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

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.

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.

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!

3 Bedroom home, Private Pool, HotTub&Home Theater
Casa Fenice is located next to an olive grove and overlooking the cultivated fields of neighboring farms. Across the valley of the Saline River you will see the vineyard of San Lorenzo wines, the medieval villages of Elice and Castilenti, and small suburbs with support businesses for the farmers in the area. The nearest neighbor is 200m away, so with the exception of the occasional friendly farmer on his tractor, you are able to enjoy the blissful peacefulness of country living.

La Chicca in the center - Center of Ascoli Piceno
"La Chicca in centro" is an independent house located in the historic center. Comfortable and convenient, it is located in a "rua", a small, quiet and characteristic pedestrian street of the area. A few steps from Piazza del Popolo and Piazza Arringo, the "La Chicca in centro", albeit located in a pedestrian area, is adjacent to driveways where there are paid parking lots. A large table, a kitchen and a sofa make the house an ideal space to stay even for several days.

A stone's throw from the square
Enjoy a stylish vacation in this property in the heart of the historic center, a newly built apartment with all the services available, with a large terrace where you can relax and enjoy a snack prepared in the fully equipped kitchen. The property is completed by a beautiful double bedroom with TV and a living room with a comfortable sofa bed and reading space. In the surroundings there are all the amenities: parking and all 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.

"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!

JANNAMARE - Jannamaro's house by the sea
A cozy and bright house on the beach of Francavilla al Mare, on the border with Pescara. Finely furnished and equipped with all amenities. Consisting of a large living room with sofa bed, TV and fireplace, kitchen, three bedrooms, three bathrooms with shower, one of which is external. Large terrace on the beach. Air conditioning and underfloor heating. Ideal for enjoying the summer nightlife of the Riviera and the peace and tranquility of the sea in winter.

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.

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

Charming Casa Capriola - Panoramic views

Le Spiazzette Il Casale and the barn

Former farmhouse with swimming pool – nature and relaxation

Dolce Canto Mogliano – Farmhouse with private pool

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

A little house in the woods - Rustico Ceppino -

Seaside tavern

Large family apartment at Villa Milli
Weekly house rentals

TYPICAL HOUSE IN SMALL VILLAGE

Casa Vacanze Gli Allori

Casa Marina

Apartment with View of the Sibillini Mountains and Hamlet

Da Vice Vacation Home

Terraces overlooking the village

The House of the Swallows

Villa Iulia | VIBRA
Private house rentals

Pool house, relax in the olive trees garden

Casa Etra

House of Olives

Casa Santo Stefano, panoramic view, swimmingpool

La Finestra sul Castello | Elegance and comfort

Casa Moscatel - rural idyll, stunning panorama

Villa Fonte in Colle-pool and 4 bedrooms

Medieval Tower – View of Gran Sasso – Apartment 1
Quick stats about house rentals in Ascoli Piceno

Total holiday rentals
Explore 10 holiday rentals in Ascoli Piceno

Nightly prices starting at
Ascoli Piceno holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 290 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!
Destinations to explore
- Rentals with breakfast Ascoli Piceno
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- Villa rentals Ascoli Piceno
- Family-friendly rentals Ascoli Piceno
- Pet-friendly rentals Ascoli Piceno
- Flat rentals Ascoli Piceno
- Rentals with a patio Ascoli Piceno
- Rentals with a washing machine and dryer Ascoli Piceno
- Bed and breakfasts Ascoli Piceno
- House rentals Marche
- House rentals Italy
- Riviera del Conero
- Terminillo
- Frasassi Caves
- Gran Sasso d'Italia
- Rocca Calascio
- Monte Terminilletto
- Pescara Centrale
- Sibillini Mountains National Park
- Shrine of the Holy House
- Mount Subasio
- Sibillini Mountains
- Monte Terminillo
- Spiaggia di San Michele
- Birthplace of Gabriele D'Annunzio Museum
- Sirolo
- Spiaggia Urbani
- Spoleto Cathedral
- Stiffe Caves
- Centro Commerciale Megalò
- Porto Turistico Marina Di Pescara
- Sirente Velino Regional Park
- Fonti Del Clitunno
- Ponte del Mare
- Torre Di Cerrano





