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?

Among the Airbnbs in Ascoli Piceno, La Casetta - Intera Casa A 5 Minuti Dal Centro , L’attico Sul Fiume Center Home and Cozy Apartment In The Heart Of Ascoli Piceno are the most popular ones.

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.

Best Vacation Rentals & Airbnb in Ascoli Piceno for 2026

No reviews

Il Nido Del Picchio

apartment, Ascoli Piceno

Vacation rental listing. You will be located in Ascoli Piceno.
Facilities and services: free parking, an iron and a kitchen. Take advantage of the air conditioning in this apartment!

No reviews

Domus Bastet Appartamento Nel Centro Storico

apartment, Ascoli Piceno

Domus Bastet is a self-contained flat situated in the historic centre of Ascoli Piceno, offering direct walking access to Piazza del Popolo and the historic bridges, with an elevator available to an intermediate floor. This apartment sleeps two guests and features a living room, a fully equipped kitchen with a fridge, freezer, and dishwasher, one bathroom, and independent entrance with 24/7 messaging assistance.

9.5 2 reviews

Case Pacifici In Città

apartment, Ascoli Piceno

This one-bedroom apartment is located in the San Gregorio district, a short walk from the bustling Piazza del Popolo and just over 3km from Stadio Cino e Lillo Del Duca, offering a peaceful retreat in a historic area. The apartment is ideal for families or small groups, with a comfortable 45 square metre space that can accommodate up to three guests.
This apartment offers modern amenities such as free Wi-Fi, a flat-screen TV and a kitchenette equipped with a microwave and stovetop, allowing guests to enjoy a comfortable and independent stay. The apartment is also pet-friendly and within easy reach of Ascoli Piceno's main attractions, making it a perfect base for exploring the city.

9.0 20 reviews

Loft Bridge

apartment, Ascoli Piceno

This Loft Bridge apartment in Ascoli Piceno is conveniently located just 1.3 kilometres from Stadio Cino e Lillo Del Duca and a 19-minute walk from Piazza del Popolo, offering easy access to key attractions.
This self-contained flat accommodates up to nine guests with one bathroom, air conditioning, a fully equipped kitchen, and complimentary private parking, making it ideal for independent stays with pets welcome.

9.6 117 reviews

Lilli's Home

apartment, Ascoli Piceno

Lilli's Home is a recently renovated apartment in Ascoli Piceno, located just 1.9 km from San Gregorio and 5 km from Stadio Cino e Lillo Del Duca, close to the bustling Piazza del Popolo. This apartment has consistently received excellent ratings for location, cleanliness, and overall experience.
The apartment spans 70 square metres and comfortably accommodates up to 6 guests in its two bedrooms. Lilli's Home is equipped with modern amenities such as air conditioning, free Wi-Fi, a fully equipped kitchen, and parking, making it a perfect choice for families or groups of friends exploring Ascoli Piceno.

9.5 12 reviews

All'ombra Del Duomo

apartment, Ascoli Piceno

This family-friendly apartment, ideally located near Piazza del Popolo in Ascoli Piceno, is a short 0.5km walk from the San Gregorio church and 2.1km from Stadio Cino e Lillo Del Duca.
The 90 square metre flat offers two bedrooms, one bathroom, and sleeps seven, boasting free Wi-Fi, air conditioning, a fully equipped kitchen, and an included Italian breakfast.

No reviews

Il Nido Del Picchio-free On-street Parking

apartment, Ascoli Piceno

This Ascoli Piceno apartment boasts a central location, a short walk from the city centre and offering free on-street parking.
The one-bedroom flat, sleeping two, features a fully equipped kitchen, air conditioning, Wi-Fi, a private garden, and a balcony overlooking the River Tronto; pets are welcome.

9.3 34 reviews

Aurea Dimora Picena

apartment, Ascoli Piceno

Aurea Dimora Picena is a centrally located apartment in Ascoli Piceno's historic centre, a short walk from Piazza del Popolo and the San Gregorio church.
This one-bedroom flat offers a fully equipped kitchen, air conditioning, Wi-Fi, and sleeps up to seven guests, making it ideal for families or groups visiting Ascoli Piceno.

9.4 39 reviews

Casa Di Venere

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.

9.3 135 reviews

Maisonruà B&b Rua Di Sant'emidio 2

apartment, Ascoli Piceno

This one-bedroom flat is located in the historic centre of Ascoli Piceno, just a short walk from the bustling Piazza del Popolo. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The flat is welcoming and bright, with a well-equipped kitchen and a comfortable living space, suitable for up to 4 guests. It offers stunning panoramic views of the city, and is perfect for exploring the rich history and culture of Ascoli Piceno.

