Best Holiday rentals and Airbnb offers in Ascoli Piceno
9.6 17 reviews
Ascoli Piceno
10/07 – 17/07
£112/nighttotal: £784 (7 )
Acasadialice
2 2
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.
Ascoli Piceno
22/08 – 29/08
£80/nighttotal: £560 (7 )
Dimora Victoria
1 3
apartment , Ascoli Piceno
This Ascoli Piceno flat is located in the city centre, just 300 metres from Piazza del Popolo and 500 metres from San Gregorio. This pet-friendly apartment accommodates up to three guests and features a spacious living room with a terrace, a kitchen with a TV, a fireplace, a double bedroom with a view and a large wardrobe, and a single bedroom also with a view.
8.9 54 reviews
Ascoli Piceno
10/07 – 17/07
£91/nighttotal: £637 (7 )
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.
9.5 2 reviews
Ascoli Piceno
27/06 – 04/07
£146/nighttotal: £1022 (7 )
Case Pacifici In Città
1 2
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.
Ascoli Piceno
27/06 – 04/07
£98/nighttotal: £686 (7 )
Domus Bastet, Appartamento Nel Centro Storico Di Ascoli Piceno
1 2
apartment , Ascoli Piceno
Domus Bastet is a 64 square meter, one-bedroom flat situated in Ascoli Piceno's historic centre, a 4-minute walk to Piazza del Popolo and steps from San Gregorio church, offering mountain views from its balcony. This pet-friendly apartment accommodates up to three guests and includes a kitchenette, free Wi-Fi, and on-site parking, with check-out between 08:00 and 10:00 AM.
9.3 119 reviews
Ascoli Piceno
22/08 – 29/08
£242/nighttotal: £1694 (7 )
Center Boutique Home Sul Fiume
1 3
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.
9.7 9 reviews
Ascoli Piceno
22/08 – 29/08
£138/nighttotal: £966 (7 )
All'ombra Del Duomo
2 3
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.
9.5 31 reviews
Ascoli Piceno
27/06 – 04/07
£67/nighttotal: £469 (7 )
Rifugio Collina Del Sacro Cuore
1 2
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.
8.8 29 reviews
Ascoli Piceno
10/07 – 17/07
£79/nighttotal: £553 (7 )
Castellana House
2 2
apartment , Ascoli Piceno
Castellana House, a two-bedroom apartment in Ascoli Piceno's historic centre, is situated a short walk from Piazza del Popolo and the San Gregorio church, approximately 2.25 km from Stadio Cino e Lillo Del Duca. This 80 square metre flat offers free Wi-Fi, private parking, a fully equipped kitchen, and sleeps up to nine guests.
10 1 review
Ascoli Piceno
26/06 – 28/06
£147/nighttotal: £294 (2 )
Nel Cuore Di Ascoli Casa Vacanze
3 3
apartment , Ascoli Piceno
This three-bedroom apartment is superbly located in Ascoli Piceno's historic centre, just 0.04 km from the Duomo and 0.15 km from Piazza del Popolo. Sleeping five guests, this recently renovated (April 2025) property boasts a fully equipped kitchen, air conditioning, free Wi-Fi, and TVs in the double bedrooms, making it ideal for exploring Ascoli Piceno's historical attractions.
9.3 84 reviews
Ascoli Piceno
01/08 – 09/08
£156/nighttotal: £1248 (8 )
Ponte Di Cecco Appartamenti
2 4
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.
9.8 78 reviews
Ascoli Piceno
27/06 – 28/06
£73/nightfor 1 night
Giardino Sul Fiume A 10 Min Da Piazza Del Popolo Con Parcheggio Privato E Giardino Vista Fiume
1 2
apartment , Ascoli Piceno
This Ascoli Piceno apartment, near the Fiume Tronto river, is a 12-minute walk from Piazza del Popolo and 1km from San Gregorio, offering easy access to Ascoli Piceno's key landmarks. The 40-square-metre flat features one bedroom, one bathroom, sleeps three, and includes a private garden, parking, Wi-Fi, and a well-equipped kitchen.
Best Holiday Rentals for Families in Ascoli Piceno
These family-friendly holiday rentals in Ascoli Piceno offer plenty of room and city attractions within easy reach.
Ascoli Piceno
27/06 – 04/07
£171/nighttotal: £1197 (7 )
Matam Appartamento Centro Storico
1 2
apartment , Ascoli Piceno
This Ascoli Piceno apartment is situated directly opposite the Duomo Cathedral in the historic centre, within easy walking distance of Piazza del Popolo, the Baptistery, and Forte Malatesta. The two-bedroom, one-bathroom flat, sleeping up to five guests, offers a fully equipped kitchen, free internet access, and parking is available nearby (50m); making it ideal for exploring this beautiful city.
