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 $70 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, 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.

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Superhost

An aerial view showcases a private poolside area surrounded by lush greenery and a well-maintained patio. The inviting pool displays crystal-clear water, with a small seating area near the edge. A charming house with a wooden exterior is visible, enhancing the tranquil ambiance.

Home in Ascoli Piceno

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.

LocationValueCheckout

4.74 out of 5 average rating, 219 reviews

Guest favourite

An inviting dining setting is showcased on a loggia, featuring a table set with plates and glasses. Two reclining chairs are positioned nearby, framed by an archway that reveals a stunning view of rolling hills and mountains in the background.

Home in San Vittoria in Matenano

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.

LocationFamilyHospitality

4.84 out of 5 average rating, 43 reviews

Guest favourite

A serene swimming pool is situated on a deck, featuring clear turquoise water under a bright sky. An umbrella provides shade beside chaise lounges. Scenic hills and mountains stretch into the distance, creating a picturesque backdrop of nature.

Home in Penna San Giovanni

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.

LocationFamilySleep quality

5.0 out of 5 average rating, 8 reviews

Top Guest favourite

A serene outdoor space is depicted, featuring a stone patio with seating arrangements under a canopy. Lush green trees and rolling hills are visible in the background, while a clear blue sky is adorned with fluffy clouds. A planter with flowers adds a touch of color to the scene.

Home in Ascoli Piceno

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!

LocationValueGetting around

5.0 out of 5 average rating, 23 reviews

Top Guest favourite

A bright dining area is presented, featuring a round white table surrounded by four minimalist chairs. Soft natural light filters through sheer curtains, creating a serene atmosphere. A small decorative plant sits at the center of the table, while a corner floor lamp adds an inviting detail.

Home in Ascoli Piceno

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.

FamilyLocationQuiet

4.97 out of 5 average rating, 33 reviews

Guest favourite

Home in Montorio al Vomano

"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!

FamilyLocationBathroom

4.92 out of 5 average rating, 118 reviews

Top Guest favourite

A balcony view showcases rolling green hills and a clear blue sky. In the foreground, a lantern with a candle is positioned on a table, while a swimming pool is visible below, framed by manicured lawns and wooden lounging areas.

Home in Montalto delle Marche

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.

ValueLocationIndoor spaces

4.94 out of 5 average rating, 47 reviews

Top Guest favourite

The illuminated salt-water pool reflects soft lights from a nearby gazebo. The setting features a peaceful outdoor area with lounge chairs, creating a serene atmosphere. The rustic exterior of the house is visible in the background, enhancing the tranquil nighttime experience.

Home in Contrada Colle Galli

CASA GALLO ROSSO relaxation & privacy

Your home in the hills of Abruzzo. Casa Gallo Rosso is a country house entirely at your disposal, nestled in the tranquillity 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.

ValueLocationCheck-in

4.97 out of 5 average rating, 104 reviews

Top Guest favourite

An outdoor area features a rectangular swimming pool surrounded by sun loungers and umbrellas. The pool's clear water reflects sunlight, while colorful pool floats are visible. In a separate indoor space, a hot tub is shown set against patterned tiles, providing a relaxing atmosphere.

Home in Roccafluvione

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.

ValueLocationParking

5.0 out of 5 average rating, 22 reviews

Guest favourite

Home in Teramo

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.

LocationDecorParking

5.0 out of 5 average rating, 10 reviews

Guest favourite

A gravel driveway leads to a charming two-story villa surrounded by lush greenery. The building features a mixture of stone and brick walls, framed by large windows with red shutters. Sunlight filters through the trees, creating a serene atmosphere.

Home in Serra

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.

ValueFamilyGetting around

4.94 out of 5 average rating, 35 reviews

Superhost

A spacious villa is surrounded by lush greenery and mature palm trees. An inviting swimming pool is complemented by sun loungers on a wooden deck. The property is nestled among rolling hills, creating a serene and private outdoor setting.

Home in Controguerra

Villa Iulia | VIBRA

By renting Villa Iulia you will have the entire villa at your disposal. A characteristic and wonderful rural house strategically located in the Abruzzo hills. Just 8 km from the sea, you can enjoy a unique experience of relaxation. The cozy villa is located in the middle of the Abruzzo hills, with a swimming pool and private garden. It has all the comforts for a stay full of leisure and relaxation.

LocationValueOutdoor spaces

4.68 out of 5 average rating, 19 reviews