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Holiday houses in Ascoli Piceno

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Top-rated holiday rentals in Ascoli Piceno

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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.
Apartment in Ascoli Piceno
4.94 out of 5 average rating, 16 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.
Condo in Ascoli Piceno
4.91 out of 5 average rating, 23 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

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.
Apartment in Ascoli Piceno
4.89 out of 5 average rating, 38 reviews

Center Boutique home on the river-Ascoli Piceno

🌄 Dream view Admire a breathtaking view of the medieval village and the mountains every day: an experience that will make your stay unique. ✨ Details that make a difference Bright environments, modern design and elegant touches create an intimate and welcoming atmosphere. 📍 Great location A stone's throw from the historic centre, typical restaurants and local attractions, but with the perfect tranquillity to relax 🚗 Parking available : the property has a communal car park

Guest favourite
A dining area features a wooden table surrounded by four chairs, complemented by a decorative table centerpiece. In the background, a spacious bed is visible through an archway, with soft, neutral-coloured walls and wooden flooring throughout the room.
Home in Ascoli Piceno
4.91 out of 5 average rating, 35 reviews

La Chicca Downtown - Center of Ascoli Piceno

"La Chicca in centro" is an independent house located in the historic center. Comfortable and convenient, it is located in a "rua", a small, quiet and characteristic pedestrian street of the area. A few steps from Piazza del Popolo and Piazza Arringo, the "La Chicca in centro", albeit located in a pedestrian area, is adjacent to driveways where there are paid parking lots. A large table, a kitchen and a sofa make the house an ideal space to stay even for several days.

Top Guest favourite
An outdoor dining area is presented, featuring a round table covered with a white tablecloth and two wooden chairs. A glass of wine and a carafe rest on the table. In the background, rolling hills and a mountain range are visible under a soft sky.
Condo in Acquaviva Picena
5 out of 5 average rating, 24 reviews

Charmantes Apartment in traumhafter Hügellage

Mitten auf einem der sanften Hügel der Marken, umgeben von Natur pur und etwas abseits der herkömmlichen Touristenpfade, liegt unser jahrhunderte altes Landhaus -"Casale del Colle". Hier vermieten wir zwei stilvolle, komfortable Appartements mit atemberaubender Terrassenaussicht. Dort, wo Ihnen die sog. 'kleine Toskana' zu Füßen liegt und Sie mal so richtig die Seele baumeln lassen können: Ein Ort der Erholung für jeden, der das ursprüngliche Italien liebt.

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.
Apartment in Ascoli Piceno
4.95 out of 5 average rating, 139 reviews

House in the historic center of Ascoli Piceno

Fabulous newly renovated apartment located on the second and third floors of an ancient building in a sunny, quiet area away from city traffic. The apartment features all the amenities. Every single space is well cared for in every detail. You can take advantage of two bathrooms, one of which is totally in resin with a large shower. Ideal for couples, families and business trips. Ideal place to relax and enjoy the sunsets over the rooftops of the city.

Guest favourite
A bright and airy kitchen area is presented, featuring a small dining table with four black chairs. A kitchenette is equipped with essential appliances, including a stove and a kettle. Natural light enters through a glass door, which leads to a balcony draped in white curtains.
Home in Castorano
4.85 out of 5 average rating, 118 reviews

Apartment with View of the Sibillini Mountains and Hamlet

Cozy apartment with independent entrance is located in a quiet and safe residential area. It offers 1 bedroom, 1 bathroom with linens and a living room with a fully equipped kitchenette with an espresso machine, microwave and everything you need to prepare breakfast and also lunch/dinner. The house is completed by a large terrace with barbecue and private parking. Don't miss your chance to spend beautiful days in this house in a privileged location!

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 out of 5 average rating, 10 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.

Superhost
The exterior of the historic villa is shown, featuring a grand entrance with arched openings. Surrounding greenery adds to the serene atmosphere, while sun loungers are positioned on the lawn, providing a comfortable space for relaxation under the clear blue sky.
Villa in Colli del Tronto
4.86 out of 5 average rating, 80 reviews

Frescoes and Centuries-Old Park– Villa Mastrangelo

A well-known residence in our area: You can easily find us online as a local tourist landmark. Self check-in at any time Discounts for longer stays (contact me) 🏰 Exclusive apartment of over 150 m² 🌿 Private 200 m² garden with century-old plants – PET FRIENDLY 🚗 Private parking (open and closed) FREE 📶 FAST Wi-Fi and Smart TV ☕ Kitchen: coffee, tea, oil, vinegar, sugar, salt, etc. 🧺 Bed linen, towels, soap

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
4.91 out of 5 average rating, 117 reviews

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.

Top Guest favourite
An open window reveals a view of a historic square, featuring a clock tower and stone architecture. People are seen walking across the plaza, while intricate details of the building’s façade can be observed from the indoor space.
Apartment in Ascoli Piceno
5 out of 5 average rating, 16 reviews

Piazza del Popolo Suite

Elegance and comfort in the heart of Ascoli Piceno. Charming apartment with refined design, welcoming atmosphere and equipped with all comforts. In a prestigious 16th-century historic building, live your unforgettable experience directly overlooking the beautiful Piazza del Popolo "Living Room of Italy"!

Top Guest favourite
A rustic entrance is framed by large wooden doors, partially ajar. The stone archway is adorned with a decorative curtain featuring floral patterns. Potted plants with vibrant foliage are positioned on either side of the doorway, enhancing the inviting appearance of the entryway.
Apartment in Cupra Marittima
4.91 out of 5 average rating, 168 reviews

A Nest in the Walls

A quiet retreat in the upper village of Cupra Marittima, protected by the ancient walls of the castle of Marano and with an open view towards the sea. Ideal for a stay between nature and the past (the beach is a 10-minute walk away).

Popular amenities for Ascoli Piceno holiday rentals

Quick stats about holiday rentals in Ascoli Piceno

  • Total rentals

    120 properties

  • Nightly prices starting at

    $31 AUD before taxes and fees

  • Total number of reviews

    2.8K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

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