Compare Vacation Rentals & Airbnb in Ascoli Piceno

246 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Ascoli Piceno vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

246 Rentals and Airbnb in Ascoli Piceno

Best family friendly Ascoli Piceno vacation rentals

Among the 246 accommodations in Ascoli Piceno, here are the 4 best family friendly rentals

Easy Home - Piazza Del Popolo - Ascoli Piceno
8.9 54 reviews
Ascoli Piceno
21/06 – 22/06
$209/nightfor 1 night

Easy Home - Piazza Del Popolo

2 2
apartment , Ascoli Piceno
This apartment is situated in the Piazza del Popolo district of Ascoli Piceno, just a short walk from the San Gregorio church and a few steps from the bustling Piazza del Popolo. It's a great base for exploring the city's historic centre, with its charming shops, restaurants, and lively atmosphere.
This two-bedroom flat is 70 square metres in size and can comfortably accommodate up to seven guests. It features a fully equipped kitchen, air conditioning, a flat-screen TV, free Wi-Fi, and a private bathroom.
Agriturismo Casa Rosa - Ascoli Piceno
9.2 43 reviews
Ascoli Piceno
11/07 – 14/07
$220/nighttotal: $660 (3 )

Agriturismo Casa Rosa

2 3
farm , Offida
Agriturismo Casa Rosa, a self-catering property near Offida, is conveniently located 21 kilometres from San Benedetto del Tronto and 31 kilometres from Piazza del Popolo, with Abruzzo Airport 97 kilometres away.
This one-bedroom farmhouse offers 15 square metres of space, sleeping up to four guests and including air conditioning, Wi-Fi, parking, a garden, and barbecue facilities.
Villino Sabina - Ascoli Piceno
9.6 11 reviews
Ascoli Piceno
11/07 – 14/07
$372/nighttotal: $1116 (3 )

Villino Sabina

3 3
house , Civitella del Tronto
Villino Sabina, a spacious holiday home in Civitella del Tronto, is located 24km from Piazza del Popolo and 23km from Stadio Cino e Lillo Del Duca.
This 200 square metre property sleeps up to 15 guests, boasting three bedrooms, two bathrooms, a well-equipped kitchen, a garden with barbecue and outdoor play areas, a tennis court, and free Wi-Fi.
Agriturismo San Filippo Neri - Ascoli Piceno
9.0 2 reviews
Ascoli Piceno
11/07 – 14/07
$238/nighttotal: $714 (3 )

Agriturismo San Filippo Neri

1 3
glamping , Castignano
Agriturismo San Filippo Neri is located in Castignano, 29 kilometres from Piazza del Popolo and 24 kilometres from San Benedetto del Tronto and Stadio Cino e Lillo Del Duca.
This farm stay offers air-conditioned units with private entrances, dining areas, fireplaces, and ovens, as well as fully equipped kitchens in some, featuring a fridge and dishwasher, alongside a swimming pool, jacuzzi, terrace, garden, and table tennis facilities.

Best Ascoli Piceno vacation rentals with parking

Casa Di Venere - Ascoli Piceno
9.5 39 reviews
Ascoli Piceno
30/07 – 01/08
$129/nighttotal: $258 (2 )

Casa Di Venere

1 2
apartment , Ascoli Piceno
CASA di VENERE, a family-friendly apartment near Ascoli Piceno, is conveniently located approximately 2.7 kilometres from the Stadio Cino e Lillo Del Duca and 5 kilometres from Piazza del Popolo.
This 70-square-metre flat offers a spacious layout with one bedroom, one bathroom, and can accommodate three guests, boasting a private terrace, free Wi-Fi, free on-site parking, and proximity to hiking trails.
Fattoria La Cona - Ascoli Piceno
8.5 209 reviews
Ascoli Piceno
11/07 – 14/07
$212/nighttotal: $636 (3 )

