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Vacation rentals in Monteprandone

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Top-rated vacation rentals in Monteprandone

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Top guest favorite
Apartment in San Benedetto del Tronto
5.0 out of 5 average rating, 21 reviews

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

Apartment Brand new (2025) of 89 square meters with large private courtyard of 35 square meters 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 enchanting living room. - Conveniently located, a few minutes walk from the beach and the center of San Benedetto del Tronto. - The house combines designer furniture and a contemporary style, and is equipped with air conditioning and a recirculation system in every room.

Guest favorite
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.
Apartment 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.

Guest favorite
A picturesque scene showcases the vast outdoor space leading toward majestic snow-capped mountains. A path is lined with trees and shrubs, while a rustic building is visible in the distance. The clear blue sky provides a bright backdrop to the tranquil landscape.
Cottage in Isola del Gran Sasso d'Italia
4.9 out of 5 average rating, 60 reviews

Lovely cottage by the Gran Sasso mountain.

La Casetta di Trignano. Really close to the mountain (for those who love hiking), to the Sanctuary of San Gabriele and 40 minutes from the seaside and the Adriatic coast. 1h from Pescara, 2h from Rome Airports by car or bus. The structure, fully fenced, has got a private entrance, 3 car places, a patio with table and chairs in the private garden, a vegetable garden and a small orchard. Two bedrooms each with a private bathroom, kitchen, dining room with sofa-bed and fireplace, extra bathroom.

Superhost
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
4.83 out of 5 average rating, 42 reviews

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.

Top guest favorite
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 favorite
Condo in Grottammare
5.0 out of 5 average rating, 19 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 favorite
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 favorite
Cottage in Campofilone
5.0 out of 5 average rating, 5 reviews

Mondomini Panoramic cottage with stunning view

Relax and recharge in this oasis of calm and elegance, with an incredible view of the sea, Marche hills, and mountains, surrounded by a large olive grove. The cottage is accessible and equipped with 2 bedrooms: one double, one with a sofa bed with a 16 cm mattress that is extremely comfortable as a double bed; two bathrooms, a living room and an equipped kitchen. Tastefully furnished with antique furniture. Perfect for long periods of smart working.

Guest favorite
An outdoor terrace offers a panoramic view of the surrounding landscape, with mountains in the distance and the city below. A wooden slatted roof provides shading, while a potted plant adds a touch of greenery to the outdoor seating area.
Apartment in Ascoli Piceno
4.91 out of 5 average rating, 197 reviews

L'Attico Sul Fiume center home

Elegant and cozy penthouse in a strategic position a few meters from the central Piazza del Popolo and the city's main points of interest within walking distance. The apartment consists of a bright entrance hall, a living room with an island kitchen, two bedrooms both with TV and bathroom, 2 large panoramic terraces and private parking. The hot tub has an additional cost. In the event that two guests wish to use both rooms, there is a surcharge.

Top guest favorite
Treehouse in Colonnella
4.97 out of 5 average rating, 150 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 favorite
Home in Torano Nuovo
5.0 out of 5 average rating, 16 reviews

Medieval Tower – View of Gran Sasso – Apartment 1

Welcome to Borgo Case Lucidi, a haven of authentic beauty nestled in the Teramo countryside, in the municipality of Torano Nuovo. The accommodation is housed in an ancient watchtower that has been expertly renovated in keeping with a conservative restoration approach: exposed beams, original bricks, and a unique atmosphere will welcome you in a setting of rare charm.

Guest favorite
A stone farmhouse is set amidst green hills, surrounded by trees and neatly arranged garden areas. A patio with seating is visible, and vineyard rows extend in the background, contributing to a serene countryside atmosphere.
Home in Monteprandone
5.0 out of 5 average rating, 7 reviews

Casale Calù

Farmhouse nestled in the Marche hills. Equipped with a large, fully fenced garden. Ideal for stays in the name of tranquility and in a strategic position to enjoy the beauty of the area. 10 minutes from the sea and less than an hour from beautiful mountain routes. Surrounded by medieval villages rich in history and traditions. A place to regain the taste of time.

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