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Holiday rentals in Monteprandone

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Top-rated holiday rentals in Monteprandone

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Guest favourite
Flat in San Benedetto del Tronto
5.0 out of 5 average rating, 22 reviews

Mare-app moderno+cortile+free park-2 bedrooms

Brand new apartment (2025) of 89 sqm with a large private courtyard of 35 sqm and reserved parking. - The apartment consists of 2 spacious suites, 2 modern bathrooms, 1 open space consisting of 1 kitchen equipped with every comfort and 1 charming living room. - Located in a strategic position, a few minutes' walk from the beach and the centre of San Benedetto del Tronto. -The house combines designer furnishings and a contemporary style and is equipped with air conditioners and an air recirculation system in every room.

Guest favourite
A softly lit bedroom features a spacious bed with a patterned headboard and relaxed bedding. A bedside table supports a lamp, providing additional light. A closet with wooden doors adds functional elegance, while an open door leads to a more private area of the apartment.
Apartment in San Benedetto del Tronto
4.91 out of 5 average rating, 193 reviews

[Brand New-Pedestrian Area] Lovely Apartment

Brand new apartment, in a historic building, elegantly furnished with designer furniture and components. Style, functionality and the characteristic attic structure make the environment graceful, welcoming and suitable for travelers from around the world. Located in a Super Central position, in the heart of the Pedestrian Island, just 5 minutes from the sea and the suggestive “Riviera delle Palme” promenade. A strategic location whether you are in S. Benedetto T. on vacation, for business or pure leisure.

Guest favourite
A well-appointed dining area features a wooden table surrounded by four chairs, complemented by a bouquet of flowers. An open kitchen with modern appliances is visible, and a cozy sitting area with a sofa is situated beside a staircase leading to a loft space.
Flat in Monteprandone
4.86 out of 5 average rating, 37 reviews

Sole apartment

Nice apartment located on the second floor of a historic building in the center of Monteprandone. Apartment with a mezzanine where the double bedroom is located, in the lower part there is the dining area/kitchen, the living area with the sofa bed and a bathroom. The house is located 6 km from the beautiful promenade of San Benedetto del Tronto, a few km from Ascoli Piceno with its artistic beauties, as well as from numerous characteristic hill towns also famous for their gastronomic delicacies.

Top guest favourite
A bright bedroom features a spacious bed with a purple coverlet. A wooden dresser and a small desk with a chair are positioned against the wall. Natural light streams in from a nearby window, enhancing the room's warm, neutral tones.
Flat in Centobuchi
4.92 out of 5 average rating, 26 reviews

La Volpe

NEW ANNOUNCEMENT!! A SPECIAL DISCOUNT JUST FOR YOU!! Welcome to my apartment: LA VOLPE, I leave immediately telling you that there are very strict and meticulous rules: - To enter this structure you must leave the stress outside your entrance, be enveloped by relaxation forgetting time and your commitments. - Surrender to the atmosphere that offers this paradise, suitable for couples and friends guaranteeing maximum privacy and confidentiality despite the position enviable by all!

Guest favourite
Apartment in San Benedetto del Tronto
4.94 out of 5 average rating, 134 reviews

Via Fanfulla da Lodi 25 - Vacation Apartment

San Benedetto del Tronto (AP) Located in Porto d'Ascoli, Sentina district, a well-served and quiet area, Via Fanfulla da Lodi 25, 200 meters from the sea. First floor apartment, maximum 6 people plus a baby cot if needed: Living room/kitchen with sofa bed, double bedroom, twin bedroom, bathroom, balcony and parking space. Air conditioning, mosquito nets, electric shutters, 3 Gb/day Wi-Fi. The tourist tax to be paid upon arrival is excluded from the price. Breakfast not provided.

Top guest favourite
Villa in Colli del Tronto
5.0 out of 5 average rating, 15 reviews

Frescoes and Centuries-Old Park– Villa Mastrangelo

Well-known residence in our area You can easily find us online as a local tourist landmark. 1️⃣ Self check-in available at any time 2️⃣ Discounts for longer stays (contact me for details) 🏰 Entire villa of over 600 m² 🌿 Centuries-old park of 2000 m² – pet friendly 🚗 Private parking, both open and covered – free of charge 📶 Air conditioning, fast Wi-Fi and Smart TV ☕ In the kitchen: coffee, tea, oil, vinegar, sugar, salt, etc. 🧺 Bed linen, towels and soap included

Top guest favourite
Apartment in Grottammare
5.0 out of 5 average rating, 20 reviews

ALBA UNDA • RC – La Maison | 300m from the sea

ALBA UNDA • RC – La Maison is a charming maison in the heart of Grottammare, just a 5-minute walk from the sea. A spacious and bright apartment (~130 sqm), with an eclectic character inspired by Parisian elegance, where carefully chosen furnishings, vintage pieces and distinctive details tell the story of a personal, lived-in home. It features 2 bedrooms, a living area, a fully equipped kitchen and 2 bathrooms (shower and whirlpool bath). Air conditioning throughout.

Guest favourite
A spacious bedroom featuring a large bed with neutral linens. Exposed brick walls and wooden beams create a historic ambiance. Soft overhead lighting and bedside lamps enhance the serene atmosphere. A minimalist nightstand adds functionality, while a glimpse of an upper level is visible in the background.
Townhouse in Monteprandone
4.89 out of 5 average rating, 9 reviews

The Monastery - Unique Vacation Home

Il Monastero, located in the historic center of Monteprandone, derives its name from the Benedictine Farfense monks who settled in the Piceno region between the 11th and 12th centuries. The building, part of the 16th-century city walls, is adjacent to what was the Monastery of San Leonardo. The restoration, which took several years, was a meticulous and careful effort. The use of authentic materials and pieces helped to revive the original spirit of the structure.

Guest favourite
Treehouse in Colonnella
4.97 out of 5 average rating, 151 reviews

NIKE WOODS emotion experience

Our treehouse in the woods, built from iron and originally used as a bivouac, has been transformed into a retreat inspired by Japanese philosophy. Inside, it offers a unique experience with an ofuro (traditional Japanese bathtub), a sauna for relaxation, and an emotional shower that stimulates the senses. The minimalist design and attention to detail create a serene atmosphere, perfect for rejuvenating in harmony with the surrounding nature.

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
5.0 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.

Home in Conca degli Ulivi
5.0 out of 5 average rating, 3 reviews

Villa degli Olmi - Infinity Pool & Sea View

Nestled in the quiet hills of Acquaviva Picena, Villa degli Olmi is the ideal retreat for those seeking relaxation, comfort, and breathtaking views. Perfect for families, couples, or small groups of friends, it offers an exclusive experience featuring modern design, a private infinity pool, and pristine nature. Here, every detail is designed to give you a rejuvenating and unforgettable holiday.

Superhost
Flat in San Benedetto del Tronto
5.0 out of 5 average rating, 3 reviews

CYCAS HOME – Your seaside home on the Riviera delle Palme

Holiday apartment in San Benedetto del Tronto, newly renovated and ideal for families or groups. It has 9 beds, 3 bedrooms and a comfortable sofa bed. Fully equipped kitchen, spacious and bright rooms, and an outdoor area. Strategically located, close to the city centre and the beaches, perfect for enjoying a relaxing holiday on the Riviera delle Palme.

Popular amenities for Monteprandone holiday rentals