Ascoli Piceno holiday rentals

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Discover a selection of 5 homes and other holiday rentals in Ascoli Piceno that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include a pool and a washer and dryer. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
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Why visit Ascoli Piceno

  • Historic Charm: Wander ancient streets lined with centuries-old churches, piazzas and fortifications that narrate tales of the past.
  • Architectural Splendour: Admire the city's blend of imposing fortifications and elegant historic structures.
  • Scenic Outdoor Walks: Enjoy picturesque views and leisurely strolls through the city's scenic streets.
  • Cultural Ambience: Immerse yourself in the vibrant local culture and authentic Italian charm.
  • Accessible Attractions: Discover affordable, enriching experiences that highlight the city's rich heritage.

Popular types of accommodation in Ascoli Piceno

Discover holiday rentals in Ascoli Piceno, Marche, Italy, where history meets charm. Enjoy a stay in Ascoli Piceno with options from villas and private holiday homes to apartments, perfect for immersing yourself in local culture. Explore ancient landmarks, delightful piazzas, and scenic streets, all within this captivating city. Experience Italy holiday rentals that offer unparalleled savings, transparency and reassurance for every traveller.

  • Villas: Experience luxury in spacious, elegant villas, the most sought-after choice in Ascoli Piceno.
  • Private Holiday Homes: Enjoy the privacy and charm of standalone holiday homes, a popular pick for visitors.
  • Apartments: Delight in cosy, well-appointed apartments, a favoured option for a comfortable stay.
  • Cottages: Relish the quaint appeal of cottages, offering a distinctive retreat experience.
  • Chalets: Embrace rustic comfort in traditional chalets, rounding out the top choices in the area.**

Top attractions in Ascoli Piceno

Ascoli Piceno, nestled in the Marche region of Italy, is a captivating destination renowned for its rich history and stunning architecture. Visitors can explore historic churches and charming piazzas, while the imposing fortifications offer a glimpse into the city's past. Outdoor enthusiasts can enjoy scenic walks and picturesque views, making it ideal for a romantic getaway or cultural adventure. With its affordable attractions and vibrant atmosphere, Ascoli Piceno promises an enriching experience for all travellers.

  • Piazza del Popolo: A stunning square in the heart of Ascoli Piceno, renowned for its elegant architecture and vibrant atmosphere. It's the perfect spot to relax, enjoy a coffee, and soak in the local culture.
  • Cattedrale di Sant'Emidio: This magnificent cathedral is dedicated to the city's patron saint and features exquisite frescoes and intricate sculptures, embodying the rich cultural heritage of the region.
  • Borgo Medievale di Castel Trosino: A charming medieval village that offers a romantic setting with its ancient stone structures and breathtaking views, ideal for a peaceful stroll through history.

Things to do recommended for couples

Discover the charm of Ascoli Piceno with a romantic stroll along its historic streets, or enjoy a serene boat ride at sunset. Perfect for couples seeking a delightful blend of culture and tranquillity in Italy's enchanting Marche region.

Things to do recommended for families

Families in Ascoli Piceno can explore the enchanting Piazza del Popolo, enjoy leisurely walks along the historic streets, and visit interactive museums that engage and delight both children and adults.

Things to do recommended for groups

Explore Ascoli Piceno’s vibrant streets, indulge in local cuisine and enjoy guided historical tours. Discover hidden gems and engage in interactive experiences, all tailored for groups seeking a truly memorable Italian adventure.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Ascoli Piceno

When travelling with a group, family, pets, or seeking extended stays, it's essential to filter your options according to your key priorities. Here are some helpful booking tips for using Stayz.

  • Traveling to Ascoli Piceno with a group: Think about how many bedrooms you require, as well as any amenities like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options, and more, on Stayz.
  • Traveling to Ascoli Piceno with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Ascoli Piceno: For many, a family holiday isn’t truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Stayz accommodations that welcome pets. Most of these pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting Ascoli Piceno: If you're seeking holiday lets with offers for extended stays of a month or more, you've come to the right spot. Use the appropriate filter to effortlessly discover and secure savings on monthly rentals. You might also want to include options such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in and around Ascoli Piceno

Discover Ascoli Piceno, where rich history meets outdoor adventure. Wander ancient streets, savour the local ambience, and explore scenic landmarks nestled within the city. Experience the blend of historical charm and friendly vibrancy that defines this delightful destination, perfect for those seeking quality and authentic Italian culture just steps away from notable attractions.

