
House holiday rentals in Ascoli Piceno
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Quick stats about house rentals in Ascoli Piceno

Nightly prices starting at
Ascoli Piceno holiday rentals start at $85 NZD per night before taxes and fees

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Over 300 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ascoli Piceno rentals

4.9 Average rating
Ascoli Piceno stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Ascoli Piceno
Guests agree: These houses are highly rated for location, cleanliness and more.

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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River Garden: Relaxation just 10 minutes from the city 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
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.
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"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!
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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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CASA GALLO ROSSO relaxation & privacy
Your home in the hills of Abruzzo. Casa Gallo Rosso is a country house entirely at your disposal, immersed in the tranquility 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.
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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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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.
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Casale Biancopecora, Casa Acorn
Detached house in Country House, House Acorn, 60 sqm finely furnished. We recovered all the old materials from the house in the recent renovation. One of the rooms overlooks a small terrace. Outside there is a large private area available for guests, shaded pergola and private barbecue. The property is completed by a 12x4,5 swimming pool with shaded porch available for guests.
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Popular amenities for Ascoli Piceno house rentals
House rentals with a pool

Farm house with exclusive access to the pool
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Breath of Nature
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Apartment 1 Panoramic Terrace 2-3 Pax
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The Goddess Terraces Cottage
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Large family apartment at Villa Milli
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Seaside tavern
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Corner of paradise - Alpaca village nature and relaxation
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The House in the Garden
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Weekly house rentals

Relaxing apartment with exclusive garden
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L'Ulivo e il Pioppo Holiday Home
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La Finestra sul Castello, elegance and comfort
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TYPICAL HOUSE IN SMALL VILLAGE
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Villetta Marianna
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Dolce Vita - Peaceful Retreat With Mountain Views
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Pretty house in a village between hills and sea
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Casa Marina
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Private house rentals

Medieval tower - View of Gran Sasso - Apartment 1
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Villa Ophite: 3 bedrooms and pool
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Casa Vacanze Gli Allori
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Charming Casa Capriola - Panoramic views
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Casa San Martino
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Characteristic restored farmhouse with 360° views
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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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Destinations to explore
- 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