10 1 review
Ascoli Piceno
27/06 – 04/07
£108/nighttotal: £756 (7 )
Luxury Flat In Ascoli Piceno
1 2
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.
9.5 39 reviews
Ascoli Piceno
10/07 – 17/07
£60/nighttotal: £420 (7 )
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.
9.5 8 reviews
Ascoli Piceno
27/06 – 04/07
£149/nighttotal: £1043 (7 )
Matam Apartment
2 2
apartment , Ascoli Piceno
MataM apartment in Ascoli Piceno is centrally located, a short walk from Piazza del Popolo and San Gregorio in the historic centre, and 2.1km from Stadio Cino e Lillo Del Duca. This 75 square metre flat offers two bedrooms, one bathroom, sleeps nine, and includes free Wi-Fi, a fully equipped kitchen with dishwasher, private parking, and welcomes families and pets.
Top Holiday Rentals with Parking in Ascoli Piceno
Free on-site parking comes with these holiday rentals in Ascoli Piceno, allowing you to focus on the city centre from day one.
8.6 508 reviews
Ascoli Piceno
22/08 – 29/08
£168/nighttotal: £1176 (7 )
Mimì E Cocò Country House
2 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.
9.0 15 reviews
Ascoli Piceno
10/07 – 17/07
£95/nighttotal: £665 (7 )
Loft Bridge
1 2
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.
9.5 4 reviews
Ascoli Piceno
10/07 – 17/07
£147/nighttotal: £1029 (7 )
La Loggia Del Popolo
2 2
apartment , Ascoli Piceno
This Ascoli Piceno flat offers proximity to key sites, being 200 metres from Piazza del Popolo and 500 metres from San Gregorio. This 87 square metre apartment accommodates up to 11 guests with two bedrooms, one bathroom, air conditioning, and a fully equipped kitchen, plus complimentary WiFi and city views.
9.2 153 reviews
Ascoli Piceno
27/06 – 04/07
£74/nighttotal: £518 (7 )
Dietro Piazza
1 2
apartment , Ascoli Piceno
This apartment is perfectly situated in the historic centre of Ascoli Piceno, just a short walk from Piazza del Popolo and San Gregorio, making it ideal for exploring the city's rich history and culture. It has been consistently rated excellent for location, cleanliness and overall user experience. The apartment offers a comfortable living space with one bedroom and two bathrooms, covering 50 square metres. Guests can enjoy a modern kitchen with a fridge and oven, air conditioning, a terrace or balcony, and free Wi-Fi, as well as the option to rent bicycles to explore the surrounding area.
Frequently asked questions about holiday rentals in Ascoli Piceno
Which neighborhood in Ascoli Piceno should you consider for a vacation rental?
The historic centre, known as 'centro storico', is the best place to stay. You'll be within walking distance of all the main sights and attractions, and you'll be immersed in the vibrant atmosphere of Ascoli Piceno.
What are the best Airbnb and holiday rentals in Ascoli Piceno?
What are the top family-friendly attractions in Ascoli Piceno?
The Museo Archeologico Piceno is great for families with its collection of ancient artefacts. For a fun day out, head to the Parco Naturale Regionale dei Monti Sibillini, where you can enjoy hiking, cycling, and exploring the stunning natural beauty of the area.
What are the most popular Airbnbs in Ascoli Piceno?
When is the best time to book a vacation rental in Ascoli Piceno?
The best time to book is in the shoulder seasons, April-May and September-October. You'll avoid the summer crowds and still enjoy pleasant weather. If you want to experience the lively atmosphere of the city, book during the summer months, especially in July and August.
What are the best holiday rentals with a pool in Ascoli Piceno?
What events or festivals should visitors check out in and around Ascoli Piceno?
The Quintana, a historical re-enactment held in August, is a must-see event. Also, check out the 'Festa della Madonna della Carità' in September, a religious festival with a beautiful procession.
What are the best rentals for families and kids in Ascoli Piceno?
What are the best budget-friendly activities in Ascoli Piceno?
Walking around the city centre is a great free activity. Take a stroll along the Corso Vittorio Emanuele, the main shopping street, and admire the beautiful architecture. For a picnic lunch, head to the Parco Fluviale del Tronto, a green space by the river.
