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Holiday houses in Monteprandone

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Top-rated holiday rentals in Monteprandone

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

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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.
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 favourite
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.

Top Guest favourite
Apartment in San Benedetto del Tronto
5 out of 5 average rating, 20 reviews

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

Appartamento Nuovissimo (2025) di 89 mq con ampio Cortile privato di 35 mq e parcheggio riservato. - L'appartamento è formato da 2 spaziose Suites, 2 moderni bagni , 1 open space composto da 1 cucina dotata di ogni comfort e 1 incantevole salotto. - Situato in una posizione strategica, a pochi minuti a piedi dalla spiaggia e dal centro di San Benedetto del Tronto. -La casa unisce arredi di design e stile contemporaneo ed è dotata di condizionatori e sistema di ricircolo aria in ogni ambiente.

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 Santa 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 favourite
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 favourite
Apartment in San Benedetto del Tronto
5 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 favourite
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.
Holiday 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 favourite
Cottage in Campofilone
5 out of 5 average rating, 5 reviews

Mondomini Panoramic cottage with stunning view

Rilassati e ricaricati in quest'oasi di quiete ed eleganza, con un incredibile panorama su mare, colline marchigiane, montagne, immerso in un grande oliveto. Il cottage è accessibile e dotato di 2 camere da letto: una matrimoniale, una con divano letto con materasso da 16 cm estremamente confortevole come letto matrimoniale; due bagni, soggiorno e cucina attrezzata. Arredato con gusto e mobili di antiquariato. Perfetto per lunghi periodi di smart working.

Guest favourite
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
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

Guest favourite
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 out of 5 average rating, 3 reviews

Borgo Seghetti Panichi, 'Lotto' Apartment

Dedicata all’artista Lorenzo Lotto, questa suite ospita al pian terreno un ampio salotto con un grande divano letto ed una cucina dotata delle comodità essenziali, con adiacente il tavolo da pranzo. Al piano superiore la camera da letto matrimoniale con bagno in marmo di travertino decorata con tappezzerie verdi e crema, e arredata con mobili di noce. L’appartamento dispone di televisione e wi-fi.

Popular amenities for Monteprandone holiday rentals