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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

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.

LocationFamilyGetting around

5.0 out of 5 average rating, 14 reviews
Guest favourite
Apartment in San Benedetto del Tronto

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.

LocationFamilyCondition

5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Monsampolo del Tronto

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.

LocationFamilyBathroom

4.83 out of 5 average rating, 6 reviews
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

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.

FamilyLocationBarbecue

5.0 out of 5 average rating, 8 reviews
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

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.

FamilyLocationNearby

4.97 out of 5 average rating, 106 reviews
Guest favourite
Condo in San Benedetto del Tronto

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.

LocationValueAccess

4.94 out of 5 average rating, 136 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

LocationFamilyCleanliness

5.0 out of 5 average rating, 16 reviews
Guest favourite
An inviting dining area features a large wooden table surrounded by comfortable chairs. Natural elements are incorporated with greenery and decorative plants, while soft lighting enhances the atmosphere. The space is brightened by large windows, offering a view of the outdoor surroundings.
Apartment in San Benedetto del Tronto

Portico dei Sogni - Front Row_Sea

'Portico dei Sogni' is located right on the seafront, with a large private veranda that allows you to enjoy the sea breeze and the Palme waterfront as soon as you step out of the house. The lively city centre is just a 5-minute drive away, offering you the best of the Riviera delle Palme between relaxation and nightlife. Free parking a 3-minute walk away (summer parking) or on the waterfront (paid parking in summer, free in winter until May) - Fast Wi-Fi

FamilyLocationGetting around

4.89 out of 5 average rating, 36 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.
Apartment 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.

LocationValueBathroom

4.92 out of 5 average rating, 203 reviews
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

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.

FamilyLocationKitchen

5.0 out of 5 average rating, 19 reviews
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

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 stayQuiet

5.0 out of 5 average rating, 30 reviews
Guest favourite
A spacious living area features two light-colored sofas and a wooden dining table with seating. Natural light enters through large windows, complemented by decorative artwork on the walls. A fireplace adds a touch of warmth to the room's rustic charm, highlighted by vaulted brick ceilings.
Apartment in Nereto

Abruzzo * Wonderful flat close to the beach *

Beautiful apartment situated in the city centre of Nereto historic town and only 10km from the sandy beaches of the Adriatic sea. In this peaceful Italian town you will be sure to enjoy an splendid view of the Gran Sasso and an atmosphere of maximum relaxation. Ascoli Piceno and his medieval historic town or San Benedetto del Tronto and his famous nightlife are just 10min drive.

FamilyValueWi-Fi

4.91 out of 5 average rating, 122 reviews

Popular amenities for Monsampolo del Tronto holiday rentals