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

Charming Casa Capriola - Panoramic views
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Le Spiazzette Il Casale e il fienile
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Pool house, relax in the olive trees garden
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Casa Santo Stefano, panoramic view, swimmingpool
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{Private Pool} 10 beds, Wifi, AC, Garden
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Corner of paradise - Alpaca village nature and relaxation
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Fonte del Ceppo 2 by Interhome
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Large family apartment at Villa Milli
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Weekly house rentals

Panoramic farmhouse surrounded by nature
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Stunning Farmhouse with above the ground pool
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[Very central] 5-minute walk to the sea + Balcony
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Casale Calù
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House of Olives
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Casa Belvedere
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Casa Vacanze Gli Allori
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Villa with private garden 650 meters from the sea
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Private house rentals

"Maison Margot" stay in the hill overlooking the sea
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villa "a world apart"
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Restored farmhouse with view
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Giglio apartment with the pool access
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Tranquil 5-Bedroom Villa in Civitella del Tronto
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La Casa Rossa - Countryhouse with swimmingpool
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Villa Aura|Exclusive retreat for families and groups
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La Betulla - Majesty View LUX
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Destinations to explore
- Farm stay rentals Ascoli Piceno
- Hotel rooms Ascoli Piceno
- Beachfront rentals Ascoli Piceno
- Rentals with pools Ascoli Piceno
- Pet-friendly rentals Ascoli Piceno
- Bed and breakfasts Ascoli Piceno
- Rentals with a hot tub Ascoli Piceno
- Waterfront rentals Ascoli Piceno
- Villa rentals Ascoli Piceno
- Family-friendly rentals Ascoli Piceno
- Tent rentals Ascoli Piceno
- Rentals with breakfast Ascoli Piceno
- Holiday home rentals Ascoli Piceno
- Apartment rentals Ascoli Piceno
- Rentals with beach access Ascoli Piceno
- Rentals with a sauna Ascoli Piceno
- Flat rentals Ascoli Piceno
- House rentals Marche
- House rentals Italy
- 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
- Eremo delle Carceri
- Ponte del Mare





