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Holiday houses in Monteprandone

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Top-rated holiday rentals in Monteprandone

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Top Guest favourite
Apartment in San Benedetto del Tronto
5.0 out of 5 average rating, 19 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 furnishings and a contemporary style, and is equipped with air conditioners and an air recirculation system in every room.

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.
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 white table is set for breakfast, featuring two plates with slices of cake. Small cups of coffee and colorful drinks are arranged alongside. A basket of fresh fruit, including bananas, apples, and oranges, is positioned in one corner of the table.
Apartment in San Benedetto del Tronto
4.91 out of 5 average rating, 35 reviews

A gem a stone's throw from the sea-FH

A gem of a property a stone's throw from the sea with a large balcony. A closed road guarantees the tranquility of the vacation, with all the amenities at your fingertips. We offer a spacious studio apartment with elegant and industrial furnishings, bright and cozy. 300 m from the renovated promenade, full of life and with endless activities ideal for children and adults. You can walk or cycle along the promenade bike path and choose from many characteristic places for every type of palate.

Superhost
Apartment in Castel di Lama
5.0 out of 5 average rating, 4 reviews

Borgo Seghetti Panichi, Apartment 'Sibilla'

A spacious first floor self-catering apartment in the old farmhouse of the Borgo Storico Seghetti Panichi, our family home with a historic villa and chapel, surrounded by a celebrated romantic 1870s garden. Guests can enjoy the garden, pool, citrus terraces, olive grove, kitchen garden, wildflower meadow and shaded seating areas. The view sweeps from the sea to the high Apennines. Sandy Adriatic beaches and fine seafood are 20 mins away; the renaissance jewel of Ascoli Piceno is even closer.

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.
Apartment 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
Condo in San Benedetto del Tronto
4.94 out of 5 average rating, 133 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
Home in Penne
5.0 out of 5 average rating, 16 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.

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
An inviting dining area features a large wooden table surrounded by comfortable chairs. Natural elements are incorporated with greenery and decorative plants, while soft lighting enhances the atmosphere. The space is brightened by large windows, offering a view of the outdoor surroundings.
Apartment in San Benedetto del Tronto
4.89 out of 5 average rating, 35 reviews

Portico dei Sogni - Front Row_Sea

'Portico dei Sogni' is located right on the seafront, with a large private veranda that allows you to enjoy the sea breeze and the Palme waterfront as soon as you step out of the house. The lively city centre is just a 5-minute drive away, offering you the best of the Riviera delle Palme between relaxation and nightlife. Free parking a 3-minute walk away (summer parking) or on the waterfront (paid parking in summer, free in winter until May) - Fast Wi-Fi

Guest favourite
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.

Top Guest favourite
Treehouse in Colonnella
4.97 out of 5 average rating, 147 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.

Guest favourite
Condo in Grottammare
5.0 out of 5 average rating, 18 reviews

Boutique Apt • Umbrella Included • 300m Beach

Alba Unda • Retreat Concept is an elegant boutique apartment in Grottammare, just a 5-minute walk from the beach. During summer, a beach umbrella and 2 sunbeds are included. Spacious and bright (130 sqm), it features 2 bedrooms, a stylish living area, a fully equipped kitchen, and 2 bathrooms with shower and whirlpool tub. Air conditioning in all rooms. Free private parking is available directly in front of the building.

Popular amenities for Monteprandone holiday rentals