Fattoria La Cona

2 3
farm , Ascoli Piceno
Fattoria La Cona is a hotel located just 5km outside of Ascoli Piceno, close to the Piazza della Rinascita, Fontana La Nave di Cascella, and the Museum of Modern Art Vittoria Colonna. The hotel has a peaceful rural setting, offering a tranquil escape from the bustling city centre, and has been rated very good by previous guests, with excellent cleanliness and a good location.
The hotel offers comfortable rooms with TVs, free Wi-Fi throughout, and free parking for guests arriving by car. Fattoria La Cona also has a garden, room service and is family-friendly, with cribs and rollaway beds available.
Center Boutique Home Sul Fiume - Ascoli Piceno
9.3 119 reviews
Ascoli Piceno
22/06 – 24/06
$189/nighttotal: $378 (2 )

Center Boutique Home Sul Fiume

1 1
apartment , Ascoli Piceno
This apartment is located in the Sul Fiume district of Ascoli Piceno, a peaceful neighbourhood just a short walk from Piazza del Popolo, the main square, and the stadium, making it ideal for exploring the city on foot. It has received excellent ratings for location, cleanliness and user experience.
The flat has one bedroom and one bathroom, accommodating up to three guests. It features a fully equipped kitchen, air conditioning, a balcony, free Wi-Fi and free parking, ensuring a comfortable and convenient stay.
Centro Storico + Parcheggio Privato | Casa Ascenzi - Ascoli Piceno
10 7 reviews
Ascoli Piceno
22/06 – 24/06
$204/nighttotal: $408 (2 )

Centro Storico + Parcheggio Privato | Casa Ascenzi

1 1
apartment , Ascoli Piceno
This 75 sqm apartment, located in Ascoli Piceno's historic centre, offers a unique stay within a restored 15th-century palazzo, just a short walk from Piazza del Popolo.
This one-bedroom dwelling for two guests provides air conditioning, private parking, and a kitchen equipped with a fridge, freezer, and microwave, ensuring comfort and convenience for exploring the local restaurants, bars, and shops.

Frequently Asked Questions about vacation rentals in Ascoli Piceno

  • What should a first-time visitor not miss in Ascoli Piceno?

    You absolutely must visit the Piazza del Popolo, the main square in Ascoli Piceno. It's surrounded by beautiful buildings, including the Palazzo dei Capitani, the Loggia dei Mercanti and the Cathedral of St. Emidio. A walk around the historic centre, especially along Corso Mazzini, is a must. Don't forget to try the local speciality, olive all'ascolana, a fried olive stuffed with meat.
  • What are the best Airbnb and vacation rentals in Ascoli Piceno?

    Cubanito Bailon, Mimì E Cocò Country House and A Letto Nell'arte are the most popular Airbnb and vacation rentals in Ascoli Piceno among travelers.

  • Which neighborhood in Ascoli Piceno should you consider for a vacation rental?

    The historic centre, known as the 'centro storico', is the best place to stay in Ascoli Piceno. It's within walking distance of all the main attractions, restaurants and shops. You can find a good selection of vacation rentals in the streets around the Piazza del Popolo, especially along Corso Mazzini and Via dei Fiori.
  • What are the most popular Airbnbs in Ascoli Piceno?

  • What are the top family-friendly attractions in Ascoli Piceno?

    The Museo Archeologico Piceno is a great place for families to learn about the history of the region. The Pinacoteca Civica offers a chance to explore art, and the Museo dell'Olio d'Oliva, with its interactive exhibits, is a fun experience for children. The park at the foot of the hill is perfect for a picnic.
  • What are the best vacation rentals with a pool in Ascoli Piceno?

    Cubanito Bailon, La Casetta - Intera Casa A 5 Minuti Dal Centro and Holiday Home For 19 are the best vacation rentals with a pool in Ascoli Piceno.

  • When is the best time to book a vacation rental in Ascoli Piceno?

