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Holiday rentals 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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Top 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.

LocationFamilyKitchen

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
4.89 out of 5 average rating, 57 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.

LocationFamilyAmenities

Top guest favourite
Flat in San Benedetto del Tronto
5 out of 5 average rating, 17 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.

LocationFamilyNearby

Guest favourite
A welcoming entrance is framed by a wrought iron awning, leading down a stone pathway bordered by lush greenery and blooming flowers. The view reveals the sparkling blue sea in the distance, enhancing the sense of an inviting coastal retreat.
Home in Colonnella
4.93 out of 5 average rating, 70 reviews

Casa Belvedere

The House is located in the historic center of Colonnella, a few kilometers from the blue flag beaches of Alba Adriatica, Tortoreto, Giulianova, San Benedetto del Tronto and 26 km from Ascoli Piceno. Completely renovated with spectacular panoramic views and large terrace overlooking the Adriatic Sea. The apartment consists of a bedroom with double bed, bathroom and living room with kitchenette and double sofa bed. Bars, wineries, restaurants and supermarkets are just a short walk away.

ValueLocationGetting around

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
4.91 out of 5 average rating, 22 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!

LocationValueIndoor spaces

Top guest favourite
Home in Penne
5 out of 5 average rating, 13 reviews

Private Pool, HotTub, Home Theater!(3 Bedroom)

Casa Fenice is located next to an olive grove and overlooking the cultivated fields of neighboring farms. Across the valley of the Saline River you will see the vineyard of San Lorenzo wines, the medieval villages of Elice and Castilenti, and small suburbs with support businesses for the farmers in the area. The nearest neighbor is 200m away, so with the exception of the occasional friendly farmer on his tractor, you are able to enjoy the blissful peacefulness of country living.

LocationSleep qualityGetting around

Top guest favourite
Villa in Colli del Tronto
5 out of 5 average rating, 14 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

LocationFamilyAccuracy

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.

LocationIndoor spacesHospitality

Top guest favourite
Treehouse in Colonnella
4.96 out of 5 average rating, 142 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.

LocationValueKitchen

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, 15 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.

LocationFamilyPool

Top guest favourite
Holiday home in Grottammare
4.96 out of 5 average rating, 81 reviews

Casita del Mar Romantic loft 250m walk to the sea

Just 250 meters walking distance from the sea, Casita del Mar is a retreat where time slows down. An intimate and thoughtfully designed artistic loft, where light, wood and details create a warm and authentic atmosphere. Here, you don’t just stay — you experience: the sound of the sea, a sunset, a moment just for yourself. More than accommodation, it’s an emotion to live. Our dream is simple: to create emotions.

ValueLocationCheckout

Top guest favourite
The illuminated salt-water pool reflects soft lights from a nearby gazebo. The setting features a peaceful outdoor area with lounge chairs, creating a serene atmosphere. The rustic exterior of the house is visible in the background, enhancing the tranquil nighttime experience.
Home in Contrada Colle Galli
4.97 out of 5 average rating, 102 reviews

CASA GALLO ROSSO relaxation & privacy

Enchanting Panoramic View Perfect for your vacation, this country house guarantees absolute freedom and privacy. Immersed in a breathtaking landscape, it is just 25 minutes from the sea and 40 minutes from the mountains. With a swimming pool for exclusive use and no shared space, it is ideal for a relaxing and unforgettable vacation. Enjoy spectacular sunsets and the unique atmosphere of the Abruzzo countryside!

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Popular amenities for Monteprandone holiday rentals

  1. Airbnb
  2. Italy
  3. Marche
  4. Ascoli Piceno
  5. Monteprandone