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Holiday rentals in Ascoli Piceno

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Top-rated holiday rentals in Ascoli Piceno

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious sleeping area features a large bed with crisp linens, positioned next to a panoramic glass wall that offers stunning views of rolling hills and distant mountains. Light curtains frame the window, and a comfortable leather sofa adds warmth to the modern design.
Flat in Macerata
4.94 out of 5 average rating, 121 reviews

The Show

Relax in this elegant and modern newly built apartment, centrally located, convenient for walking around the entire historic center, featuring a large panoramic window that allows you to admire the Marchigiane hills up to the sea with the backdrop of Monte Conero. The property is equipped with every comfort suitable for even long stays, private parking space with direct access to the apartment. It is 20 km from Leopardi house museum, 30 km from Civitanova, 26 km from the sanctuary of Loreto

Top guest favourite
A dining area is illuminated by natural light coming through an open door, leading to a private outdoor space. A round white table is surrounded by four chairs, accompanied by a decorative arrangement of orchids. Exposed wooden beams enhance the rustic charm of the ceiling.
Flat in Ascoli Piceno
4.94 out of 5 average rating, 17 reviews

Charme in Centro with private parking

If you are looking for the tranquility and charm of the Old Town in the city of "100 Towers", this delightful apartment will amaze you. Located on the ground floor of a skilfully renovated building, modern three-room apartment with private courtyard, it combines comfort and an enviable location. Immersed in an extremely quiet context, in a typical "rua" in the most authentic part of the center. You can reach all the main attractions in 5 minutes, ideal for visiting Ascoli in comfort.

Guest favourite
A spacious living area is highlighted by a wall-mounted TV and a wooden console. A dining table is surrounded by chairs, and natural light enters through a large window with light curtains. Greenery adds a refreshing touch to the space.
Apartment in Ascoli Piceno
4.88 out of 5 average rating, 26 reviews

House in the Center with free private parking

Relax in this peaceful and centrally-located place. Bright apartment located on the second floor of a small condominium with an elevator. Full historic center of Ascoli Piceno, adjacent to Piazza della Viola and less than 300 meters from the main Piazza del Popolo and Piazza Arringo. Consisting of an entrance into a large living room, equipped kitchen, double bedroom, bedroom with two beds, one of which is a foldaway bed, and a large bathroom. Private parking completes the property

Guest favourite
A dining area features a wooden table surrounded by four chairs, complemented by a decorative table centerpiece. In the background, a spacious bed is visible through an archway, with soft, neutral-coloured walls and wooden flooring throughout the room.
Home in Ascoli Piceno
4.91 out of 5 average rating, 35 reviews

La Chicca Downtown - Center of Ascoli Piceno

"La Chicca in centro" is an independent house located in the historic center. Comfortable and convenient, it is located in a "rua", a small, quiet and characteristic pedestrian street of the area. A few steps from Piazza del Popolo and Piazza Arringo, the "La Chicca in centro", albeit located in a pedestrian area, is adjacent to driveways where there are paid parking lots. A large table, a kitchen and a sofa make the house an ideal space to stay even for several days.

Superhost
A spacious bed is centered in the room, adorned with neatly folded white towels. Soft lighting is provided by two wall lamps, creating a calming atmosphere. Light fabric covers the bed, and a neutral-toned throw adds warmth to the overall design.
Flat in Ascoli Piceno
4.9 out of 5 average rating, 39 reviews

Center Boutique home on the river-Ascoli Piceno

Dream 🌄 view Admire breathtaking views of the medieval village and mountains every day: an experience that will make your stay unique. ✨ Details that make a difference Bright environments, modern design, and stylish touches that create an intimate and welcoming atmosphere. 📍 Great location A stone's throw from the old town, typical restaurants and local attractions, but with the tranquility perfect to relax 🚗 Parking available : The building has condominium parking

Top guest favourite
A rustic bedroom features a spacious bed adorned with a cozy quilt and decorative pillows. Stone walls are complemented by a small window and potted plants, while soft lighting from bedside lamps creates a serene ambiance. A painting adds a touch of artistry to the space.
Home in Ascoli Piceno
5 out of 5 average rating, 21 reviews

River Garden: House 10 min from downtown

Enjoy nature 400 meters from the central square of Ascoli. You'll arrive downtown with a walk. House with garden overlooking the river and Papal Paperboard. Quiet and peaceful place. You will be greeted by the warmth of the rustic environment of a typical Italian house, built by my grandfather in 1922, with exposed stone masonry. The Castellano River, easily accessible on foot, is perfect for a walk in any season or a cool summer swim. We look forward to seeing you!

Guest favourite
The image captures a close-up view of wooden planks on a small rooftop terrace, leading to a panoramic vista of rolling mountains under a partly cloudy sky. The traditional tiled rooftops of nearby buildings are visible in the background.
Flat in Ascoli Piceno
4.95 out of 5 average rating, 140 reviews

House in the historic center of Ascoli Piceno

Fabulous newly renovated apartment located on the second and third floors of an ancient building in a sunny, quiet area away from city traffic. The apartment features all the amenities. Every single space is well cared for in every detail. You can take advantage of two bathrooms, one of which is totally in resin with a large shower. Ideal for couples, families and business trips. Ideal place to relax and enjoy the sunsets over the rooftops of the city.