9.7 34 reviews

Rifugio Collina Del Sacro Cuore

apartment, Ascoli Piceno

This flat is situated in the Sacro Cuore district, a 1.3 km walk from Piazza del Popolo and 1.4 km from San Gregorio, offering easy access to Ascoli Piceno's historic centre. The apartment is conveniently located in a quiet residential area, providing a peaceful retreat after exploring the city.
The apartment has one bedroom and one bathroom, with a total floor area of 40 square metres and can accommodate up to two guests. The flat includes a fully equipped kitchen, air conditioning, a terrace, free parking, and free Wi-Fi.

No reviews

Appartamento Cecco D’ascoli

apartment, Ascoli Piceno

Book this vacation rental. You will be located in Ascoli Piceno.
Facilities and services include a swimming pool, an iron and a fridge. This apartment also has a terrace!

Best family friendly Ascoli Piceno vacation rentals

Among the 366 accommodations in Ascoli Piceno, here are the 4 best family friendly rentals

9.8 196 reviews

Lattico Sul Fiume Center Home

apartment, Ascoli Piceno

This penthouse apartment is situated just a short walk from Piazza del Popolo, the heart of Ascoli Piceno, with easy access to the city's main attractions like the Duomo and the Logge dei Mercanti. The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to five guests. It boasts a modern kitchen with an island, a private parking space, two terraces with panoramic views, and a Jacuzzi available for an additional fee.

10 1 review

Luxury Flat In Ascoli Piceno

apartment, Ascoli Piceno

This luxury flat in Ascoli Piceno is located an 8-minute walk from Piazza del Popolo and a 12-minute walk from San Gregorio, offering convenient access to the city's historic centre.
This family-friendly apartment spans 80 square metres, accommodates up to seven guests with one bedroom and one bathroom, and includes free WiFi, air conditioning, a fully equipped kitchen, and private check-in/check-out.

9.3 60 reviews

Il Casseretto

apartment, Ascoli Piceno

Il Casseretto is a charming apartment situated just 984 metres from Piazza del Popolo, a lively square in the heart of Ascoli Piceno, offering easy access to the city's historical centre and major landmarks. This apartment consistently receives excellent ratings for its location, cleanliness, and overall experience.
This comfortable flat spans 65 square metres and accommodates up to two guests in one bedroom and one bathroom. Enjoy a range of amenities including a fully equipped kitchen, a terrace for relaxation, and a daily Italian breakfast, making your stay in Ascoli Piceno a delightful experience.

9.2 732 reviews

Il Poggio

resort, Ascoli Piceno

Il Poggio is a family-friendly resort located in the Ascoli Piceno countryside, just 9.2 miles from Piazza del Popolo and 6.7 miles from Stadio Cino e Lillo Del Duca. It boasts excellent user ratings and very good location and cleanliness scores.
The resort has a garden and a shared lounge, perfect for relaxing. Guests can enjoy a refreshing dip in the seasonal outdoor pool, relax in the sauna and spa, or dine at the on-site restaurant.

Best Ascoli Piceno vacation rentals with parking

No reviews

Loft Bridge

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.

8.9 55 reviews

Ll Crinale Village

farm, Spinetoli

Il Crinale Village, a self-catering property in Colli del Tronto, offers a peaceful countryside setting approximately 18km from Stadio Riviera delle Palme and 23km from Piazza del Popolo.
This one-bedroom farmhouse features a 35 square metre floor area, a private terrace, free Wi-Fi, and on-site parking, accommodating families and pets with a fully equipped kitchen and air conditioning.

9.2 137 reviews

Center Boutique Home Sul Fiume

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.

9.0 1 review

Residenza Re Manfredi

apartment, Valle Castellana

Residenza Re Manfredi, near Valle Castellana, offers a self-catering apartment approximately 23-25km from San Gregorio and Piazza del Popolo.
This two-bedroom, two-bathroom dwelling features a fully equipped kitchen, private balcony, shared terrace, garden, and parking, sleeping up to four guests and providing easy access to Abruzzo Airport (88km).

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?
Among the Airbnbs in Ascoli Piceno, La Casetta - Intera Casa A 5 Minuti Dal Centro, L’attico Sul Fiume Center Home and Cozy Apartment In The Heart Of Ascoli Piceno are the most popular ones.
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.

Popular destinations

Best Ascoli Piceno vacation rentals with a balcony

9.7 20 reviews

Casa Ascenzi - Appartamento In Centro Con Parcheggio

apartment, Ascoli Piceno

This Ascoli Piceno flat offers a prime central location, just a 2-minute walk from Piazza del Popolo and 400 metres from San Gregorio, with the added benefit of free private parking.
This 75 square metre apartment accommodates up to three guests, featuring one bedroom, one bathroom, air conditioning, a fully equipped kitchen with a dishwasher and microwave, complimentary WiFi, and a terrace or balcony, with a mini-market available on-site.

