the immediate vicinity, the house allows you to fully enjoy your stay in absolute freedom (even with music until late at night). A barbecue and wood-burning oven are available.

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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, 150 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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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 out of 5 average rating, 28 reviews

Apartment Il Bassotto

In the heart of the Marche region, in Spinetoli, in the hills between Ascoli Piceno and the San Benedetto del Tronto Riviera, 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.

LocationConditionKitchen

Guest favourite
A spacious living area features large windows allowing natural light to illuminate the room. Soft green walls complement a wooden dining table, accompanied by black chairs. A comfortable seating area is arranged nearby, with a small green space visible near the window.
Condo in Ripatransone
5 out of 5 average rating, 7 reviews

Shared residence

The building is located along the main street of the historic center of Ripatransone, right in the cathedral square. Its privileged location guarantees unique views that are rarely found all together within a historic building. On the one hand, we have the characteristic village and the sea in the distance, on the other hand, a boundless view towards the beautiful Marche hills. Photo by photographer Francesca Marchetti.

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Superhost
Holiday home in Colli del Tronto
4.86 out of 5 average rating, 99 reviews

Frescoes and Centuries-Old Park– Villa Mastrangelo

A well-known residence in our area: You can easily find us online as a local tourist landmark. Self check-in at any time Discounts for longer stays (contact me) 🏰 Exclusive apartment of over 150 m² 🌿 Private 200 m² garden with century-old plants – PET FRIENDLY 🚗 Private parking (open and closed) FREE 📶 FAST Wi-Fi and Smart TV ☕ Kitchen: coffee, tea, oil, vinegar, sugar, salt, etc. 🧺 Bed linen, towels, soap

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Superhost
Apartment in Castel di Lama
5 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 adjoining dining table. Upstairs is the double bedroom with a marble travertine bathroom, decorated with green and cream wallpaper and furnished with walnut furniture. The apartment has a television and Wi-Fi.

FamilyCleanlinessHospitality

Guest favourite
A stone farmhouse is set amidst green hills, surrounded by trees and neatly arranged garden areas. A patio with seating is visible, and vineyard rows extend in the background, contributing to a serene countryside atmosphere.
Home in Monteprandone
5 out of 5 average rating, 7 reviews

Casale Calù

Farmhouse nestled in the Marche hills. Equipped with a large, fully fenced garden. Ideal for stays in the name of tranquility and in a strategic position to enjoy the beauty of the area. 10 minutes from the sea and less than an hour from beautiful mountain routes. Surrounded by medieval villages rich in history and traditions. A place to regain the taste of time.

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