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Holiday houses in Rosara

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Top-rated holiday rentals in Rosara

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A yellow teapot is positioned atop a vintage kitchen scale, providing a charming touch to the space. The background features patterned tiles that add visual interest and warmth, while a business card from 'A casa di Lola' rests near the teapot, suggesting a welcoming atmosphere.
Apartment in Ascoli Piceno
4.97 out of 5 average rating, 76 reviews

A casa di Lola b&b

It is in the heart of the historic city center, a flight of stairs from the university, a few meters from the courthouse and transport, a stone's throw from nightlife, museums, library, cinema, bookstores, cafes, restaurants and shops. "A casa di Lola" will win you over with its breathtaking views, the intimacy and brightness of the rooms, the atmosphere, and the attention to detail. Everything is at your fingertips, or rather, at your feet! We welcome solo and non-solo tourists, couples, business travelers, and of course families with children.

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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
4.75 out of 5 average rating, 217 reviews

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.

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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
5 out of 5 average rating, 6 reviews

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.

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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
4.97 out of 5 average rating, 33 reviews

A stone's throw from the square

Goditi una vacanza all'insegna dello stile in questa struttura in pieno centro storico,appartamento di nuovissima costruzione con tutti i servizi a disposizione,con una terrazza ampia dove potersi rilassare e gustarsi uno spuntino preparato nella cucina completamente attrezzata.Completa la struttura una bellissima camera matrimoniale con tv e un soggiorno con un comodo divano letto e spazio lettura.nei dintorni ci sono tutte le comodità e tutti i più belli monumenti della città.

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Top Guest favourite
Home in Belfiore
5 out of 5 average rating, 6 reviews

Casale del Menotre | Countryside Umbrian Retreat

Just minutes from Assisi, between Rasiglia, Spello, and the Menotre Waterfalls, the tourist rental welcomes you. After a day discovering Umbria, just relax in the hydromassage, hammock, deckchairs and BBQ area immersed in nature and the silence of the Umbrian landscape. The house has Wi-Fi, Smart TV with access to personal Netflix, air conditioning and 3 bedrooms, one of which has a private bathroom. Non-entrepreneurial tourist rental without additional services.

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Guest favourite
A vibrant public square is depicted, featuring green chairs and tables surrounded by blooming flower pots. Historic buildings with varied architectural styles frame the square, and an impressive cathedral can be seen in the background under a clear blue sky with fluffy white clouds.
Condo in Ascoli Piceno
4.93 out of 5 average rating, 60 reviews

Casa Iolanda

The modernly furnished apartment is located on the first floor of an old building renovated according to anti-seismic standards, a stone's throw from one of the most beautiful squares in Italy, Piazza del Popolo. The whole group will enjoy easy access to everything from this centrally located place. It consists of 2 double bedrooms (single beds if needed), a living room with sofa bed, kitchen and 2 bathrooms. Designed to make your stay very enjoyable.

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Top Guest favourite
A welcoming stone retreat is set against a lush green hillside. A modern chair is positioned by a clear swimming pool, reflecting the vibrant outdoor scenery under partly cloudy skies.
Farm stay in Cellino Attanasio
5 out of 5 average rating, 19 reviews

Country Escape - Pool & Hot Tub

Escape to our charming retreat in the heart of Abruzzo, ideal for couples seeking romance or a small family getaway. Perfectly positioned between the sea and the mountains, our home offers stunning natural surrounds. Enjoy exclusive outdoor amenities: a refreshing pool, relaxing hot tub, cozy firepit, and al fresco dining area. Engage with nature and meet our friendly farm animals—goats, chickens, ducks, cats, and our lovable dog.

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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
5 out of 5 average rating, 22 reviews

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.

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Top Guest favourite
A warm and inviting bedroom showcases a spacious bed with soft linens. Natural light enters through two windows, illuminating the wooden floors. The decor features simple furnishings, including a small table, while bath towels are neatly arranged on a shelf, contributing to a serene atmosphere.
Condo in Ascoli Piceno
5 out of 5 average rating, 12 reviews

Arringo Atelier Suite

Atelier Arringo is located in the heart of the historic center. The suite has its own entrance, but is an autonomous part of a historic apartment. It is uniquely located in Ascoli's historic botanical garden, You will enjoy absolute privacy, but your hosts will also be at your disposal with warm hospitality on request. Options: - Breakfast in the suite; - City tour; - Exclusive dinner on the private terrace (from June);

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Top Guest favourite
Loft in Ascoli Piceno
5 out of 5 average rating, 23 reviews

Ascoli Piceno panoramic loft amidst history and nature

Enjoy a unique stay in our cosy loft on the third and top floor, with access via stairs that guarantees maximum privacy. In an elevated position, it offers an evocative panoramic view of Ascoli Piceno from the communal terrace. A pleasant 10-15 minute walk takes you to the historic centre; on the way back, a slight climb takes you away from the hustle and bustle, into the tranquillity that makes this property special.

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Top 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
4.94 out of 5 average rating, 34 reviews

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.

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Guest favourite
Holiday home in Ascoli Piceno
4.92 out of 5 average rating, 12 reviews

Art Studio

Design Studio is an apartment with a private entrance from the street. Furnished with the finest international designer furniture and equipped with every comfort (from air conditioning to a washing machine, Dyson vacuum cleaner, iron and ironing board, smart TV, microwave, and dishwasher), it is located in a quiet, leafy area just steps from the city's central squares.

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Popular amenities for Rosara holiday rentals