House holiday rentals in Ascoli Piceno

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Top-rated house rentals in Ascoli Piceno

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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

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".

4.81 out of 5 average rating, 31 reviews

Guest favourite

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

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.

4.84 out of 5 average rating, 19 reviews

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

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.

4.74 out of 5 average rating, 221 reviews

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

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.

5.0 out of 5 average rating, 8 reviews

Guest favourite

A welcoming entrance is framed by a wrought iron awning, leading down a stone pathway bordered by lush greenery and blooming flowers. The view reveals the sparkling blue sea in the distance, enhancing the sense of an inviting coastal retreat.

Home in Colonnella

Casa Belvedere

The House is located in the historic center of Colonnella, a few kilometers from the blue flag beaches of Alba Adriatica, Tortoreto, Giulianova, San Benedetto del Tronto and 26 km from Ascoli Piceno. Completely renovated with spectacular panoramic views and large terrace overlooking the Adriatic Sea. The apartment consists of a bedroom with double bed, bathroom and living room with kitchenette and double sofa bed. Bars, wineries, restaurants and supermarkets are just a short walk away.

4.92 out of 5 average rating, 76 reviews

Superhost

The two-story farmhouse features a spacious lawn framed by bare trees. A covered pergola extends from the house, providing a shaded area with seating beneath it. Wooden shutters adorn the upper windows, while the exterior is highlighted by a warm brick facade.

Home in Colli del Tronto

Corner of paradise - Alpaca village nature and relaxation

Typical Marche farmhouse on two floors with a fabulous pergola overlooking the garden. The house is 1 km from the center of the village. Immersed in the Marche countryside, the house is located a few meters from the Tronto river and bordering the bike path that connects S. Benedetto. Not having houses in the immediate vicinity, the house allows you to fully enjoy your stay in absolute freedom (even with music until late at night). A barbecue and wood-burning oven are available.

4.86 out of 5 average rating, 36 reviews

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

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.

4.94 out of 5 average rating, 34 reviews

Top 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

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.

4.94 out of 5 average rating, 48 reviews

Top 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

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.

5.0 out of 5 average rating, 16 reviews

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

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.

5.0 out of 5 average rating, 22 reviews

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

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.

4.94 out of 5 average rating, 36 reviews

Guest favourite

A panoramic view reveals the majestic Sibillini Mountains, with snow-capped peaks under a clear blue sky. Bright purple flowers frame the foreground, adding a vibrant contrast to the serene landscape that stretches across the horizon.

Home in Amandola

Villa Schinoppi - Rustic in the historical center.

Villa Schinoppi welcomes you to the historic center of the city of Amandola, the east door of the Sibillini Mountains National Park. A few meters from the main square, the rustic underwear consists of kitchen, double sofa bed, bathroom with shower, washing machine, air conditioning, alarm system, Wi-Fi, TV. The exclusive panoramic terrace offers a breathtaking view of the Sibillini Mountains.

4.94 out of 5 average rating, 51 reviews