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 · Long stay

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.

Value · Family · Kitchen

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.

Location · Family · Beach

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.

Family · Location · Parking

CASA GALLO ROSSO Hills & Panorama

Casa Gallo Rosso is a country house immersed in the tranquility of the Abruzzo hills, with large outdoor spaces for exclusive use. At your disposal: • Private pool (10×5 m) with 500 m² solarium • Large outdoor spaces and panoramic views of the mountains • The entire property all to yourself 28 minutes from the sea and 40 minutes from the mountains, it is the ideal base for discovering Abruzzo and enjoying an authentic countryside experience in total relaxation.

Location · Value · Walkability

"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 · Value · Backyard

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 · Value · Comfort

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.

Family · Location · Sleep quality

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.

Location · Value · Hot tub

La Finestra sul Castello, elegance and comfort

Discover 'La Finestra sul Castello', an elegant 140-square-metre apartment overlooking Castello Della Monica in the heart of Teramo. Quiet but centrally located, perfect for families and groups of up to 5 people. Featuring a fully equipped kitchen, fast Wi-Fi, air conditioning, 2 bathrooms, a spacious living area, 4 balconies and free parking, it offers comfort, style and plenty of space for an unforgettable stay.

Location · Bathroom · Comfort

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 · Outdoor spaces

Casale Biancopecora, Casa Ghianda

Independent house in Country House, Casa Ghianda, 60 sqm finely furnished. We recovered all the old house materials in the recent renovation. One of the rooms overlooks a small terrace. Outside there is a large private area available to guests, shaded pergola and private barbecue. Complete the property with a 12x4.5 pool with shaded porch available for guests to enjoy.

Location · Family · Breakfast