Discover Your Ideal Ascoli Piceno Vacation Rentals for an Authentic Stay in Marche, Italy
Discover Your Perfect Ascoli Piceno Vacation Homes
Best Vacation Homes in Ascoli Piceno
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Ascoli Piceno Luxury Rentals
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Ascoli Piceno Pet Friendly Vacation Rentals
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Ascoli Piceno Large Vacation Homes
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Why Choose Rent By Owner for your Ascoli Piceno Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Ascoli Piceno
When should you plan your Vacation Rentals stay?
Finding the ideal time to visit here ensures you experience the region's authentic charm and pleasant weather, making your vacation rental in Ascoli Piceno the perfect base for exploring this enchanting destination throughout the year.
Peak Season Highlights
Spring (April to June)
During spring, the area comes alive with vibrant colors and mild weather, making it an ideal time for outdoor exploration and enjoying local culture.
Autumn (September to October)
In early autumn, you can experience pleasant temperatures and fewer crowds, perfect for sightseeing and savoring regional flavors.
Off-Season Highlights
Winter (December to February)
Winter offers cooler temperatures and a quieter atmosphere, allowing you to enjoy the region’s historical charm without the busy crowds.
Late Fall (November)
Late fall tends to be less crowded, with cooler weather that provides a peaceful setting for those seeking a more relaxed stay in this destination.
Weekly Weather Forecast for Ascoli Piceno
How to Book Your Ascoli Piceno Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Ascoli Piceno
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining areas perfect for relaxing meals amid scenic views.
- Make the most of private patios or terraces to unwind after exploring the region.
- Benefit from landscaped gardens that create a tranquil setting for your stay.
- Take advantage of shared or private pools to cool off during warmer months.
- Relish in outdoor seating arrangements ideal for soaking up the sunshine and fresh air.
- Experience accessible barbecue facilities for preparing delicious grilled dishes.
- Utilize designated parking spaces with easy access to outdoor amenities for your convenience.
Top Attractions Around Ascoli Piceno
What attractions are nearby?
Within this charming region, you can enjoy exploring historic sites, strolling through picturesque streets, and savoring local cuisine just a short distance from your vacation rental in Ascoli Piceno.

Family Activities
- Palazzo dei Capitani del Popolo: Explore this historic building with its engaging exhibitions and panoramic views that will captivate your family during your stay in the area.
- Piazza del Popolo: Relax in this charming square, perfect for enjoying local cafes and observing street performers, offering a lively experience for all ages.
- Nearby Nature Trails: Discover scenic hiking and biking paths that wind through the region’s lush landscapes, ideal for outdoor adventures with the family.
- Local Markets and Artisan Shops: Experience the vibrant market stalls where you can taste regional delicacies and find handcrafted souvenirs, enriching your visit to here.
Adult Activities
- Historical Walks through Ascoli Piceno's Old Town: Discover the charming ancient streets lined with medieval and Renaissance architecture, perfect for immersive sightseeing experiences.
- Visit to Piazza del Popolo: Spend time relaxing in this vibrant square, known for its elegant palaces and lively cafes, ideal for enjoying the local atmosphere.
- Exploring Religious Heritage at Sant'Emidio Cathedral: Admire the stunning façade and intricate interior of this historic cathedral, a must-see for culture enthusiasts visiting the area.
- Sampling Regional Cuisine: Indulge in authentic Marche flavors at local eateries, offering traditional dishes that highlight the region’s rich culinary heritage.
Other Places to Stay in Ascoli Piceno
Ascoli Piceno Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Cuisine: Dive into the authentic flavors of the region by visiting local markets and sampling traditional dishes, making your stay in Ascoli Piceno truly memorable.
- Discover Hidden Gems: Take time to wander through less-touristed streets and discover charming piazzas and historical sites that reveal the area's rich heritage.
- Plan Outdoor Activities: Benefit from the area's scenic landscapes by organizing outdoor adventures such as walking tours or leisurely drives to enjoy the natural beauty surrounding your accommodation.
- Engage with the Community: Connect with local residents and artisans for a more immersive experience, gaining insights into the area's customs and traditions during your visit.
Transportation Options
- Ascoli Piceno Train Station: This central transportation hub connects you to major Italian cities and makes exploring the region convenient from your vacation rental.
- Regional Bus Services: Local bus routes provide cost-effective and flexible options for traveling within the area and reaching nearby attractions.
- Car Rental Services: Renting a car offers you the freedom to explore the scenic countryside and hidden gems of this destination at your own pace.
- Taxi and Ride-Sharing: Taxis and ride-sharing services are readily available, providing quick and comfortable transfers between your accommodation and local points of interest.
Local Customs Options
- Traditional Feast of the Madonna: During this local celebration, you can observe unique religious processions that highlight the area's deep-rooted Catholic traditions.
- Handcrafted Leather Goods: The region is renowned for its artisanal leather craftsmanship, which you might see showcased in local markets and workshops here.
- Gastronomic Customs: Expect to enjoy regional dishes like Olive all’Ascolana, reflecting the area’s culinary heritage through time-honored recipes.
- Historical Festivals: Participating in or observing historical reenactments gives insight into the area's rich past and cultural identity during special events.
Frequently Asked Questions About Ascoli Piceno?
1. What are the top vacation rentals in Ascoli Piceno?
There are a lot of options in Ascoli Piceno. If you plan on staying in the Ascoli Piceno area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Ascoli Piceno:
- B&B Terramare
- Studio Apartment With Terrace Overlooking The Rooftops Of Offida
- Casa del Gelso - Family Villa
- Finely furnished apartment a stone's throw from the sea with swimming pool, gym, WiFi
- Charming Italian house with pool and Mediterranean garden
- Mountains and sea. Vacation apartment with a view
- Comfortable cottage in the March with a stunning panorama view
- Spacious accommodation in a historical building in old town, 15 min from beach
- Penthouse with a large terrace - San Benedetto del TrontonCIN IT044066C2E2CI4F3S
- Agriturismo Casavecchia
2. How many vacation rentals have private pools in Ascoli Piceno?
There are 77 vacation rentals with private pools near Ascoli Piceno. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Ascoli Piceno are best for families?
If you are looking for a family-friendly vacation home in Ascoli Piceno, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Ascoli Piceno:
4. How many Rentbyowner vacation rentals are available in Ascoli Piceno?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 1632 in the Ascoli Piceno area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Ascoli Piceno.
5. What is the cancellation policy for vacation rentals in this area?
6. Are there any additional fees I should be aware of when booking a rental here?
7. How do I confirm my reservation and what are the payment options?
8. Is there a minimum stay requirement for renting here?
9. What amenities are usually included in vacation rentals in this region?
Ascoli Piceno Top Rated Vacation Rentals
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