
House vacation 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.

Garden by the River: 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!

La Casetta - tranquility between the sea and the mountains
Immersed in the greenery, among the hills of Val Menocchia, stands 'La Casetta', a small and charming independent house, recently renovated. Perfect for those who want to spend a relaxing holiday and enjoy the landscape that surrounds it. However, it adapts to all needs: it is located a few kilometers from the sea and at short distance from wonderful villages, it also allows mountain lovers to reach the Sibillini Mountains in just over an hour.

villa Strada
NEW IN 2026: Equi-Friendly Structure: we have equipped boxes and paddocks to accommodate your horses. SUMMER 2026: Option for carriage rides along the white roads of Montefortino. In the heart of the Sibillini Mountains, Villa Strada offers a breathtaking view of Monte Vettore and the Sibilla. An elegant 1990s residence, it combines antique charm and modern comfort, with cozy and harmonious rooms surrounded by nature.

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.

Country House with Pool and Garden
Country house with swimming pool and garden - The farmhouse with swimming pool is located in the countryside with well-kept and completely renovated furnishings, for a relaxing vacation 5 km from the Fiastra Abbey Nature Reserve, 30 km from the entrance to the Monti Sibillini Park, 30 km from the Adriatic Sea and 60 km from the Conero Riviera.
Popular amenities for Ascoli Piceno house rentals
House rentals with a pool

Charming Casa Capriola - Panoramic views

Le Spiazzette Il Casale and the barn

Pool house, relax in the olive trees garden

Farmhouse with pool, formerly an agritourism, for nature and relaxation

Dolce Canto Mogliano – Farmhouse with private pool

A little house in the woods - Rustico Ceppino -

Large family apartment at Villa Milli

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

Casa Vacanze Gli Allori

Casa Marina

Apartment with View of the Sibillini Mountains and Hamlet

a real gem abruzzo Citta’Sant’Angelo

La Casetta di Dama Vacation Home

Da Vice Vacation Home

Terraces overlooking the village

The House of the Swallows
Private house rentals

Casa Etra

Casale Calù

House of Olives

Characteristic restored farmhouse with 360° views

The Window on the Castle | Elegance and comfort

La Roverella, a house in the countryside

Stefania and Stefano's Vacation Home - Campotosto

A little house in the woods
Quick stats about house rentals in Ascoli Piceno

Total vacation rentals
Explore 10 vacation rentals in Ascoli Piceno

Nightly prices starting at
Ascoli Piceno vacation rentals start at $69 CAD 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!
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- Rentals with a washer and dryer Ascoli Piceno
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- Rentals with breakfast Ascoli Piceno
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- House rentals Marche
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- Riviera del Conero
- Terminillo
- Campo Felice S.p.A.
- Frasassi Caves
- Rocca Calascio
- Gran Sasso d'Italia
- Pescara Centrale
- Sibillini Mountains National Park
- Shrine of the Holy House
- Mount Subasio
- Monte Terminillo
- Sibillini Mountains
- Due Sorelle
- Spiaggia Urbani
- Centro Commerciale Megalò
- Impianti Di Risalita Monte Magnola
- Stiffe Caves
- Birthplace of Gabriele D'Annunzio Museum
- Lame Rosse
- Sirolo
- Porto Turistico Marina Di Pescara
- Fountain of the 99 Water Spouts
- Torre Di Cerrano
- Spoleto Cathedral