9.2 50 reviews

Il Nido Del Picchio

apartment, Ascoli Piceno

"Il Nido del Picchio" is a comfortable apartment located in Ascoli Piceno, just a short walk from the bustling Piazza del Popolo, offering a peaceful setting with stunning river views. The apartment has received excellent ratings for location, cleanliness, and overall experience.
This one-bedroom apartment, spanning 47 square metres, comfortably accommodates two guests. Enjoy a range of amenities, including a fully equipped kitchen, a private balcony, air conditioning, and free Wi-Fi, all within a family-friendly environment.

9.4 35 reviews

Fascino In Centro With Private Parking And 2 Bedrooms & 2 Bathrooms

apartment, Ascoli Piceno

This Ascoli Piceno apartment, conveniently located a 6-minute walk from Piazza del Popolo and 1.9km from Stadio Cino e Lillo Del Duca, offers easy access to the city's historical centre and sporting venues.
The 120 square metre flat features two bedrooms, two bathrooms, a fully equipped kitchen, terrace, balcony, free Wi-Fi and private parking, comfortably sleeping up to seven guests.

8.5 808 reviews

Di Sabatino Resort - Suite Apartments & Spa

resort, Ascoli Piceno

Di Sabatino Resort - Suite Apartments & Spa is situated in the historic centre of Ascoli Piceno, just a short walk from the Renaissance Piazza del Popolo. The resort has received very good user ratings, with an excellent location and cleanliness rating.
The resort offers modern and elegant suites with kitchenettes for added convenience. Guests can enjoy a range of amenities, including a swimming pool, spa, fitness centre, restaurant and bar, as well as free Wi-Fi and a minibar in each suite.

Best Ascoli Piceno vacation rentals with air conditioning

No reviews

Lilli's Home

apartment, Ascoli Piceno

Apartment listing. This accommodation is based in Ascoli Piceno.
Facilities and services: air conditioning, a fridge and a kitchen. This apartment in Ascoli Piceno is ideal for families.

9.8 11 reviews

Pesa Apartment B&b

apartment, Ascoli Piceno

This Ascoli Piceno apartment, a self-catering flat ideal for couples or solo travellers, is situated in the ZTL (limited traffic zone) of the historic centre, within easy walking distance of Piazza del Popolo and Piazza Arringo, home to the Palazzo dei Capitani and the Cathedral of Sant'Emidio respectively.
The 42-square-metre property features two bedrooms, one bathroom, and sleeps four, offering a fully equipped kitchen, air conditioning, parking, internet access, and a sofa bed; pets are welcome.

9.5 18 reviews

Acasadialice

house, Ascoli Piceno

This comfortable house is located in Ascoli Piceno, within a kilometre of the Stadio Cino e Lillo Del Duca and a short walk from San Gregorio and Piazza del Popolo, offering easy access to the city centre and its attractions. The property is ideally located for exploring the historic centre and enjoying the local restaurants and shops.
This two-bedroom house is spread over 75 square metres and can comfortably accommodate up to seven guests. Guests can enjoy the private garden, relax in the living room with a flat-screen TV, and make use of the fully equipped kitchen with a fridge and washing machine, as well as free Wi-Fi throughout the property.

No reviews

Casa Antonella

house, Ascoli Piceno

This charming studio apartment is situated in the heart of Ascoli Piceno's historic centre, just a short walk from Piazza del Popolo and the Duomo. The surrounding area is filled with charming cobblestone streets and traditional Italian architecture.
The apartment offers a comfortable and intimate space for couples or solo travellers. It features a kitchenette with a fridge, air conditioning and private parking. Guests can enjoy the convenience of a self-catering stay and explore the city's rich history and culture.

Compare Vacation Rentals & Airbnb in Ascoli Piceno

366 Rentals and Airbnb in Ascoli Piceno

Il Nido Del Picchio

Domus Bastet Appartamento Nel Centro Storico

Case Pacifici In Città

Loft Bridge

Lilli's Home

All'ombra Del Duomo

Il Nido Del Picchio-free On-street Parking

Aurea Dimora Picena

Casa Di Venere

Maisonruà B&b Rua Di Sant'emidio 2

Rifugio Collina Del Sacro Cuore

Appartamento Cecco D’ascoli

Best family friendly Ascoli Piceno vacation rentals

Lattico Sul Fiume Center Home

Luxury Flat In Ascoli Piceno

Il Casseretto

Il Poggio

Best Ascoli Piceno vacation rentals with parking

Loft Bridge

Ll Crinale Village

Center Boutique Home Sul Fiume

Residenza Re Manfredi

Frequently Asked Questions about vacation rentals in Ascoli Piceno

Popular destinations

Best Ascoli Piceno vacation rentals with a balcony

Casa Ascenzi - Appartamento In Centro Con Parcheggio

Il Nido Del Picchio

Fascino In Centro With Private Parking And 2 Bedrooms & 2 Bathrooms

Di Sabatino Resort - Suite Apartments & Spa

Best Ascoli Piceno vacation rentals with air conditioning

Lilli's Home

Pesa Apartment B&b

Acasadialice

Casa Antonella