
House holiday rentals in Ascoli Piceno
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Top-rated house rentals in Ascoli Piceno
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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".

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.

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.

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.

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.

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!

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.

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.

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.

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.

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.

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.
Popular amenities for house rentals in Ascoli Piceno
House rentals with a pool

Large family apartment at Villa Milli

Corner of paradise - Alpaca village nature and relaxation

Fonte del Ceppo 2 by Interhome

Le Spiazzette The farmhouse and the barn

{Private Pool} 10 beds, Wifi, AC, Garden

Villa Irma with Pool 10 min from the Sea - over 8 Y

Charming Casa Capriola - Panoramic views

Casa Santo Stefano, panoramic view, swimmingpool
Weekly house rentals

Casa Belvedere

[Very central] 5-minute walk to the sea + Balcony

Villa with private garden 650 meters from the sea

Medieval Tower – Gran Sasso View – Apartment 1

Casa Vacanze Gli Allori

Panoramic farmhouse surrounded by nature

Villa Fonte in Colle – pool, 4 bedrooms

Stunning Farmhouse with above the ground pool
Private house rentals

La Betulla - Majesty View LUX

villa "a world apart"

Villa in italy San Ruffino, Le Marche area

La Casa Rossa - Countryhouse with swimmingpool

Castle balcony

Tranquil 5-Bedroom Villa in Civitella del Tronto

Giglio apartment with the pool access

Villa Aura|Exclusive retreat for families and groups
Destinations to explore
- Farm stay rentals Ascoli Piceno
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- Rentals with pools Ascoli Piceno
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- Waterfront rentals Ascoli Piceno
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- Holiday home rentals Ascoli Piceno
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- House rentals Marche
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- Riviera del Conero
- Terminillo
- Rocca Calascio
- Gran Sasso d'Italia
- Frasassi Caves
- Monte Terminilletto
- Monte Terminillo
- Pescara Centrale
- Sibillini Mountains National Park
- Spiaggia Urbani
- Shrine of the Holy House
- Sibillini Mountains
- Sirolo
- Mount Subasio
- Spiaggia della Torre
- Torre Di Cerrano
- Centro Commerciale Megalò
- Stiffe Caves
- Spoleto Cathedral
- Sirente Velino Regional Park
- Fonti Del Clitunno
- Lame Rosse
- Ponte del Mare
- Eremo delle Carceri