  • Centro Storico: Centro Storico is the heart of Ascoli Piceno, renowned for its rich cultural heritage and stunning architecture. Visitors are drawn to its charming cobblestone streets, where a blend of historical landmarks, including ancient churches and picturesque piazzas, create an enchanting atmosphere. The proximity to the surrounding mountains and coastal beaches adds to the neighbourhood's appeal, offering both scenic views and outdoor activities. Be sure to explore the local cuisine in traditional trattorias, immersing yourself in the region's culinary delights.
  • Venarotta: Located approximately 8km from Ascoli Piceno, Venarotta is a quaint city that exudes romantic charm. This picturesque destination is perfect for couples and those seeking an entertaining day out. With its inviting outdoor spaces, visitors can enjoy leisurely strolls while taking in the lush landscapes. Venarotta's local festivals and events also provide lively entertainment, making it a delightful spot for both relaxation and exploration.
  • Villa Lempa: Just 8km from Ascoli Piceno, Villa Lempa is a tranquil village ideal for families and those looking to experience a blend of outdoor activities and urban charm. The area boasts lovely walking paths and an urban park, perfect for a day spent in nature. Families can enjoy picnics and outdoor games while soaking up the picturesque surroundings. Villa Lempa offers a serene escape, allowing visitors to unwind and connect with the natural beauty of the Marche region.

Best time to go to Ascoli Piceno

If you're planning a trip to Ascoli Piceno, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from July to September, while off-peak times, like January to February and October tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January43.2°F (6.2°C)Light RainMostly SunnySlightly LowAverage
February44.4°F (6.9°C)Light RainMostly SunnySlightly LowModerately Low
March48.2°F (9.0°C)Light RainMostly SunnyAverageAverage
April54.1°F (12.3°C)Light RainMostly SunnyAverageAverage
May61.7°F (16.5°C)Light RainMostly SunnyAverageAverage
June70.5°F (21.4°C)Light RainMostly SunnyAverageModerately High
July75.9°F (24.4°C)Light RainSunnySlightly HighModerately High
August75.7°F (24.3°C)Light RainSunnySlightly HighModerately High
September67.8°F (19.9°C)Light RainMostly SunnySlightly HighAverage
October60.4°F (15.8°C)Light RainMostly SunnySlightly LowModerately Low
November52.9°F (11.6°C)Light RainMostly SunnyAverageModerately Low
December45.7°F (7.6°C)Light RainMostly SunnyAverageAverage

Booking with Stayz is a breeze

Looking to save on your next journey? Consider being flexible with your travel dates as prices can vary. Additionally, booking an extended stay often leads to substantial savings. To find the ideal Stayz property within your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz’s Trip Board provides a convenient platform for you to plan new adventures, manage ongoing arrangements, or review and organise your bookings. Your saved or reserved properties are neatly categorised into Potential, Upcoming, or Current Trips. To discover the features of Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Why people love visiting historical Ascoli Piceno

Come and experience Ascoli Piceno and its monuments, museums and history. Renowned for its churches, archaeology and theatres, this city welcomes all visitors. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Ascoli Piceno

Do you want to discover attractions to visit in the city? Venture out of your holiday home and experience everything that makes Ascoli Piceno a fun place to get away to. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Onda Blu Acquapark (19.1 mi / 30.7 km)
  • Vigneti Vallorani (8.6 mi / 13.8 km)
  • Cantina dei Monti (13.1 mi / 21 km)
  • Le Caniette (14 mi / 22.5 km)
  • Infernaccio Gorge (14.8 mi / 23.9 km)
  • Museum of Art on the Sea (17.3 mi / 27.9 km)

Exploring the natural landscape of Ascoli Piceno

Whether you're an adventurous traveller or just want to take in the scenery, Ascoli Piceno is a great place to get outside. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Grottammare Beach (17.7 mi / 28.5 km)
  • Alba Adriatica Beach (18.6 mi / 29.9 km)
  • Cupra Marittima Beach (18.7 mi / 30.1 km)
  • Tortoreto Beach (18.8 mi / 30.2 km)
  • Monti Sibillini National Park (19.8 mi / 31.8 km)
  • Gran Sasso e Monti della Laga National Park (20.2 mi / 32.5 km)

How to get to and around Ascoli Piceno

If you prefer to travel by train, Ascoli Piceno Station, San Filippo Station and Marino del Tronto Station are the main stations in the area.

