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Holiday houses in Monteprandone

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Top-rated holiday rentals in Monteprandone

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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, 35 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
4.91 out of 5 average rating, 55 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
An aerial view captures the proximity of the property to the beach, with the building highlighted by an arrow. Surrounding palm trees and beach umbrellas contribute to the coastal environment, while a sandy beach stretches toward the horizon.
Apartment in Grottammare
4.97 out of 5 average rating, 32 reviews

Casa de Mar 30 meters from the sea

Casa de mar is an apartment in an early 20th century building, located on the ground floor. Newly renovated, the house is made unique by the presence of an exclusive outdoor space and the location just a few steps from the sea and very close to the shops and services of the town. The house allows you to experience your vacation without a car. There are free parking lots in front of the house. You can relax and read a good book in the house's garden. Distance from the sea 30 meters.

Top Guest favourite
Home in Penne
5 out of 5 average rating, 12 reviews

3 Bedroom home, Private Pool, HotTub&Home Theater

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.

Guest favourite
Villa in Colli del Tronto
5 out of 5 average rating, 10 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

Guest favourite
A rustic stone house with a tiled roof is displayed, featuring wooden shutters and a wide entrance. A staircase leads to the upper level, while a stone barbecue area is visible to the side, surrounded by greenery and fields.
Cottage in Macerata
4.93 out of 5 average rating, 82 reviews

The house in the old granary

The country farm, surrounded by olive trees and centuries-old oaks, will be all for you just 25 minutes from the sea and an hour from the Sassotetto ski slopes. Ideal for couples or families looking for relaxation, our house is immersed in a silence of yesteryear. You are a 10-minute drive from Macerata and half an hour from the beaches. The space will be at your exclusive disposal. We have a Home Theater with HiFi system. A wood-burning oven is available upon request.

Superhost
Cottage in Campofilone
5 out of 5 average rating, 4 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.

Top Guest favourite
Holiday home in Grottammare
4.96 out of 5 average rating, 77 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.

Guest favourite
Condo in Grottammare
5 out of 5 average rating, 9 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 sea, with a beach umbrella and 2 sunbeds included during the summer season. Spacious and bright (~130 sqm), it features 2 bedrooms, a stylish living area, a fully equipped kitchen, and 2 bathrooms (shower and whirlpool tub). Air conditioning in all rooms and free parking available just outside.

Guest favourite
Apartment in San Benedetto del Tronto
5 out of 5 average rating, 17 reviews

Top Suite - Nature & Sea | 5 Min Beach

Modern and brand new apartment, a perfect combination of comfort and contemporary design, just a few steps from the sea and the Sentina Nature Reserve in the beautiful Riviera delle Palme. All rooms have independent air conditioning and WI-FI and free parking is available along the street. Prices include consumption of water, electricity, air conditioning/heating and unlimited wi-fi.

Guest favourite
The rustic stone exterior of the retreat is highlighted by warm evening light. A modern building stands alongside a landscaped area featuring lounge furniture. Lush greenery surrounds the property, enhancing the tranquil setting.
Farm stay in Cellino Attanasio
5 out of 5 average rating, 11 reviews

Hideaway with pool and hot tub

Discover our charming retreat in Abruzzo, perfect for families or friends. Nestled between mountains and sea, our home features stunning views and superb outdoor amenities: a pool, hot tub, firepit, and dining area. Enjoy nature and meet our friendly farm animals. Ideal for up to four guests looking for a memorable escape.

Guest favourite
A spacious open-plan living area is highlighted by large windows offering panoramic sea views. A white sectional sofa is positioned near a sleek pool table, while a dining table with chairs is visible in the background. Natural light fills the space, enhancing the modern decor.
Apartment in Civitanova Marche
4.94 out of 5 average rating, 17 reviews

[Luxury Seafront Penthouse] Parking & Beach

Property managed by Host Hero Marche Welcome to our exclusive penthouse on the sixth floor of a recently built building, located in a privileged position along the seafront of Civitanova Marche. This apartment offers breathtaking sea views and unparalleled comfort, making it perfect for a relaxing and rejuvenating vacation.

Popular amenities for Monteprandone holiday rentals

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