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Vacation rentals in Ascoli Piceno

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Top-rated vacation rentals in Ascoli Piceno

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

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Guest favorite
Villa in Colli del Tronto
5 out of 5 average rating, 6 reviews

Frescoes and Centuries-Old Park– Villa Mastrangelo

Well-known residence in our area You can easily find us online as a local tourist landmark. 1️⃣ Self check-in available at any time 2️⃣ Discounts for longer stays (contact me for details) 🏰 Entire villa of over 600 m² (max 12 guests) 🌿 Centuries-old park of 2000 m² – pet friendly 🚗 Private parking, both open and covered – free of charge 📶 Air conditioning, fast Wi-Fi and Smart TV ☕ In the kitchen: coffee, tea, oil, vinegar, sugar, salt, etc. 🧺 Bed linen, towels and soap included

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.
Apartment in Ascoli Piceno
4.9 out of 5 average rating, 39 reviews

Center Boutique home on the river-Ascoli Piceno

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

Top guest favorite
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.
Apartment 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 favorite
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.
Condo 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

Top guest favorite
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, 20 reviews

River Garden: house 10 min from the center

Enjoy nature 400 meters from the central square of Ascoli. You'll arrive downtown with a walk. House with garden overlooking the river and the Papal Paper Mill. Quiet place and full of peace. You will be welcomed by the warmth of the rustic atmosphere of a typical Italian house, built by my grandfather in 1922, with exposed stone walls. 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 favorite
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.

Guest favorite
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.
Apartment 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 favorite
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, 122 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!

Guest favorite
A treehouse structure is nestled among tall trees, elevated above the forest floor. Large windows are visible, allowing natural light to flood the space and creating a seamless connection with the surrounding nature. A spacious deck offers a serene view of the greenery.
Treehouse in Colonnella
4.95 out of 5 average rating, 106 reviews

NIKE WOODS emotion experience

Our treehouse in the woods, built from iron and originally used as a bivouac, has been transformed into a retreat inspired by Japanese philosophy. Inside, it offers a unique experience with an ofuro (traditional Japanese bathtub), a sauna for relaxation, and an emotional shower that stimulates the senses. The minimalist design and attention to detail create a serene atmosphere, perfect for rejuvenating in harmony with the surrounding nature.

Guest favorite
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.
Apartment 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 favorite
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.
Apartment 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"!

Top guest favorite
A rustic entrance is framed by large wooden doors, partially ajar. The stone archway is adorned with a decorative curtain featuring floral patterns. Potted plants with vibrant foliage are positioned on either side of the doorway, enhancing the inviting appearance of the entryway.
Apartment in Cupra Marittima
4.91 out of 5 average rating, 169 reviews

A Nest in the Walls

A quiet retreat in the upper village of Cupra Marittima, protected by the ancient walls of the castle of Marano and with an open view towards the sea. Ideal for a stay between nature and the past (the beach is a 10-minute walk away).

Popular amenities for Ascoli Piceno vacation rentals

When is the best time to visit Ascoli Piceno?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$17,563 GYDG$17,772 GYDG$19,026 GYDG$19,444 GYDG$19,862 GYDG$20,072 GYDG$20,490 GYDG$21,744 GYDG$20,699 GYDG$18,190 GYDG$19,444 GYDG$19,653 GYD
Avg. temp5°C5°C9°C12°C17°C21°C24°C24°C19°C14°C9°C6°C

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 vacation rentals in Ascoli Piceno

  • Total vacation rentals

    Explore 120 vacation rentals in Ascoli Piceno

  • Nightly prices starting at

    Ascoli Piceno vacation rentals start at G$4,182 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,820 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Ascoli Piceno vacation rentals include wi-fi 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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