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Vacation rentals in Monsampolo del Tronto

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Top-rated vacation rentals in Monsampolo del Tronto

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

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Top guest favorite
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 a 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 ample green space. ​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 of comfort, fun and relaxation.

Top guest favorite
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 furniture and a contemporary style, and is equipped with air conditioning and a recirculation system in every room.

Guest favorite
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 favorite
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

Top guest favorite
Condo in Grottammare
5.0 out of 5 average rating, 19 reviews

ALBA UNDA • RC – La Maison | 300m from the sea

ALBA UNDA • RC – La Maison is a charming maison in the heart of Grottammare, just a 5-minute walk from the sea. A spacious and bright apartment (~130 sqm), with an eclectic character inspired by Parisian elegance, where carefully chosen furnishings, vintage pieces and distinctive details tell the story of a personal, lived-in home. It features 2 bedrooms, a living area, a fully equipped kitchen and 2 bathrooms (shower and whirlpool bath). Air conditioning throughout.

Guest favorite
Cottage in Campofilone
5.0 out of 5 average rating, 5 reviews

Mondomini Panoramic cottage with stunning view

Relax and recharge in this oasis of calm and elegance, with an incredible view of the sea, Marche hills, and mountains, surrounded by a large olive grove. The cottage is accessible and equipped with 2 bedrooms: one double, one with a sofa bed with a 16 cm mattress that is extremely comfortable as a double bed; two bathrooms, a living room and an equipped kitchen. Tastefully furnished with antique furniture. Perfect for long periods of smart working.

Guest favorite
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.

Top guest favorite
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.

Top guest favorite
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 favorite
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 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.

Superhost
A spacious villa is surrounded by lush greenery and mature palm trees. An inviting swimming pool is complemented by sun loungers on a wooden deck. The property is nestled among rolling hills, creating a serene and private outdoor setting.
Home in Controguerra
4.68 out of 5 average rating, 19 reviews

Villa Iulia | VIBRA

By renting Villa Iulia you will have the entire villa at your disposal. A characteristic and wonderful rural house strategically located in the Abruzzo hills. Just 8 km from the sea, you can enjoy a unique experience of relaxation. The cozy villa is located in the middle of the Abruzzo hills, with a swimming pool and private garden. It has all the comforts for a stay full of leisure and relaxation.

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 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.

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