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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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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

Appartamento Sole

Grazioso appartamento situato al secondo piano di una palazzina storica nel centro di Monteprandone. Appartamento con soppalco dove si trova la camera matrimoniale,nella parte inferiore c'è la zona pranzo\cucina , la zona soggiorno con il divano letto e un bagno. La casa è situata a 6 km dallo splendido lungomare di San Benedetto del Tronto, a pochi km da Ascoli Piceno con le sue bellezze artistiche, nonché da numerosi caratteristici paesi collinari famosi anche per le bontà gastronomiche.

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

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.

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

Via Fanfulla da Lodi 25 - Appartamento Vacanza

SAN BENEDETTO DEL TRONTO (AP). Località Porto d’Ascoli, quartiere Sentina, zona servita e tranquilla, via Fanfulla da Lodi 25 a 200 metri dal mare. Appartamento al piano primo, massimo 6 persone più eventuale lettino per neonati: Soggiorno/cucina con divano-letto, camera matrimoniale, camera doppia, bagno, balcone e posto auto. Aria condizionata, zanzariere, tapparelle elettriche, Wi-Fi di 3 Gb/gg. E' esclusa dal prezzo la tassa di soggiorno da pagare all'arrivo. Colazione non fornita.

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

[Nuovissimo-Isola Pedonale] Grazioso Appartamento

Nuovissimo appartamento, in stabile d’epoca, arredato in maniera elegante con mobili e componenti di Design. Stile, funzionalità e la caratteristica struttura mansardata rendono l’ambiente grazioso, accogliente ed adeguato a viaggiatori da tutto il mondo. Situato in posizione Super Centrale, in piena Isola Pedonale, a soli 5 minuti dal mare e dal suggestivo Lungomare “Riviera delle Palme”. Una posizione strategica sia se siate a S. Benedetto T. in vacanza, per affari o per puro svago.

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!

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.

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

CYCAS HOME-La casa al mare in Riviera delle Palme

Appartamento turistico a San Benedetto del Tronto, appena ristrutturato e ideale per famiglie o gruppi. Dispone di 9 posti letto, 3 camere da letto e un comodo divano letto. Cucina completamente attrezzata, ambienti spaziosi e luminosi e spazio esterno scoperto. Situato in posizione strategica, vicino al centro città e alle spiagge, perfetto per godersi una vacanza rilassante sulla Riviera delle Palme.

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.

Popular amenities for Monteprandone holiday rentals