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Family-friendly vacation rentals in Ascoli Piceno

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Ascoli Piceno

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favourite
A yellow teapot is positioned atop a vintage kitchen scale, providing a charming touch to the space. The background features patterned tiles that add visual interest and warmth, while a business card from 'A casa di Lola' rests near the teapot, suggesting a welcoming atmosphere.
Apartment in Ascoli Piceno
4.97 out of 5 average rating, 74 reviews

A casa di Lola b&b

It is in the heart of the historic city center, a flight of stairs from the university, a few meters from the courthouse and transport, a stone's throw from nightlife, museums, library, cinema, bookstores, cafes, restaurants and shops. "A casa di Lola" will win you over with its breathtaking views, the intimacy and brightness of the rooms, the atmosphere, and the attention to detail. Everything is at your fingertips, or rather, at your feet! We welcome solo and non-solo tourists, couples, business travelers, and of course families with children.

Guest favourite
The image captures a pathway leading down to a villa, framed by lush greenery and flowering plants. A distant view of the sea is visible under a partly cloudy sky. A playground with swings is situated on the right, enhancing the outdoor space.
Villa in Roseto degli Abruzzi
4.94 out of 5 average rating, 138 reviews

Emilia's House

Uno splendido appartamento con un'ampia vista mare che racchiude chilometri di costa abruzzese. I vostri risvegli saranno resi unici e indimenticabili. Situato vicino al centro storico medievale di Montepagano: un borgo nato nell' XI secolo dove staccare la spina dalla frenesia cittadina non è mai stato così facile. A soli 4 km potrete godervi splendide giornate di mare nella cittadina di Roseto degli Abruzzi, da sempre un'ambita meta turistica. Dal 1999 il comune si fregia della Bandiera Blu.

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, 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 in Ascoli Piceno
5 out of 5 average rating, 22 reviews

Garden by the River: 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.
Apartment in Ascoli Piceno
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.
Condo in Ascoli Piceno
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 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, 19 reviews

Panoramic loft: Ascoli between history and nature

Enjoy a unique stay in our cozy loft located on the third and last level. Access via stairs guarantees maximum privacy. Located in an elevated position, the accommodation offers a picturesque view of the city from the condominium terrace. With a pleasant 10-15 minute walk you can reach the heart of the historic centre. Upon your return, a slight ascent will lead you away from the hustle and bustle, giving you the tranquility and the view that make our facility special.

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, 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.

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.
Condo in Ascoli Piceno
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
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, 147 reviews

House in the historic center of Ascoli Piceno

Appartamento recentemente ristrutturato, distribuito su due piani di un palazzo antico in una zona soleggiata, silenziosa e lontana dal traffico. Il parquet in ogni ambiente e i dettagli curati creano un'atmosfera calda e accogliente — il posto giusto per rilassarsi e godersi il tramonto sui tetti della città dal terrazzo. Adatto a coppie, famiglie e chi è in città per lavoro.

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.
Apartment in Ascoli Piceno
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.

Guest favourite
The image showcases a rustic living space with exposed stone walls and a ceiling of warm wood. A kitchenette with white cabinetry and a gas stove is visible. A red sofa adds a splash of color. A ladder leads to a loft area, enhancing the charm of the space.
Apartment in Ascoli Piceno
4.94 out of 5 average rating, 109 reviews

A stone's throw from the center

Inside an Art Nouveau-style condominium, on the ground floor, with a living room with a sofa bed, a kitchenette, and a TV. Bedrooms with a queen-size bed, a loft meditation area, and 2 bathrooms with a shower. It is less than an 8-minute walk from the historic center. Regional Identification Code (CIR): 044007-AFF-00024 CIN Code: IT 044007C2WJBWXYD8

Popular amenities for Ascoli Piceno family-friendly rentals

When is the best time to visit Ascoli Piceno?

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Avg. price$161 CAD$154 CAD$124 CAD$149 CAD$147 CAD$142 CAD$166 CAD$162 CAD$157 CAD$135 CAD$158 CAD$166 CAD
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Quick stats about vacation rentals that are family-friendly in Ascoli Piceno

  • Total vacation rentals

    Explore 40 vacation rentals in Ascoli Piceno

  • Nightly prices starting at

    Ascoli Piceno vacation rentals start at $55 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,200 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Ascoli Piceno vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Ascoli Piceno rentals

  • 4.9 Average rating

    Ascoli Piceno stays are highly rated by guests—averaging 4.9 out of 5!

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