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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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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, 14 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.

LocationFamilyPets

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, 13 reviews

Villa Ophite: 3 bedrooms and pool

Nestled in the rolling hills of Le Marche, 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 sun terrace, a gazebo with a table, a brazier, children's games, a games room and private parking, all for your exclusive use.

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Top Guest favourite
The illuminated salt-water pool reflects soft lights from a nearby gazebo. The setting features a peaceful outdoor area with lounge chairs, creating a serene atmosphere. The rustic exterior of the house is visible in the background, enhancing the tranquil nighttime experience.
Home in Contrada Colle Galli
4.97 out of 5 average rating, 105 reviews

CASA GALLO ROSSO Hills & Panorama

Casa Gallo Rosso is a country house immersed in the tranquillity of the Abruzzo hills, with large outdoor spaces for exclusive use. At your disposal: • Private swimming pool (10×5 m) with a 500 m² sun terrace • Extensive outdoor areas and panoramic views of the mountains • The entire property all to yourselves 28 minutes from the sea and 40 minutes from the mountains, it is the ideal base for discovering Abruzzo and enjoying an authentic country experience in total relaxation.

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Guest favourite
Condo in San Benedetto del Tronto
4.94 out of 5 average rating, 135 reviews

Via Fanfulla da Lodi 25 - Vacation Apartment

San Benedetto del Tronto (AP) Located in Porto d'Ascoli, Sentina district, a well-served and quiet area, Via Fanfulla da Lodi 25, 200 meters from the sea. First floor apartment, maximum 6 people plus a baby cot if needed: Living room/kitchen with sofa bed, double bedroom, twin bedroom, bathroom, balcony and parking space. Air conditioning, mosquito nets, electric shutters, 3 Gb/day Wi-Fi. The tourist tax to be paid upon arrival is excluded from the price. Breakfast not provided.

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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
4.92 out of 5 average rating, 201 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, 153 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 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.

LocationFamilyView

Top 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, 30 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.

LocationLong stayWi-Fi

Superhost
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 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
Apartment in Stella
4.91 out of 5 average rating, 32 reviews

Casa Stella

Cozy 70-square-meter apartment with a separate entrance, an exclusive courtyard, and private parking in a quiet and well-served area. The sea is about 8 km away (easily accessible also by public transportation). Mountain lovers will find them about 30 km away. The historic city of Ascoli Piceno is just 21 km away. Registration details IT044031C2Z05Q23F4

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Popular amenities for Monsampolo del Tronto holiday rentals