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Holiday houses 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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Top Guest favourite
A yellow teapot is positioned atop a vintage kitchen scale, providing a charming touch to the space. The background features patterned tiles that add visual interest and warmth, while a business card from 'A casa di Lola' rests near the teapot, suggesting a welcoming atmosphere.
Apartment in Ascoli Piceno
4.97 out of 5 average rating, 74 reviews

A casa di Lola b&b

It is in the heart of the historic city center, a flight of stairs from the university, a few meters from the courthouse and transport, a stone's throw from nightlife, museums, library, cinema, bookstores, cafes, restaurants and shops. "A casa di Lola" will win you over with its breathtaking views, the intimacy and brightness of the rooms, the atmosphere, and the attention to detail. Everything is at your fingertips, or rather, at your feet! We welcome solo and non-solo tourists, couples, business travelers, and of course families with children.

Top Guest favourite
A statue of Christ overlooking a wide view of the town, surrounded by green hills and blue skies. The urban landscape features a mix of buildings with terracotta roofs and greenery, emphasizing the connection between nature and the community.
Loft in Ascoli Piceno
5 out of 5 average rating, 19 reviews

Panoramic loft: Ascoli between history and nature

Goditi un soggiorno unico nel nostro accogliente loft situato al terzo ed ultimo livello. L'accesso, tramite scale, garantisce la massima privacy. Situato in posizione rialzata, l'alloggio offre una suggestiva vista sulla città dalla terrazza condominiale. Con una piacevole passeggiata di 10-15 minuti potrai raggiungere il cuore del centro storico. Al rientro, una leggera salita ti condurrà fuori dal trambusto, regalandoti la tranquillità e il panorama che rendono speciale la nostra struttura.

Superhost
A bedroom featuring a spacious bed dressed in a textured white coverlet. An open balcony door reveals a view of the cityscape, complemented by two black lounge chairs on the balcony. Green plants add a touch of nature to the room's ambiance.
Apartment in Ascoli Piceno
4.89 out of 5 average rating, 46 reviews

Center Boutique home on the river-Ascoli Piceno

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

Superhost
An aerial view showcases a private poolside area surrounded by lush greenery and a well-maintained patio. The inviting pool displays crystal-clear water, with a small seating area near the edge. A charming house with a wooden exterior is visible, enhancing the tranquil ambiance.
Home in Ascoli Piceno
4.76 out of 5 average rating, 209 reviews

La Casetta - Entire house 5 minutes from the center.

Your Oasis of Relaxation in the Marche Region The CASETTA is a cozy home located in the open countryside, just minutes from the historic city of Ascoli Piceno. Surrounded by a lush and unspoiled agricultural landscape, it offers guests a stay experience that combines modern comfort with the authentic atmosphere of the Marche countryside. Thanks to its strategic location, it is the ideal starting point to explore the historic center, the mountains and the sea, all within a few minutes' drive.

Top Guest favourite
A serene outdoor space is depicted, featuring a stone patio with seating arrangements under a canopy. Lush green trees and rolling hills are visible in the background, while a clear blue sky is adorned with fluffy clouds. A planter with flowers adds a touch of color to the scene.
Home in Ascoli Piceno
5 out of 5 average rating, 22 reviews

River Garden: Relaxation just 10 minutes from the city center

Enjoy nature 400 meters from the central square of Ascoli. You can get to the center with a walk. House with garden overlooking the river and the Papal Paper Mill. A 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, which can be easily reached on foot, is perfect for a walk in any season or a cool summer swim. We look forward to seeing you!

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.
Apartment in Ascoli Piceno
4.9 out of 5 average rating, 21 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.
Condo in Ascoli Piceno
4.91 out of 5 average rating, 34 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
4.92 out of 5 average rating, 36 reviews

La Chicca in the center - 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.

Top Guest favourite
A bright dining area is presented, featuring a round white table surrounded by four minimalist chairs. Soft natural light filters through sheer curtains, creating a serene atmosphere. A small decorative plant sits at the center of the table, while a corner floor lamp adds an inviting detail.
Home in Ascoli Piceno
4.96 out of 5 average rating, 28 reviews

A stone's throw from the square

Enjoy a stylish vacation in this property in the heart of the historic center, a newly built apartment with all the services available, with a large terrace where you can relax and enjoy a snack prepared in the fully equipped kitchen. The property is completed by a beautiful double bedroom with TV and a living room with a comfortable sofa bed and reading space. In the surroundings there are all the amenities: parking and all the most beautiful monuments of the city.

Guest favourite
A vibrant public square is depicted, featuring green chairs and tables surrounded by blooming flower pots. Historic buildings with varied architectural styles frame the square, and an impressive cathedral can be seen in the background under a clear blue sky with fluffy white clouds.
Condo in Ascoli Piceno
4.93 out of 5 average rating, 58 reviews

Casa Iolanda

The modernly furnished apartment is located on the first floor of an old building renovated according to anti-seismic standards, a stone's throw from one of the most beautiful squares in Italy, Piazza del Popolo. The whole group will enjoy easy access to everything from this centrally located place. It consists of 2 double bedrooms (single beds if needed), a living room with sofa bed, kitchen and 2 bathrooms. Designed to make your stay very enjoyable.

Top Guest favourite
A warm and inviting bedroom showcases a spacious bed with soft linens. Natural light enters through two windows, illuminating the wooden floors. The decor features simple furnishings, including a small table, while bath towels are neatly arranged on a shelf, contributing to a serene atmosphere.
Condo in Ascoli Piceno
5 out of 5 average rating, 11 reviews

Atelier Arringo Suite

Atelier Arringo is located in the heart of the historic center. The suite has its own entrance, but is an autonomous part of a historic apartment. It is uniquely located in Ascoli's historic botanical garden, You will enjoy absolute privacy, but your hosts will also be at your disposal with warm hospitality on request. Options: - Breakfast in the suite; - City tour; - Exclusive dinner on the private terrace (from June);

Top 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.
Apartment in Ascoli Piceno
4.95 out of 5 average rating, 147 reviews

House in the historic center of Ascoli Piceno

Appartamento recentemente ristrutturato, distribuito su due piani di un palazzo antico in una zona soleggiata, silenziosa e lontana dal traffico. Il parquet in ogni ambiente e i dettagli curati creano un'atmosfera calda e accogliente — il posto giusto per rilassarsi e godersi il tramonto sui tetti della città dal terrazzo. Adatto a coppie, famiglie e chi è in città per lavoro.

Popular amenities for Ascoli Piceno holiday rentals

When is the best time to visit Ascoli Piceno?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$171 NZD$166 NZD$158 NZD$159 NZD$163 NZD$165 NZD$168 NZD$178 NZD$170 NZD$159 NZD$168 NZD$168 NZD
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.

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

    Experience the best of Ascoli Piceno with our condo rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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.

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

    Yes! Work meets play with ease at over 60 vacation rentals in Ascoli Piceno featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do bed and breakfast rentals in Ascoli Piceno have air conditioning?

    Absolutely! We offer over 20 bed and breakfast rentals with air conditioning in Ascoli Piceno. Enjoy a tailored experience with all the comforts you desire.

  • Do bed and breakfast rentals in Ascoli Piceno have a kitchen?

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

  • 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.

  • 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.

Quick stats about holiday rentals in Ascoli Piceno

  • Total holiday rentals

    Explore 130 holiday rentals in Ascoli Piceno

  • Nightly prices starting at

    Ascoli Piceno holiday rentals start at $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Ascoli Piceno holiday 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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