    The best time to book a vacation rental is during the shoulder season, from April to May or September to October. You'll avoid the crowds and enjoy pleasant weather. The summer months, from June to August, are popular with tourists, so you'll likely need to book well in advance.
  • What are the best rentals for families and kids in Ascoli Piceno?

    The best rentals for families and kids in Ascoli Piceno are Cubanito Bailon, Mimì E Cocò Country House and A Letto Nell'arte.

  • What events or festivals should visitors check out in and around Ascoli Piceno?

    The 'Festa delle Ciliegie' (Cherry Festival) in June is a highlight, celebrating the local cherries with street food and music. The 'Quintana' in August is a historical re-enactment of a medieval jousting tournament, with parades and colourful costumes. You can also check out the 'Festa del Vino' (Wine Festival) in September.
  • What are the best rentals or Airbnbs with a jacuzzi in Ascoli Piceno?

    The best vacation rentals or Airbnb with a jacuzzi in Ascoli Piceno are L’attico Sul Fiume Center Home, Furiaforte and Villa Giuliana Holiday Home.

  • What are the best budget-friendly activities in Ascoli Piceno?

    Ascoli Piceno is a great city for budget-conscious travellers. A walk around the city centre, exploring the historic streets and squares, won't cost a penny. You can also enjoy a picnic in the park at the foot of the hill, or visit the free museums on specific days of the week.
  • What are the best restaurants with local dishes in Ascoli Piceno?

    For traditional Ascolani cuisine, try 'La Taverna di Emidio', known for its 'Olive all'ascolana' (stuffed olives) and 'Chitarra alla Bolognese'. 'Osteria del Borgo' offers delicious pasta dishes, including 'Chitarra all'ascolana', a local speciality. 'Il Ristorante del Teatro' serves up classic Italian dishes with a modern twist.
  • What are the best walking or cycling routes in Ascoli Piceno?

    A walk along the city walls offers stunning views of the surrounding countryside. You can also cycle along the 'Via Salaria', an ancient Roman road that runs through the city, or explore the nearby hills on a mountain bike.
  • Are there pet-friendly attractions in Ascoli Piceno?

    Many of the parks and gardens in Ascoli Piceno are pet-friendly. You can also find several cafes and restaurants that welcome dogs on their terraces. The city's main square, Piazza del Popolo, is a popular spot for dog walkers.
  • What are the benefits of choosing a vacation rental in Ascoli Piceno?

    Vacation rentals offer more space and privacy than a hotel room, and they often come with a kitchen, allowing you to prepare your own meals. They also provide a more authentic experience, as you'll be living like a local.
  • What are the top sports attractions and facilities in Ascoli Piceno?

    The Stadio Cino e Lillo Del Duca is home to Ascoli Calcio 1898, a football team that plays in Serie B. The city also has a number of sports facilities, including tennis courts, swimming pools, and a golf course.

Destinations nearby

Best Ascoli Piceno vacation rentals with a balcony

A Due Passi - Ascoli Piceno
9.3 15 reviews
Ascoli Piceno
11/07 – 14/07
$261/nighttotal: $783 (3 )

A Due Passi

2 3
apartment , Castel di Lama
A DUE PASSI apartment in Castel di Lama offers a spacious 115 square metre (1238 sq ft) property, conveniently located 14.6 km from Piazza del Popolo and 13 km from Stadio Cino e Lillo Del Duca.
This two-bedroom, two-bathroom dwelling sleeps up to seven guests and boasts a private terrace with scenic views, a fully equipped kitchen, free parking, and child-friendly amenities including outdoor play equipment and an outdoor fireplace.
Gorgeous Home In Offida - Ascoli Piceno
Ascoli Piceno
11/07 – 14/07
$1216/nighttotal: $3648 (3 )

