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Holiday home rentals in Ascoli Piceno

Find and book unique holiday home rentals on Airbnb

Top-rated holiday home rentals in Ascoli Piceno

Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

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Superhost
Holiday home in San Benedetto del Tronto
4.68 out of 5 average rating, 34 reviews

Ponente San Benedetto del Tronto Apartment

Furnished apartment for beach holidays (June, July, August and September), with 3 beds, 55 square meters, located on the third floor (attic), equipped with elevator and air conditioning system (hot/cold); it is 200 meters from the sea, 5' and 10' from the center on foot. It is rented for minimum stays of 6 nights up to 29 nights. It consists of a kitchen with a veranda and 2 balconies (north side and south side), a double bedroom plus a single bed, a bathroom with a shower, and a washing machine.

Guest favourite
The exterior of a yellow house with a tiled roof is visible amidst a lush green landscape. Flower pots adorn the steps leading to the entrance, while a small patio area with outdoor furniture overlooks the serene garden. Scenic hills provide a backdrop.
Holiday home in Cerreto
5.0 out of 5 average rating, 8 reviews

Your farmhouse among the hills - Marche House

Sleep surrounded by the peaceful Marche countryside, while still close to essential services. Marche House is an independent home, for exclusive use, where time slows down. No owners, no other guests: just you, the garden, and the rolling hills around. A covered terrace, barbecue, and generous spaces invite you to enjoy the house at a relaxed pace, from outdoor breakfasts to evenings under the stars. Halfway between sea and mountains, it’s the perfect place to unwind or explore the Marche region

Guest favourite
A sleek bathroom is equipped with a glass-enclosed shower featuring ambient lighting and modern fixtures. Adjacent to it, a wooden sauna offers a warm and inviting retreat. The room features wooden flooring, enhancing the overall cozy ambiance.
Holiday home in Amandola
4.95 out of 5 average rating, 43 reviews

House - Il Gioiello - with Jacuzzi and Sauna

The house, immersed in the historic center of the City of Amandola, totally renovated and furnished, has: 2 cozy rooms, a bathroom with sauna and jacuzzi bali Hamman with Turkish bath, a sofa bed in front of the fireplace (not usable), a large living room with kitchen and relaxation area, from which you can enjoy a beautiful view of the Sibillini Mountains. "Il Gioiello" is equipped with a large kitchen furnished and equipped with a ventilated oven, microwave, dishwasher and American fridge.

Guest favourite
Holiday home in Monterubbiano
4.94 out of 5 average rating, 18 reviews

The Cherry House, apt Geranio

Immerse yourself in a dream of peace and quiet. In the middle of nature you will find an apartment that extends over 2 levels: 3 bedrooms, 2.5 bathrooms, spacious living/dining area, 2 terraces and a 12 x 5 m shared pool. Best Italian wines and food, Adriatic coast, historic old towns, golf, mountaineering or paragliding in the Sibillini mountains, you have all the possibilities. Petritoli with restaurants, café, bakery, fish shop and 2 supermarkets is only 3 km away.

Top guest favourite
Holiday home in Bellante
4.92 out of 5 average rating, 141 reviews

Apartments in the countryside San Mauro relax Abruzzo

Relax in this quiet accommodation, with the possibility of barbecuing and fully enjoying the landscape! Two apartments furnished in the same way: Kitchenette with kettle, microwave, coffee machine and refrigerator. Outside, there is a shared kitchen and barbecue. Possibility of adding a crib for a child. Fenced and surrounded by a large park with fruit trees Strategically located: 1 minute from A14, 13 km from Giulianova, seaside resort 15 km from Teramo

Top guest favourite
A bright and inviting living space is showcased, featuring a comfortable couch and a patterned armchair. Two small tables are positioned nearby, and light floods in through large windows with dark shades. An art piece is displayed on the wall, adding a touch of character.
Holiday home in San Benedetto del Tronto
5.0 out of 5 average rating, 30 reviews

Studio apartment in the center, in the pedestrian area

Relax in this peaceful and centrally-located place. You can forget about the car, even to go to the beach. Bright and comfortable, suitable for romantic couples who want to spend peaceful days or for lonely souls seeking rest but staying in a town that offers culture, places to relax, sea, sun, a postcard promenade and walks to the port, immersed in the blue of the water. The port area is very interesting and worth visiting. Everything is very close.

