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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, 20 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, 40 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.

Guest favorite
Condo 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 favorite
Apartment in San Benedetto del Tronto
5.0 out of 5 average rating, 44 reviews

"Palm Beach" between downtown & the sea, with a park view

Welcome to my spacious and comfortable apartment in the heart of the city, just a 5-minute walk from the beautiful golden beach, the most popular beaches and the lively promenade from which the city takes the characteristic name "Riviera delle Palme". The house is located in the immediate vicinity of all the services necessary for a car-free holiday, and allows you to reach the Railway Station, the main bus stops and the "Madonna del Soccorso" Hospital in a very short distance.

Guest favorite
The spacious living area features a high wooden ceiling, enhancing openness and light. A comfortable blue sofa sits prominently, accompanied by a wooden dining table. A flat-screen TV is positioned across from the seating area, while large windows offer views of the surrounding nature.
Vacation home in Pineto
4.97 out of 5 average rating, 39 reviews

Relais L'Uliveto – Dimora Stefania

Welcome to Relais L'Uliveto, our spacious and welcoming home built in 2023 using the best energy-saving technologies. The accommodation is finely furnished, surrounded by nature, just 5 minutes from the sandy beaches of Pineto and the charming medieval village of Atri. With its 90 square meters, it is ideal for families, groups of friends or couples who wish to live an authentic and unique experience. The property enjoys breathtaking views of the sea and mountains.

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
Treehouse in Colonnella
4.97 out of 5 average rating, 149 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.

Superhost
Vacation 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

Guest favorite
A cozy living area features a modern grey sofa and a dining table set for meals. A 65-inch LED TV is mounted on the wall, complemented by decorative elements. Natural light floods in through the open balcony door, which leads to a patio with greenery.
Apartment in Martinsicuro
4.96 out of 5 average rating, 52 reviews

ALGA- 5 Star Boutique Apartment Steps from the Sea

Looking for your home away from home in Martinsicuro? Meet Alga. Whether you’re in town for business meetings or a family vacation, you’ll enjoy a 5-star stay where you can relax and recharge your batteries. IDEAL for business professionals and small families who want to relax in style. **TRAVELING WITH A GROUP?** If you’re traveling with a larger group, be sure to check out our listing for Stella next door!

Superhost
Apartment in Castel di Lama
5.0 out of 5 average rating, 3 reviews

Borgo Seghetti Panichi, ‘Lotto’ Apartment

Dedicated to the artist Lorenzo Lotto, this suite features a spacious living room on the ground floor with a large sofa bed and a kitchen equipped with essential amenities, with an adjacent dining table. Upstairs is the double bedroom with a travertine marble bathroom, decorated with green and cream wallpaper and furnished with walnut furniture. The apartment has a television and Wi-Fi.

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