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Holiday rentals in Ascoli Piceno

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Top-rated holiday rentals in Ascoli Piceno

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

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Superhost
A spacious bed is centered in the room, adorned with neatly folded white towels. Soft lighting is provided by two wall lamps, creating a calming atmosphere. Light fabric covers the bed, and a neutral-toned throw adds warmth to the overall design.
Flat
4.89 out of 5 average rating, 46 reviews

Center Boutique home on the river-Ascoli Piceno

🌄 Dream view Enjoy a breathtaking view of the medieval village and the mountains every day: an experience that will make your stay unique. ✨ Details that make the difference Bright environments, modern design and elegant touches that create an intimate and welcoming atmosphere. 📍 Ideal location Within walking distance of the historic center, typical restaurants and local attractions, but with the perfect tranquility to relax 🚗 Parking available : the property has a condominium parking lot

Top guest favourite
A serene outdoor space is depicted, featuring a stone patio with seating arrangements under a canopy. Lush green trees and rolling hills are visible in the background, while a clear blue sky is adorned with fluffy clouds. A planter with flowers adds a touch of color to the scene.
Home
5 out of 5 average rating, 22 reviews

River Garden: Relaxation just 10 minutes from the city centre

Enjoy nature 400 meters from the central square of Ascoli. You can get to the center with a walk. House with garden overlooking the river and the Papal Paper Mill. A quiet and peaceful place. You will be greeted by the warmth of the rustic environment of a typical Italian house, built by my grandfather in 1922, with exposed stone masonry. The Castellano River, which can be easily reached on foot, is perfect for a walk in any season or a cool summer swim. We look forward to seeing you!

Guest favourite
A dining area is illuminated by natural light coming through an open door, leading to a private outdoor space. A round white table is surrounded by four chairs, accompanied by a decorative arrangement of orchids. Exposed wooden beams enhance the rustic charm of the ceiling.
Flat
4.9 out of 5 average rating, 21 reviews

Charme in Centro with private parking

If you are looking for the tranquility and charm of the Old Town in the city of "100 Towers", this delightful apartment will amaze you. Located on the ground floor of a skilfully renovated building, modern three-room apartment with private courtyard, it combines comfort and an enviable location. Immersed in an extremely quiet context, in a typical "rua" in the most authentic part of the center. You can reach all the main attractions in 5 minutes, ideal for visiting Ascoli in comfort.

Guest favourite
A spacious living area is highlighted by a wall-mounted TV and a wooden console. A dining table is surrounded by chairs, and natural light enters through a large window with light curtains. Greenery adds a refreshing touch to the space.
Apartment
4.91 out of 5 average rating, 34 reviews

House in the Center with free private parking

Relax in this peaceful and centrally-located place. Bright apartment located on the second floor of a small condominium with an elevator. Full historic center of Ascoli Piceno, adjacent to Piazza della Viola and less than 300 meters from the main Piazza del Popolo and Piazza Arringo. Consisting of an entrance into a large living room, equipped kitchen, double bedroom, bedroom with two beds, one of which is a foldaway bed, and a large bathroom. Private parking completes the property

Top guest favourite
A bright dining area is presented, featuring a round white table surrounded by four minimalist chairs. Soft natural light filters through sheer curtains, creating a serene atmosphere. A small decorative plant sits at the center of the table, while a corner floor lamp adds an inviting detail.
Home
4.96 out of 5 average rating, 28 reviews

A stone's throw from the square

Enjoy a stylish vacation in this property in the heart of the historic center, a newly built apartment with all the services available, with a large terrace where you can relax and enjoy a snack prepared in the fully equipped kitchen. The property is completed by a beautiful double bedroom with TV and a living room with a comfortable sofa bed and reading space. In the surroundings there are all the amenities: parking and all the most beautiful monuments of the city.

Top guest favourite
Loft
5 out of 5 average rating, 19 reviews

Panoramic loft: Ascoli between history and nature

Enjoy a unique stay in our cosy loft located on the third and top floor. Access via stairs guarantees maximum privacy. Located in an elevated position, the accommodation offers a picturesque view of the city from the communal terrace. A pleasant 10-15 minute walk will take you to the heart of the historic centre. Upon your return, a slight ascent will lead you away from the hustle and bustle, giving you the tranquillity and views that make our facility special.