Guest favourite
A bright and airy kitchen area is presented, featuring a small dining table with four black chairs. A kitchenette is equipped with essential appliances, including a stove and a kettle. Natural light enters through a glass door, which leads to a balcony draped in white curtains.
Home in Castorano
4.84 out of 5 average rating, 124 reviews

Apartment with View of the Sibillini Mountains and Hamlet

Cozy apartment with independent entrance is located in a quiet and safe residential area. It offers 1 bedroom, 1 bathroom with linens and a living room with a fully equipped kitchenette with an espresso machine, microwave and everything you need to prepare breakfast and also lunch/dinner. The house is completed by a large terrace with barbecue and private parking. Don't miss your chance to spend beautiful days in this house in a privileged location!

Superhost
Villa in Colli del Tronto
4.87 out of 5 average rating, 82 reviews

Frescoes and Centuries-Old Park– Villa Mastrangelo

A well-known residence in our area: You can easily find us online as a local tourist landmark. Self check-in at any time Discounts for longer stays (contact me) 🏰 Exclusive apartment of over 150 m² 🌿 Private 200 m² garden with century-old plants – PET FRIENDLY 🚗 Private parking (open and closed) FREE 📶 FAST Wi-Fi and Smart TV ☕ Kitchen: coffee, tea, oil, vinegar, sugar, salt, etc. 🧺 Bed linen, towels, soap

Guest favourite
A spacious living area features two light-colored sofas and a wooden dining table with seating. Natural light enters through large windows, complemented by decorative artwork on the walls. A fireplace adds a touch of warmth to the room's rustic charm, highlighted by vaulted brick ceilings.
Flat in Nereto
4.92 out of 5 average rating, 118 reviews

Abruzzo * Wonderful flat close to the beach *

Beautiful apartment situated in the city centre of Nereto historic town and only 10km from the sandy beaches of the Adriatic sea. In this peaceful Italian town you will be sure to enjoy an splendid view of the Gran Sasso and an atmosphere of maximum relaxation. Ascoli Piceno and his medieval historic town or San Benedetto del Tronto and his famous nightlife are just 10min drive.

Top guest favourite
A covered balcony is featured, providing a table and two chairs. The tiled floor extends throughout the space, while a fabric awning offers shade. Partial views of the surrounding area can be seen through the railing and glass panels.
Apartment in Ascoli Piceno
4.95 out of 5 average rating, 37 reviews

Casa Marà

Relax alone or with the whole family in this quiet accommodation located in an area of Ascoli Piceno that offers many services. You can move around in a large apartment with large rooms and look out from the wide balcony. You will be close to the train station and in 15 minutes you can reach the charming center of Ascoli Piceno.

Top guest favourite
An open window reveals a view of a historic square, featuring a clock tower and stone architecture. People are seen walking across the plaza, while intricate details of the building’s façade can be observed from the indoor space.
Flat in Ascoli Piceno
5 out of 5 average rating, 16 reviews

Piazza del Popolo Suite

Elegance and comfort in the heart of Ascoli Piceno. Charming apartment with refined design, welcoming atmosphere and equipped with all comforts. In a prestigious 16th-century historic building, live your unforgettable experience directly overlooking the beautiful Piazza del Popolo "Living Room of Italy"!

Popular amenities for Ascoli Piceno holiday rentals

When is the best time to visit Ascoli Piceno?

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Avg. price$109 SGD$110 SGD$118 SGD$121 SGD$123 SGD$124 SGD$127 SGD$135 SGD$128 SGD$113 SGD$121 SGD$122 SGD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Ascoli Piceno?

    Ascoli Piceno has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Bed And Breakfast Rentals in Ascoli Piceno?

    Enhance your stay in our Bed And Breakfast Rentals with the most popular amenities: over 10 homes with free parking, over 20 homes with air conditioning, over 20 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do bed and breakfast rentals in Ascoli Piceno have free parking?

    Absolutely! We offer over 10 bed and breakfast rentals with free parking in Ascoli Piceno. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Ascoli Piceno?

    Four-legged friends are welcome in Ascoli Piceno. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Do condo rentals in Ascoli Piceno have a kitchen?

    Absolutely! We offer over 10 condo rentals with a kitchen in Ascoli Piceno. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Ascoli Piceno?

    Experience the best of Ascoli Piceno with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do condo rentals in Ascoli Piceno have wifi?

    Absolutely! We offer over 10 condo rentals with wifi in Ascoli Piceno. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Ascoli Piceno?

    Yes! Work meets play with ease at over 50 vacation rentals in Ascoli Piceno featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about holiday rentals in Ascoli Piceno

  • Total holiday rentals

    Explore 120 holiday rentals in Ascoli Piceno

  • Nightly prices starting at

    Ascoli Piceno holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,820 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    110 of Ascoli Piceno holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ascoli Piceno rentals

  • 4.8 Average rating

    Ascoli Piceno stays are highly rated by guests – averaging 4.8 out of 5!

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