What are the best rentals or Airbnbs with a jacuzzi in Ascoli Piceno?
What are the best restaurants with local dishes in Ascoli Piceno?
Try 'La Taverna di Enea' for traditional Ascolan dishes like 'Olive all'ascolana' and 'Chitarra alla Bolognese'. For a more modern take on local cuisine, head to 'La Cantina del Gusto'.
What are the best walking or cycling routes in Ascoli Piceno?
The 'Anello del Tronto' is a scenic walking and cycling route that follows the River Tronto. For a challenging climb with stunning views, try the 'Salita al Colle San Marco'.
Are there pet-friendly attractions in Ascoli Piceno?
The Parco Fluviale del Tronto is a great place to take your dog for a walk. Many restaurants and cafes in the city centre also welcome well-behaved dogs.
What are the benefits of choosing a vacation rental in Ascoli Piceno?
Vacation rentals offer more space and privacy than hotels. They are also often located in more central locations and provide a more authentic experience of the city.
What are the top sports attractions and facilities in Ascoli Piceno?
The Stadio Cino e Lillo Del Duca is home to the local football team, Ascoli Calcio 1898. There are also several tennis courts and a golf course in the surrounding area.
Destinations nearby
Check Out Holiday Rentals with a Balcony in Ascoli Piceno
Step onto your own terrace to take in stunning city skyline views. These holiday rentals in Ascoli Piceno all include private outdoor space.
9.3 190 reviews
Ascoli Piceno
22/08 – 29/08
£91/nighttotal: £637 (7 )
Appartamento Cecco D’ascoli
1 3
apartment , Ascoli Piceno
This apartment is located in the San Gregorio district of Ascoli Piceno, a 1.5km walk from the San Gregorio church and a 1.6km walk from Piazza del Popolo, offering a peaceful setting close to the city centre. The apartment has consistently received excellent ratings for its cleanliness, location, and user experience. The apartment has one bedroom, one bathroom and a living room, spanning 40 square metres and comfortably accommodating up to four guests. Guests can enjoy access to a fully equipped kitchen, a private terrace with mountain views, air conditioning, and a swimming pool, making it an ideal choice for a relaxing and comfortable stay.
9.1 1734 reviews
Ascoli Piceno
03/07 – 04/07
£1039/nightfor 1 night
Il Poggio
5 20
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.
9.4 68 reviews
Ascoli Piceno
27/06 – 28/06
£123/nightfor 1 night
Nobile Dimora - Centro Storico Ascoli Piceno
2 2
apartment , Ascoli Piceno
Nobile Dimora - Centro Storico, a self-catering apartment in Ascoli Piceno's historic centre, is located steps from Piazza del Popolo and within easy walking distance of other key attractions. This 72-square-metre flat features one bedroom, one bathroom, and can accommodate up to five guests, offering free Wi-Fi, a balcony, and a fully equipped kitchen including a fridge and washing machine.
9.0 51 reviews
Ascoli Piceno
27/06 – 28/06
£77/nightfor 1 night
Il Nido Del Picchio
1 1
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.
Best Ascoli Piceno holiday rentals with air conditioning
9.5 4 reviews
Ascoli Piceno
27/06 – 28/06
£223/nightfor 1 night
Il Tuo Lussuoso Appartamento Ad Ascoli
2 2
apartment , Ascoli Piceno
This modern apartment is situated in the heart of Ascoli Piceno, just a short walk from the Piazza del Popolo, the Duomo, and the Logge dei Mercanti. It has received excellent ratings for cleanliness, location, and overall experience. This two-bedroom, two-bathroom property comfortably accommodates up to four guests. It features a spacious living room with a fireplace, a fully equipped kitchen, and air conditioning for your comfort.
9.5 120 reviews
Ascoli Piceno
27/06 – 28/06
£167/nightfor 1 night
Lilli's Home
2 2
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.
9.8 23 reviews
Ascoli Piceno
22/08 – 29/08
£125/nighttotal: £875 (7 )
Nel Cuore Di Ascoli -Casa Vacanze
3 3
house , Ascoli Piceno
This Ascoli Piceno holiday home is centrally located in the historic centre, a short walk from Piazza del Popolo and a few kilometres from Stadio Cino e Lillo Del Duca. The 107-square-metre property boasts three bedrooms, one bathroom, and sleeps nine, featuring a well-equipped kitchen with dishwasher, air conditioning, a terrace, and free Wi-Fi.
Ascoli Piceno
01/08 – 09/08
£209/nighttotal: £1672 (8 )
Loft Bridge
1 4
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.
