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House holiday rentals in Ascoli Piceno

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Top-rated house rentals in Ascoli Piceno

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

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Guest favourite
The exterior of a two-story residence is depicted, featuring light-colored walls and a welcoming wooden door. Flower boxes adorn the balcony, contributing greenery to the facade. Windows with built-in shutters allow natural light into the interior, while a paved walkway leads to the entrance.
Home in Torano Nuovo
4.8 out of 5 average rating, 30 reviews

Pretty house in a village between hills and sea

Cozy house, equipped with everything you need to stay calm, away from the hustle and bustle of the city, on the hill, 15/20 min./car from the sea and mountains. The house is located in the beautiful village, with a food and wine vocation, of Torano Nuovo, "village of taste", "City of Wine" and capital of Montepulciano d'Abruzzo. Nearby are the cities of Ascoli Piceno, San Benedetto del Tronto, Civitella del Tronto with the Fortress, as well as the Adriatic Coast. Possibility of hiking in MTB and "Walk in Nature".

Superhost
The entrance of the apartment features a wooden door framed by potted flowers, enhancing the inviting atmosphere. A stone path leads to the entry, bordered by greenery and vibrant blooms, while the rustic architecture is complemented by a sloping roof and window planters.
Home in Amandola
4.83 out of 5 average rating, 18 reviews

House with a Garden

Located just 3 km from Amandola, nestled in the heart of the picturesque Sibillini Mountains, this apartment in the open countryside offers a unique experience in close contact with nature and is perfect for those looking for tranquility and relaxation without giving up the services of the center. Renovated and furnished in a simple style, but with country lines, it has everything you need for a pleasant stay and is an ideal starting point to explore the surrounding natural and cultural beauties.

Superhost
An inviting dining setting is showcased on a loggia, featuring a table set with plates and glasses. Two reclining chairs are positioned nearby, framed by an archway that reveals a stunning view of rolling hills and mountains in the background.
Home in San Vittoria in Matenano
4.83 out of 5 average rating, 40 reviews

Views from the roof of Le Marche

Welcome to real Italy. This is a unique home, named locally as Casa Matita (The Pencil House). It has an awesome view awaiting you from the loggia (roofed terrace). Relax, read, drink prosecco or dine while watching amazing sunsets in the peaceful medieval village of Santa Vittoria. At the top of the hill-top village, the house enjoys a 180-degree panorama of the sea and the mountains (both 45 mins). Recently restored, with three double bedrooms, parking 50m and shops/bakery/taverna 200m.

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
4.75 out of 5 average rating, 217 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.

Guest favourite
A serene swimming pool is situated on a deck, featuring clear turquoise water under a bright sky. An umbrella provides shade beside chaise lounges. Scenic hills and mountains stretch into the distance, creating a picturesque backdrop of nature.
Home in Penna San Giovanni
5.0 out of 5 average rating, 6 reviews

GrazieSole Agriturismo exclusive whole house

The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.

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
5.0 out of 5 average rating, 23 reviews

Giardino sul Fiume: relaxation 10 minutes from the 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!

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
4.97 out of 5 average rating, 33 reviews

A stone's throw from the square

Enjoy a stylish vacation at this property in the heart of the historic center. It is a newly built apartment with all the amenities available, with a large terrace where you can relax and enjoy a snack prepared in the fully equipped kitchen. The property includes a beautiful double bedroom with a TV and a living room with a comfortable sofa bed and a reading area. In the surrounding area, you will find all the amenities and the most beautiful monuments of the city.

Guest favourite
A balcony view showcases rolling green hills and a clear blue sky. In the foreground, a lantern with a candle is positioned on a table, while a swimming pool is visible below, framed by manicured lawns and wooden lounging areas.
Home in Montalto delle Marche
4.93 out of 5 average rating, 44 reviews

Mini apartment with pool Villa Cerqueto

The apartment, ideal for 2/5 people, consists of a large and bright living area with kitchenette, sofa bed, TV and Wi-Fi; a spacious bedroom with double bed and bunk bed and a large balcony where you can eat. The bathroom is inside the room. The swimming pool and garden are shared with all the guests of the property. The Agostini family, owner and resident of the property, will always be ready to respond to every need while respecting the privacy of its guests.

Guest favourite
A private above-ground pool is situated on a spacious deck with blue railings, overlooking the sea. An area for children's play can be seen nearby, with a sandy surface. The surrounding landscape features hills and greenery against a clear sky.
Home in Cupra Marittima
5.0 out of 5 average rating, 13 reviews

The Goddess Terraces Cottage

Villa with above-ground pool located on the first hill close to the sea. The property can be reached from the sea by following an uphill road of 600 meters. The 144-square-meter house consists of a living room with a kitchenette. In this room there is a sofa bed and a bunk bed. In the sleeping area there are 3 bedrooms (double, medium with double bed and single with bunk bed + additional bed), bathroom with bathtub and bathroom with shower.

Superhost
A refreshing outdoor pool is surrounded by a wooden deck and white lounge chairs. Lush trees and an open landscape featuring rolling hills and vineyards are visible in the background, along with a clear blue sky.
Home in Controguerra
4.79 out of 5 average rating, 56 reviews

Apartment 1 Panoramic Terrace 2-3 Pax

The farmhouse, renovated in rustic style with exposed bricks is set in a landscape between rows of vineyards and extensive olive groves. The apartment with wooden roof and a large terrace overlooking the Montagne Gemelle, the Gran Sasso, and the Monti Sibillini. You will enjoy the quiet of the countryside in a true slice of agricultural life. We are inside a winery, it is possible, on request, to buy wine or book a themed tasting.

Top guest favourite
An outdoor area features a rectangular swimming pool surrounded by sun loungers and umbrellas. The pool's clear water reflects sunlight, while colorful pool floats are visible. In a separate indoor space, a hot tub is shown set against patterned tiles, providing a relaxing atmosphere.
Home in Roccafluvione
5.0 out of 5 average rating, 22 reviews

bed & breakfast of your dreams

Kick back and relax in this calm, stylish space. Location in the green of the Sibillini mountains, 10 km from Ascoli Piceno. Here you can find the "dream B&B" that will make your stay an unforgettable experience. You will have an entire property at your disposal, equipped with all the comforts that will accompany your stay. Inside the property, you can be pampered by a beautiful mini whirlpool where you can spend relaxing moments.

Top guest favourite
A gravel driveway leads to a charming two-story villa surrounded by lush greenery. The building features a mixture of stone and brick walls, framed by large windows with red shutters. Sunlight filters through the trees, creating a serene atmosphere.
Home in Serra
4.94 out of 5 average rating, 34 reviews

villa Strada

NEW FOR '26: Private rooftop Jacuzzi for up to 4 people. Opportunity to enjoy horse-drawn carriage rides along the scenic white roads of Montefortino. Nestled in the heart of the Sibillini Mountains, Villa Strada boasts breathtaking views of Mount Vettore and Mount Sibilla. This elegant 1990s villa combines timeless charm with modern comfort, featuring welcoming and harmonious spaces immersed in nature.

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