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Holiday rentals 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
Flat 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 favourite
Home in Monsampolo del Tronto
5.0 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 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.

Superhost
Flat in Castel di Lama
5.0 out of 5 average rating, 4 reviews

Borgo Seghetti Panichi, Apartment 'Sibilla'

A spacious first floor self-catering apartment in the old farmhouse of the Borgo Storico Seghetti Panichi, our family home with a historic villa and chapel, surrounded by a celebrated romantic 1870s garden. Guests can enjoy the garden, pool, citrus terraces, olive grove, kitchen garden, wildflower meadow and shaded seating areas. The view sweeps from the sea to the high Apennines. Sandy Adriatic beaches and fine seafood are 20 mins away; the renaissance jewel of Ascoli Piceno is even closer.

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

Top guest favourite
Apartment 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 favourite
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 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.
Flat 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 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.

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.
Flat 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.

Superhost
Villa in Sant'Angelo in Pontano
5.0 out of 5 average rating, 4 reviews

Villa in the Sibillini Mountains, Pool & Privacy

Private pool villa in Sant’Angelo in Pontano, among the rolling hills of Marche at the foot of the Sibillini Mountains. Sleeps up to 8 with 4 double bedrooms, all with en-suite bathrooms (3 upstairs + 1 in a separate annex), Wi-Fi and air conditioning. Large shaded porch for outdoor dining, lounge corners, and an outdoor BBQ/oven area. Great base for the Sibillini Park and Lake Fiastra.

Top guest favourite
Home in Torano Nuovo
5.0 out of 5 average rating, 16 reviews

Medieval Tower – Gran Sasso View – Apartment 1

Welcome to Borgo Case Lucidi, a haven of authentic beauty nestled in the Teramo countryside, in the municipality of Torano Nuovo. The accommodation is housed in an ancient watchtower that has been expertly renovated in keeping with a conservative restoration approach: exposed beams, original bricks, and a unique atmosphere will welcome you in a setting of rare charm.

Top guest favourite
The rustic stone exterior of the retreat is highlighted by warm evening light. A modern building stands alongside a landscaped area featuring lounge furniture. Lush greenery surrounds the property, enhancing the tranquil setting.
Farm stay in Cellino Attanasio
5.0 out of 5 average rating, 14 reviews

Hideaway with pool and hot tub

Discover our charming retreat in Abruzzo, perfect for families or friends. Nestled between mountains and sea, our home features stunning views and superb outdoor amenities: a pool, hot tub, firepit, and dining area. Enjoy nature and meet our friendly farm animals. Ideal for up to four guests looking for a memorable escape.

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