A two-story house is surrounded by lush greenery and rolling hills. The structure features a terracotta roof and multiple windows, providing ample natural light. A shaded porch extends from the side, with scenic mountain views visible in the background under a partly cloudy sky.
Holiday home in Venarotta
4.78 out of 5 average rating, 9 reviews

Ferretti Residence (AP)

Second-floor apartment with three double bedrooms, a full kitchen, a dining room with a fireplace, a bathroom, and a large parking space. House surrounded by greenery, municipal swimming pool within walking distance, good location to reach the Sibillini mountains (30 minutes) center of Ascoli Piceno (12 minutes), Also with additional costs you can make mountain excursions with nature guide, wine tastings in the nearby cellars, 4x4 off-road excursions

Top guest favourite
Holiday home in Grottammare
4.96 out of 5 average rating, 83 reviews

Casita del Mar Romantic loft 250m walk to the sea

Just 250 meters walking distance from the sea, Casita del Mar is a retreat where time slows down. An intimate and thoughtfully designed artistic loft, where light, wood and details create a warm and authentic atmosphere. Here, you don’t just stay — you experience: the sound of the sea, a sunset, a moment just for yourself. More than accommodation, it’s an emotion to live. Our dream is simple: to create emotions.

Guest favourite
Holiday home in Ripatransone
5.0 out of 5 average rating, 6 reviews

La Casa nel Bosco - Vacation Home

The Casa nel Bosco enjoys a breathtaking view that extends from the Sibillini Mountains, crossing the surrounding hills, to the sea. In fact, with just a 10-minute drive you can reach the nearby Riviera delle Palme, with beautiful seaside resorts, such as San Benedetto del Tronto, Grottammare or the nearest Cupra Marittima. But it's not just the sea! Nearby you can also visit beautiful cities and historic villages.

Superhost
Holiday home in Colli del Tronto
4.86 out of 5 average rating, 99 reviews

Frescoes and Centuries-Old Park– Villa Mastrangelo

A well-known residence in our area: You can easily find us online as a local tourist landmark. Self check-in at any time Discounts for longer stays (contact me) 🏰 Exclusive apartment of over 150 m² 🌿 Private 200 m² garden with century-old plants – PET FRIENDLY 🚗 Private parking (open and closed) FREE 📶 FAST Wi-Fi and Smart TV ☕ Kitchen: coffee, tea, oil, vinegar, sugar, salt, etc. 🧺 Bed linen, towels, soap

A charming farmhouse is nestled among greenery, featuring a stone facade and a sloped roof. A shaded patio area with tables and vibrant flower pots enhances the tranquil outdoor setting. Paths lined with flowering plants lead towards the house, inviting relaxation in a serene environment.
Holiday home in Comunanza
5.0 out of 5 average rating, 3 reviews

Casa Flori with a stunning view

CASA FLORI - FARMHOUSE NEAR A COMMUNANZA/ASCOLI PICENO, MARCHE THIS BEAUTIFUL RENOVATED FARMHOUSE IS LOCATED ON THE HILL SURROUNDED BY TREES AND OPEN CLEARINGS WITH FANTASTIC VIEW OF BOTH THE SIBILLINI MOUNTAINS AND THE GRAND SASSO. THE HOUSE IS ARRANGED ON TWO FLOORS AND HAS BEEN TASTEFULLY RENOVATED MAINTAINING MANY OF THE ORIGINAL FEATURES. PERFECT PLACE TO WALK AND BIKE…. JUST RELAX, REFLECT AND REJUVENATE!!

Superhost
A well-lit living area features a comfortable sofa adorned with soft cushions. Natural light streams through large sliding glass doors, which open to a terrace with a view of palm trees. Sheer curtains gently frame the view, enhancing the serene ambiance.
Holiday home in Grottammare
5.0 out of 5 average rating, 5 reviews

Penthouse Seaview Maxi Terrazza & Park | Rosalba

91 m² penthouse just 50 seconds from the sea in Grottammare. Large spaces, refined finishes, 2 bedrooms, 2 bathrooms, kitchen with panoramic windows, New York-style balconies. Home automation, Starlink Wi-Fi, advanced air conditioning. Exclusive services: weekly cleaning and linen change, shopping on request, agreements with restaurants and gyms, welcome kit. 24-hour assistance.

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