House holiday rentals 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.

Value · Location · Breakfast

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.

Family · Value · Bathroom

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.

Family · Location · Hospitality

River Garden: Relaxation just 10 minutes from the city centre

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!

Value · Location · Comfort

A stone's throw from the square

Goditi una vacanza all'insegna dello stile in questa struttura in pieno centro storico,appartamento di nuovissima costruzione con tutti i servizi a disposizione,con una terrazza ampia dove potersi rilassare e gustarsi uno spuntino preparato nella cucina completamente attrezzata.Completa la struttura una bellissima camera matrimoniale con tv e un soggiorno con un comodo divano letto e spazio lettura.nei dintorni ci sono tutte le comodità e tutti i più belli monumenti della città.

Location · Family · Breakfast

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.

Location · Family · Amenities

"Casa Cinill" - A little slice of paradise

Take a break and unwind at this peaceful oasis. Immersed in nature, equipped with all comforts, away from the daily hustle and bustle, you can relax under the gaze of the Gran Sasso or explore the surrounding nature by walking under the trees of the forest and, with a few minutes by car, reach your favorite destinations, between the sea and the mountains to discover the wonderful Abruzzo! Large, fenced and private outdoor courtyard perfect for 4-legged friends!

Family · Location · Beach

CASA GALLO ROSSO relaxation & privacy

Your home in the hills of Abruzzo. Casa Gallo Rosso is a country house entirely at your disposal, nestled in the tranquillity of the Abruzzo hills. A private pool, large outdoor spaces and a panoramic view of the mountains will accompany your relaxing days. Just 25 minutes from the sea and 40 minutes from the mountains, it is the ideal place for those seeking nature, privacy and comfort, enjoying an authentic experience in the heart of Abruzzo.

Location · Family · Cleanliness

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.

Value · Location · Breakfast

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.

Family · Location · Barbecue

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.

Location · Value · Cleanliness

Country House with Pool and Garden

Country house with swimming pool and garden - The farmhouse with swimming pool is located in the countryside with well-kept and completely renovated furnishings, for a relaxing vacation 5 km from the Fiastra Abbey Nature Reserve, 30 km from the entrance to the Monti Sibillini Park, 30 km from the Adriatic Sea and 60 km from the Conero Riviera.

Location · Value · Sleep quality