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Holiday houses 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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Guest favourite
A softly lit bedroom features a spacious bed with a patterned headboard and relaxed bedding. A bedside table supports a lamp, providing additional light. A closet with wooden doors adds functional elegance, while an open door leads to a more private area of the apartment.
Condo in San Benedetto del Tronto
4.92 out of 5 average rating, 164 reviews

[Brand New-Pedestrian Area] Lovely Apartment

Brand new apartment, in a historic building, elegantly furnished with designer furniture and components. Style, functionality and the characteristic attic structure make the environment graceful, welcoming and suitable for travelers from around the world. Located in a Super Central position, in the heart of the Pedestrian Island, just 5 minutes from the sea and the suggestive “Riviera delle Palme” promenade. A strategic location whether you are in S. Benedetto T. on vacation, for business or pure leisure.

Top Guest favourite
A statue of Christ overlooking a wide view of the town, surrounded by green hills and blue skies. The urban landscape features a mix of buildings with terracotta roofs and greenery, emphasizing the connection between nature and the community.
Loft in Ascoli Piceno
5 out of 5 average rating, 18 reviews

Panoramic loft: Ascoli between history and nature

Goditi un soggiorno unico nel nostro accogliente loft situato al terzo ed ultimo livello. L'accesso, tramite scale, garantisce la massima privacy. Situato in posizione rialzata, l'alloggio offre una suggestiva vista sulla città dalla terrazza condominiale. Con una piacevole passeggiata di 10-15 minuti potrai raggiungere il cuore del centro storico. Al rientro, una leggera salita ti condurrà fuori dal trambusto, regalandoti la tranquillità e il panorama che rendono speciale la nostra struttura.

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
4.9 out of 5 average rating, 41 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 rustic bedroom features a spacious bed adorned with a cozy quilt and decorative pillows. Stone walls are complemented by a small window and potted plants, while soft lighting from bedside lamps creates a serene ambiance. A painting adds a touch of artistry to the space.
Home in Ascoli Piceno
5 out of 5 average rating, 22 reviews

Garden on the River: house 10 min from downtown

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.
Apartment in Ascoli Piceno
4.94 out of 5 average rating, 17 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 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
4.92 out of 5 average rating, 36 reviews

La Chicca in centro - 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
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 in Ascoli Piceno
4.96 out of 5 average rating, 26 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.

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, 142 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 treehouse structure is nestled among tall trees, elevated above the forest floor. Large windows are visible, allowing natural light to flood the space and creating a seamless connection with the surrounding nature. A spacious deck offers a serene view of the greenery.
Treehouse in Colonnella
4.96 out of 5 average rating, 121 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 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.
Condo in Ascoli Piceno
5 out of 5 average rating, 9 reviews

Suite Atelier Arringo - historic center

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);

Top Guest favourite
An entryway features a wooden door opening into a tiled corridor leading to a bright kitchen area. A decorative clay pot with dried plants sits beside the entrance, adding a touch of natural texture to the space.
Apartment in Ascoli Piceno
4.88 out of 5 average rating, 42 reviews

Apartment Malatesta

The apartment has 2 bedrooms ( 1 double and 2 single) and the living room with sofa bed ( double) A kitchen with a dishwasher, washing machine, and oven. A bathroom with a bidet and shower. Travelers with a car, Parking is for a maximum of 2 euros per day because it is reduced rate and non-paid area. There is almost always parking under the apartment.

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"!

Popular amenities for Ascoli Piceno holiday rentals

When is the best time to visit Ascoli Piceno?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$139 NZD$141 NZD$150 NZD$154 NZD$157 NZD$159 NZD$162 NZD$172 NZD$164 NZD$154 NZD$162 NZD$162 NZD
Avg. temp5°C5°C9°C12°C17°C21°C24°C24°C19°C14°C9°C6°C

Frequently Asked Questions

  • Are there family-friendly condo rentals in Ascoli Piceno?

    Ascoli Piceno has more than 10 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Apartment Rentals in Ascoli Piceno?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with air conditioning, over 50 homes with a kitchen, over 10 homes with free parking, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do bed and breakfast rentals in Ascoli Piceno have free parking?

    Absolutely! We offer over 10 bed and breakfast rentals with free parking in Ascoli Piceno. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly bed and breakfast rentals in Ascoli Piceno?

    Four-legged friends are welcome in Ascoli Piceno. Choose from more than 10 bed and breakfast rentals for guests traveling with pets.

  • Do bed and breakfast rentals in Ascoli Piceno have a kitchen?

    Absolutely! We offer over 10 bed and breakfast rentals with a kitchen in Ascoli Piceno. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Ascoli Piceno?

    Experience the best of Ascoli Piceno with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do bed and breakfast rentals in Ascoli Piceno have wifi?

    Absolutely! We offer over 20 bed and breakfast rentals with wifi in Ascoli Piceno. Enjoy a tailored experience with all the comforts you desire.

  • Are there bed and breakfast rentals with a dedicated workspace in Ascoli Piceno?

    Yes! Work meets play with ease at over 10 bed and breakfast rentals in Ascoli Piceno featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about holiday rentals in Ascoli Piceno

  • Total holiday rentals

    Explore 120 holiday rentals in Ascoli Piceno

  • Nightly prices starting at

    Ascoli Piceno holiday rentals start at $33 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,920 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Ascoli Piceno holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Ascoli Piceno rentals

  • 4.8 Average rating

    Ascoli Piceno stays are highly rated by guests—averaging 4.8 out of 5!

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