Frequently asked questions

What is the best area to stay in Ascoli Piceno when booking a holiday rental?
When considering the best area to stay in Ascoli Piceno, a charming city in the Marche region of Italy, the historic centre is a top choice. This area is a treasure trove of medieval architecture and offers a vibrant setting filled with local culture. The streets are lined with beautiful stone buildings, and you'll find yourself just a short stroll away from some of the city's most iconic attractions, such as the stunning Piazza del Popolo, often regarded as one of Italy's most beautiful squares. The nearby Cathedral of Sant'Emidio is another must-visit site, showcasing remarkable art and architecture.In terms of accommodation options, the historic centre boasts a variety of properties, ranging from quaint apartments to elegant holiday rentals, allowing you to immerse yourself in the local lifestyle while enjoying modern comforts. Additionally, the area is well-connected to other parts of the city, making it easy to explore Ascoli Piceno's rich history and vibrant culinary scene.Another appealing neighbourhood to consider is Villa Sant'Antonio, which offers a more residential feel while still being close to the city centre. Here, you can enjoy a quieter atmosphere, yet it remains conveniently located for easy access to the main attractions.
Where are the best Ascoli Piceno ski resort rentals?
For those seeking ski resort rentals near Ascoli Piceno, the nearest ski area is the Monte Piselli ski resort, located approximately 30 kilometres from the city. In the nearby towns of Arquata del Tronto and Montefortino, travellers can find a variety of holiday accommodations that cater to both winter sports enthusiasts and those looking for a peaceful retreat.Many properties in these areas offer amenities such as fully equipped kitchens, cosy living areas with fireplaces, and access to communal facilities like saunas or wellness areas, superb for unwinding after a day on the slopes. Some rentals may also feature balconies or terraces with scenic views of the surrounding mountains, enhancing the alpine experience.Additionally, the charming villages around Ascoli Piceno provide a taste of local culture and cuisine, with many rental options conveniently situated near traditional restaurants and shops. This allows visitors to enjoy both outdoor skiing activities and the rich history and gastronomy of the Marche region. Accommodations can vary from rustic chalets to modern apartments, ensuring a comfortable stay for families or groups of friends looking to explore the snow-covered landscapes.
What is the most popular type of holiday rental accomodation in Ascoli Piceno?
In Ascoli Piceno, apartments are the most popular type of holiday rental, with around 28 available throughout the city. These apartments are typically situated in charming neighbourhoods close to historical sites such as the Piazza del Popolo and the stunning medieval architecture that defines the area. Most apartments come equipped with essential amenities, including fully fitted kitchens, comfortable living areas, and often feature lovely views of the surrounding countryside or cityscape.In addition to apartments, there are about 12 holiday houses, which provide extra space and are ideal for families or groups. These houses usually include multiple bedrooms, gardens, and outdoor seating areas, making them great for relaxation after a day of exploring the region. While there are several villas available, they tend to be more varied in number and offer a more luxurious experience with private pools and expansive grounds.
Are there any family house rentals in Ascoli Piceno?
In Ascoli Piceno, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The historic centre offers charming homes, often featuring spacious living areas and fully equipped kitchens, superb for preparing family meals. Many properties also include outdoor spaces, allowing kids to play while adults relax in the sun.Visitors can explore nearby attractions such as the stunning Piazza del Popolo, known for its beautiful architecture and vibrant setting. Families might also enjoy visiting the local parks, which provide ample opportunity for outdoor activities.
Can I rent a holiday home with a pool or hot tub in Ascoli Piceno?
In Ascoli Piceno, there are several holiday homes available for rent that feature pools and hot tubs, offering a delightful experience in this picturesque Italian town. Visitors can find properties in scenic neighbourhoods, surrounded by the stunning landscapes of the Marche region. Many of these rentals come with private pools, inviting outdoor spaces, and hot tubs, superb for relaxation after a day of exploring the local sights.Travellers can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor terraces where they can enjoy al fresco dining while taking in the beautiful views. The charming historic centre of Ascoli Piceno, renowned for its medieval architecture and vibrant piazzas, is just a short distance away, allowing guests to immerse themselves in local culture.
Are there pet-friendly house rentals in Ascoli Piceno?