Gorgeous Home In Offida

5 3
house , Offida
This detached house in Offida is located approximately 19-24 kilometres from Piazza del Popolo and Stadio Cino e Lillo Del Duca, with San Gregorio and San Benedetto del Tronto also within a similar range.
This spacious 270 square metre villa accommodates up to 17 guests across 5 bedrooms and 3 bathrooms, offering air conditioning, a private balcony, a swimming pool, a garden, and free WiFi and parking.
Ponte Di Cecco Appartamenti - Ascoli Piceno
9.3 84 reviews
Ascoli Piceno
11/07 – 14/07
$260/nighttotal: $780 (3 )

Ponte Di Cecco Appartamenti

1 3
apartment , Ascoli Piceno
This apartment is located in Ascoli Piceno, just over 800 metres from Piazza del Popolo, the city's main square, and within walking distance of San Gregorio church and the Cino e Lillo Del Duca Stadium. The apartment has received excellent ratings for cleanliness, location and overall experience.
The apartment has a private bathroom and a shared lounge area. It also offers a range of amenities including a fully equipped kitchen, air conditioning, a terrace or balcony, a garden, a tennis court, parking and internet access.
Dimora San Martino - Ascoli Piceno
8.3 28 reviews
Ascoli Piceno
11/07 – 14/07
$193/nighttotal: $579 (3 )

Dimora San Martino

1 3
apartment , Offida
Dimora San Martino is a self-catering apartment in Offida, conveniently located within a 21km radius of San Benedetto del Tronto and approximately 27km from both Piazza del Popolo and San Gregorio.
This pet-friendly studio apartment offers air conditioning, Wi-Fi, a private terrace with city views, a kitchenette with microwave and fridge, and a private bathroom; it sleeps one and is close to local attractions.

Best Ascoli Piceno vacation rentals with air conditioning

Piazza Roma Apartment - Ascoli Piceno
9.0 46 reviews
Ascoli Piceno
22/06 – 24/06
$150/nighttotal: $300 (2 )

Piazza Roma Apartment

1 1
apartment , Ascoli Piceno
Piazza Roma Apartment is centrally located in Ascoli Piceno's historic centre, a one-minute walk from Piazza del Popolo and two minutes from the San Gregorio church.
This 60 square metre flat offers one bedroom, one bathroom, sleeps seven, and includes a fully equipped kitchen, air conditioning, free Wi-Fi, and a flat-screen TV.
Mimì E Cocò Country House - Ascoli Piceno
8.6 508 reviews
Ascoli Piceno
11/07 – 14/07
$284/nighttotal: $852 (3 )

Mimì E Cocò Country House

1 3
house , Ascoli Piceno
Mimì e Cocò Country House is a 5-minute drive from the centre of Ascoli Piceno, situated in the peaceful countryside. This property has been rated very good for location and user experience, and excellent for cleanliness.
The house has a garden and a terrace, perfect for relaxing in the fresh air. It also offers amenities such as air conditioning, internet access, a kitchen with a fridge, parking, room service, and a bar.
All'ombra Del Duomo - Ascoli Piceno
Ascoli Piceno
01/08 – 09/08
$598/nighttotal: $4784 (8 )

All'ombra Del Duomo

1 4
apartment , Ascoli Piceno
This Ascoli Piceno apartment, a self-catering flat, is situated in the historic centre, steps from the Ascoli Piceno Cathedral (Duomo).
The two-bedroom property sleeps four, includes a kitchen, air conditioning, free Wi-Fi, and parking, offering a complimentary breakfast.
Loft Bridge - Ascoli Piceno
Ascoli Piceno
11/07 – 14/07
$295/nighttotal: $885 (3 )

Loft Bridge

1 3
house , Ascoli Piceno
This modern dwelling offers a unique stay in Ascoli Piceno, featuring independent access and private parking, conveniently situated for exploring the city's historical centre. This loft-style apartment accommodates up to four guests with one bedroom, a designer open-plan living space, a walk-in shower, and air conditioning.
©2026 cozycozy.com