
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 $69 AUD 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, Wi-Fi 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.

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.

Corner of paradise - Alpaca village nature and relaxation
Typical Marche farmhouse on two floors with a fabulous pergola overlooking the garden. The house is 1 km from the center of the village. Immersed in the Marche countryside, the house is located a few meters from the Tronto river and bordering the bike path that connects S. Benedetto. Not having houses in the immediate vicinity, the house allows you to fully enjoy your stay in absolute freedom (even with music until late at night). A barbecue and wood-burning oven are available.

CASA GALLO ROSSO Private pool and panoramic view
Casa Gallo Rosso is a country house immersed in the tranquility of the Abruzzo hills, with 1,000 m² of outdoor space for exclusive use. At your disposal: • Private pool (10×5 m) with 500 m² solarium • Large outdoor spaces and panoramic views of the mountains • The entire property all to yourself 25 minutes from the sea and 40 minutes from the mountains, it is the ideal base for discovering Abruzzo and enjoying an authentic countryside experience in total relaxation

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.

"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!

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.

La Finestra sul Castello, elegance and comfort
Discover 'La Finestra sul Castello', an elegant 140-square-metre apartment overlooking Castello Della Monica in the heart of Teramo. Quiet but centrally located, perfect for families and groups of up to 5 people. Featuring a fully equipped kitchen, fast Wi-Fi, air conditioning, 2 bathrooms, a spacious living area, 4 balconies and free parking, it offers comfort, style and plenty of space for an unforgettable stay.

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 Ascoli Piceno house rentals
House rentals with a pool

Mini apartment with pool Villa Cerqueto

Breath of Nature

The Goddess Terraces Cottage

Farm house with exclusive access to the pool

The House in the Garden

Seaside tavern

Large family apartment at Villa Milli

La Villetta
Weekly house rentals

Villetta Marianna

Villa Schinoppi - Rustic in the historical center.

Cottage 250 meters from the sea

Casa Marina

Relaxing apartment with exclusive garden

L'Ulivo e il Pioppo Holiday Home

"Da zia Concetta", a vacation home surrounded by greenery

TYPICAL HOUSE IN SMALL VILLAGE
Private house rentals

Dolce Vita - Peaceful Retreat With Mountain Views

Casa Vacanze Gli Allori

House of Olives

Medieval tower – Gran Sasso view – Apartment 1

Villa Aura|Exclusive retreat for families and groups

At "Aunt Daniela's" house - Oasis on Silence.

Villa with pool

Villa degli Olmi - Infinity Pool & Sea View
Destinations to explore
- Riviera del Conero
- Terminillo
- Rocca Calascio
- Gran Sasso d'Italia
- Monte Terminillo
- Monte Terminilletto
- Frasassi Caves
- Pescara Centrale
- Sibillini Mountains National Park
- Spiaggia Urbani
- Sibillini Mountains
- Shrine of the Holy House
- Sirolo
- Mount Subasio
- Birthplace of Gabriele D'Annunzio Museum
- Spiaggia della Torre
- Fonti Del Clitunno
- Sirente Velino Regional Park
- Centro Commerciale Megalò
- Stiffe Caves
- Torre Di Cerrano
- Spoleto Cathedral
- Lame Rosse
- Eremo delle Carceri