In Ascoli Piceno, there are several pet-friendly house rentals available, making it a great option for travellers wishing to bring their furry companions. Many of these properties are situated in charming historic areas, offering a blend of modern amenities and traditional Italian architecture. Expect features such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy fresh air.The city itself is known for its stunning medieval architecture and beautiful piazzas, providing plenty of opportunities for leisurely strolls with pets. Nearby parks and green spaces, such as the Parco della Rimembranza, are great for walking dogs and enjoying nature. Additionally, the local cafes and restaurants often welcome pets, allowing for a pleasant dining experience with your four-legged friend by your side.
Are there any remote work holiday rentals in Ascoli Piceno?
In Ascoli Piceno, there are numerous remote work holiday rentals available, with about 36 options to choose from. This picturesque town in the Marche region of Italy provides a charming backdrop for those looking to blend work and leisure. Many of the properties come equipped with reliable amenities such as free Wi-Fi, dedicated work desks, and comfortable living spaces, allowing for a productive environment.The historic centre of Ascoli Piceno is a delightful area to explore during breaks, featuring stunning medieval architecture and vibrant local markets. Visitors can enjoy the beautiful piazzas, such as Piazza del Popolo, and sample traditional dishes in nearby restaurants. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Ascoli Piceno?
In Ascoli Piceno, popular rental amenities typically include kitchens, allowing guests to prepare their own meals with locally sourced ingredients. Many rentals also feature a coffee and tea maker, great for enjoying a warm drink while taking in the town's charming views. Dining areas are common, providing a comfortable space for meals, whether enjoyed alone or with family and friends. Onsite parking is often available, making it convenient for those travelling by car to explore the surrounding Marche region. Additionally, many properties offer a desk, suiting those who may need to work during their stay.
When is the best time to visit Ascoli Piceno for a holiday rental?
The best time to visit Ascoli Piceno for a holiday rental is during the peak season, which runs from July to September. This vibrant period attracts travellers keen to experience the city's rich history, stunning architecture, and lively festivals. In August, the weather is warm and inviting, with temperatures typically ranging from 20 to 30 degrees Celsius, making it ideal for exploring the charming piazzas and indulging in the local cuisine at outdoor restaurants.Ascoli Piceno is known for its comfortable summer climate, which allows for leisurely strolls through the historic centre. Visitors can admire the exquisite travertine buildings and perhaps enjoy a gelato while taking in the sights. The city's annual events, such as the famous "Quintana" historical jousting festival, add a unique cultural flavour to your stay.For those looking for a more budget-friendly option, consider visiting in January. Although this is the low season, it presents a wonderful opportunity for a quieter experience, allowing you to appreciate the beauty of the city without the summer crowds. The winter months can be quite serene, and you can enjoy local winter delicacies in a more intimate setting.
What are the top attractions in Ascoli Piceno?
In Ascoli Piceno, visitors can experience firsthand a blend of history and culture. The stunning Piazza del Popolo is a central attraction, flanked by beautiful medieval architecture, including the Palazzo dei Capitani del Popolo and the Basilica di San Francesco. Holiday rentals in this area often provide easy access to local cafés and shops, enhancing the experience of exploring the vibrant square.The historic centre, with its charming cobbled streets, leads to the impressive Cattedrale di Sant'Emidio, where visitors can admire exquisite art and architecture. Close by, the famous travertine bridge, Ponte di Cecco, offers picturesque views and is an excellent spot for photography.For those interested in local culture, the weekly market in Piazza Arringo is a must-visit, showcasing regional produce and crafts. Ascoli Piceno is also known for its delicious traditional dishes, so holiday homes near the city centre allow for convenient dining experiences at local trattorias and restaurants.
Are all fees included in the Ascoli Piceno holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Ascoli Piceno holiday homes with parking?
Stayz offers a wide selection of holiday homes in Ascoli Piceno with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Ascoli Piceno holiday homes?
You can find great discounts on holiday homes in Ascoli Piceno on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Ascoli Piceno holiday home booking on Stayz?
To find Ascoli Piceno holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Ascoli Piceno?
A long-stay holiday home in Ascoli Piceno is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Ascoli Piceno holiday home?
Book your Ascoli Piceno holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Ascoli Piceno?
Prices for holiday homes in Ascoli Piceno vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Ascoli Piceno to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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