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Family-friendly holiday rentals in Ascoli Piceno

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Ascoli Piceno

  • Total holiday rentals

    Explore 40 holiday rentals in Ascoli Piceno

  • Nightly prices starting at

    Ascoli Piceno holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,200 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Ascoli Piceno holiday 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!

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.
Flat in Ascoli Piceno
4.97 out of 5 average rating, 75 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.

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, 20 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.

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, 139 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
An aerial view showcases a private poolside area surrounded by lush greenery and a well-maintained patio. The inviting pool displays crystal-clear water, with a small seating area near the edge. A charming house with a wooden exterior is visible, enhancing the tranquil ambiance.
Home in Ascoli Piceno
4.76 out of 5 average rating, 211 reviews

La Casetta - Entire house 5 minutes from the center.

Your Oasis of Relaxation in the Marche Region The CASETTA is a cozy home located in the open countryside, just minutes from the historic city of Ascoli Piceno. Surrounded by a lush and unspoiled agricultural landscape, it offers guests a stay experience that combines modern comfort with the authentic atmosphere of the Marche countryside. Thanks to its strategic location, it is the ideal starting point to explore the historic center, the mountains and the sea, all within a few minutes' drive.

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 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.

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
4.97 out of 5 average rating, 30 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
A modern structure is positioned harmoniously within a natural landscape. The exterior showcases a combination of stone and smooth surfaces, complemented by expansive windows that allow for views of the surrounding greenery and mountains.
Home in Fonte Cerreto
4.98 out of 5 average rating, 225 reviews

Cocoon of Gran Sasso

"O blessed solitude, or only bliss" Immersed in the tranquility of nature and a few meters from the Annorsi Fountain and its precious spring water, the "Gran Sasso Refuge" was a stable for sheep. After years of abandonment, converted to residential and accommodation use, it found a second life thanks to a wise renovation that, while respecting the context, made use of the latest technologies such as the floor heating system or the ventilated roof structure

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 in Ascoli Piceno
4.93 out of 5 average rating, 59 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 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 in Ascoli Piceno
5 out of 5 average rating, 11 reviews

Atelier Arringo 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);

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 in Ascoli Piceno
4.95 out of 5 average rating, 146 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.
Flat 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.
Flat 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?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$151 SGD$144 SGD$116 SGD$139 SGD$138 SGD$133 SGD$156 SGD$152 SGD$147 SGD$126 SGD$148 SGD$156 SGD
Avg. temp5°C5°C9°C12°C17°C21°C24°C24°C19°C14°C9°C6°C
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