Guest favourite
A vibrant public square is depicted, featuring green chairs and tables surrounded by blooming flower pots. Historic buildings with varied architectural styles frame the square, and an impressive cathedral can be seen in the background under a clear blue sky with fluffy white clouds.
Apartment
4.93 out of 5 average rating, 58 reviews

Casa Iolanda

The modernly furnished apartment is located on the first floor of an old building renovated according to anti-seismic standards, a stone's throw from one of the most beautiful squares in Italy, Piazza del Popolo. The whole group will enjoy easy access to everything from this centrally located place. It consists of 2 double bedrooms (single beds if needed), a living room with sofa bed, kitchen and 2 bathrooms. Designed to make your stay very enjoyable.

Top guest favourite
A gravel driveway leads to a charming two-story villa surrounded by lush greenery. The building features a mixture of stone and brick walls, framed by large windows with red shutters. Sunlight filters through the trees, creating a serene atmosphere.
Home
5 out of 5 average rating, 27 reviews

villa Strada

NEW IN 2026: Equi-Friendly Structure: we have equipped boxes and paddocks to accommodate your horses. SUMMER 26: Option of carriage rides along the 'strade bianche' (white roads) of Montefortino. In the heart of the Sibillini Mountains, Villa Strada offers a breathtaking view of Monte Vettore and the Sibilla. An elegant 1990s residence, it combines antique charm and modern comfort, with cosy and harmonious rooms surrounded by nature.

Top guest favourite
A warm and inviting bedroom showcases a spacious bed with soft linens. Natural light enters through two windows, illuminating the wooden floors. The decor features simple furnishings, including a small table, while bath towels are neatly arranged on a shelf, contributing to a serene atmosphere.
Apartment
5 out of 5 average rating, 11 reviews

Arringo Atelier Suite

Atelier Arringo is located in the heart of the historic center. The suite has its own entrance, but is an autonomous part of a historic apartment. It is uniquely located in Ascoli's historic botanical garden, You will enjoy absolute privacy, but your hosts will also be at your disposal with warm hospitality on request. Options: - Breakfast in the suite; - City tour; - Exclusive dinner on the private terrace (from June);

Guest favourite
A panoramic view reveals the majestic Sibillini Mountains, with snow-capped peaks under a clear blue sky. Bright purple flowers frame the foreground, adding a vibrant contrast to the serene landscape that stretches across the horizon.
Home
4.94 out of 5 average rating, 51 reviews

Villa Schinoppi - Rustic in the historical center.

Villa Schinoppi welcomes you to the historic center of the city of Amandola, the east door of the Sibillini Mountains National Park. A few meters from the main square, the rustic underwear consists of kitchen, double sofa bed, bathroom with shower, washing machine, air conditioning, alarm system, Wi-Fi, TV. The exclusive panoramic terrace offers a breathtaking view of the Sibillini Mountains.

Top guest favourite
The image captures a close-up view of wooden planks on a small rooftop terrace, leading to a panoramic vista of rolling mountains under a partly cloudy sky. The traditional tiled rooftops of nearby buildings are visible in the background.
Flat
4.95 out of 5 average rating, 147 reviews

House in the historic center of Ascoli Piceno

Recently renovated flat, spread over two floors in an old building in a sunny, quiet area away from traffic. The parquet flooring in every room and the carefully chosen details create a warm, welcoming atmosphere – the perfect place to relax and enjoy the sunset over the city rooftops from the terrace. Suitable for couples, families and those visiting the city for work.

Guest favourite
A neatly arranged bed features a light-coloured headboard and soft bedding. Fresh towels, a grey one and a white one tied with orange bands, are presented on the bed, showcasing a tidy and welcoming sleeping environment.
Flat
4.94 out of 5 average rating, 32 reviews

Your House

Your home is a small apartment located in a central area of Ascoli Piceno, in the Piazzarola district close to the Pia Fortress and among the monumental complexes of the Annunziata, near the church of Sant'Angelo Magno. It is within walking distance of Ascoli's "Piazza del Popolo" From your house you can reach the 235th Piceno Infantry Regiment which is about 3 km away.

Popular amenities for Ascoli Piceno holiday rentals

Destinations to explore

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  2. Italy
  3. Marche
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