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Holiday houses in Osimo

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Top-rated holiday rentals in Osimo

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

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Guest favourite
A spacious sleeping area features a large bed with crisp linens, positioned next to a panoramic glass wall that offers stunning views of rolling hills and distant mountains. Light curtains frame the window, and a comfortable leather sofa adds warmth to the modern design.
Apartment in Macerata
4.94 out of 5 average rating, 121 reviews

The Show

Relax in this elegant and modern newly built apartment, centrally located, convenient for walking around the entire historic center, featuring a large panoramic window that allows you to admire the Marchigiane hills up to the sea with the backdrop of Monte Conero. The property is equipped with every comfort suitable for even long stays, private parking space with direct access to the apartment. It is 20 km from Leopardi house museum, 30 km from Civitanova, 26 km from the sanctuary of Loreto

Top Guest favourite
A scenic view of rolling hills showcases vibrant green fields under a clear blue sky. Distant mountains are visible, complementing the natural landscape adorned with trees and gentle slopes.
Home in Castelfidardo
5 out of 5 average rating, 47 reviews

Country house with a view of Monte Conero

Good morning. I'm Lucia and I'm happy to welcome you to my beloved home in Castelfidardo. For two years I lived here and I shared Airbnb with other people by renting only one room. I currently live in another city and rent it out in full. The apartment is independent (bordering other apartments of my family) and is in the countryside, surrounded by the green hills of the Marche, overlooking Mount Conero. It is highly recommended to have a car for getting around.

Guest favourite
A cozy bedroom features a spacious bed flanked by two vintage-style windows adorned with greenery. Soft lighting is created by fairy lights and bedside lamps, contributing to a calming ambiance.
Home in Castelfidardo
4.95 out of 5 average rating, 19 reviews

La Casetta. Feel at home.

La Casetta is a small house recently renovated and equipped with modern comforts such as: kitchen, laundry, TV, air conditioning, wi-fi high speed internet connection; but keeping intact the typical characteristics of the Marche villages. The central location will allow you to reach on foot: pizzerias, bars, restaurants, pharmacies, museums, supermarkets and the Conero Riviera is just a few minutes by car. We look forward to making you feel at home! Luca e Mara

Guest favourite
The exterior of the recently renovated farmhouse is displayed, featuring a blend of rustic brick and modern architectural elements. Large windows allow natural light to illuminate the structure. The surrounding fields stretch into the distance under a clear sky, indicating a peaceful rural setting.
Apartment in Osimo
4.97 out of 5 average rating, 60 reviews

The River House: 3 Camere, Giardino, Ricarica EV!

Scoprite The River House, un casale recentemente ristrutturato che offre un'esperienza di soggiorno indimenticabile nelle serene campagne marchigiane. Immersa in una corte privata e circondata da una natura rigogliosa, la nostra struttura è un vero santuario di tranquillità, dove il solo suono che vi sveglierà sarà il dolce scorrere del fiume adiacente. Abbiamo combinato il fascino rustico con il comfort moderno per creare un ambiente che incanta e rilassa.

Guest favourite
The living area features a light-colored wooden dining table surrounded by four woven chairs. A daybed adorned with neutral-toned cushions occupies one corner. Natural light floods the space, with a small television mounted on the wall above a white cabinet, complemented by decorative artwork.
Apartment in Marcelli
4.89 out of 5 average rating, 104 reviews

Two-room apartment 80 meters from the beach

Mini two-room apartment (sleeps 3) just over 1 minute's walk from the beach. The recently renovated apartment is on the 4th floor with an elevator. Comprising a double bedroom, living room with sofa bed, kitchenette, bathroom with shower. Two balconies with sea views. 360-degree panorama of Baia del Conero, Porto Recanati, Loreto, Apennines. Air conditioning, LCD TV, safe, security door, washing machine, free covered reserved parking space, Wi-Fi.

Top Guest favourite
A light-filled living area features a modern white sofa beside a neatly arranged entertainment unit with a television. A dining table with transparent chairs occupies one corner, while a small decorative rug adds warmth to the space. White walls enhance the airy atmosphere.
Condo in Ancona
4.89 out of 5 average rating, 302 reviews

Niki's House - Apartment in the historic center

Delightful apartment in the historic center. The apartment is strategically located, close to the city's main places of interest, and is ideal for tourist and professional stays. Very close to the port, the Museum, the Teatro delle Muse, the Pinacoteca, the municipal library and the University of Economics. The main bus stops are a few meters away, the train station is easily accessible. N.B. Street parking is metered from 8:00 a.m. to 8:00 p.m.

Top Guest favourite
A cozy bedroom features a spacious bed dressed in light blue bedding. A stone wall adds texture alongside warm wooden beams overhead. A minimalist closet and shelving unit are integrated into the design, while a comfortable armchair invites relaxation in the corner.
Home in Maiolati Spontini
4.97 out of 5 average rating, 102 reviews

Dimora nel Borgo - A Relaxing Home

The “Dimora nel Borgo” is a cozy home in the medieval historic center of Maiolati Spontini. It offers a relaxed and comfortable atmosphere, thanks to the recent and careful renovation, and the quiet and peaceful surrounding environment, inside a courtyard of yesteryear. A few meters from the house there are always free parking spaces available, there are no ZTL restrictions regarding the historic center. The house is complete with all amenities.

Top Guest favourite
A charming stone cottage is shown, featuring a sloped roof and large glass windows that provide panoramic views. Soft lighting accentuates the exterior, while the surrounding grassy area leads the eye to the distant hills.
Cabin in Cerreto d'Esi
4.99 out of 5 average rating, 135 reviews

Hillside chalet in stone and wood.

At the foot of Mount San Vicino, on a beautiful hill 420 meters above sea level, in complete tranquility and easily accessible, you can enjoy a beautiful 360-degree view, from the Sibillini Mountains to the Gola della Rossa. Easily reachable in 15 minutes Fabriano, in 20 minutes the beautiful caves of Frasassi, in 30 minutes Gubbio and in 60 minutes Senigallia or the Bay of Conero, in 20 minutes the ducal city of Camerino.

Top Guest favourite
A woven outdoor sofa with a floral cushion is positioned on a grassy area. Surrounding greenery includes trees and shrubs, creating a serene outdoor setting. A hammock is visible in the background, enhancing the space's relaxation potential.
Holiday home in Numana
5 out of 5 average rating, 79 reviews

Casa degli Olmi

Studio apartment with private garden. Free of charge: access to the swimming pool, washing machine, dishwasher, coffee pods, linen, crockery, car parking, smart TV, Wi-Fi, air conditioning, heating. Pets welcome (dog friendly) - fenced garden - at a cost of €10 per day for each pet. Portable chairs with umbrellas for those who choose the free beach. Electric car charging station. Accommodation tax € 1 per day per person.

Top Guest favourite
A wide landscape reveals rolling hills and fields under a bright blue sky dotted with clouds. Lush greenery and distant rural settlements can be seen, illustrating the serene countryside surrounding the area.
Apartment in Osimo
4.93 out of 5 average rating, 91 reviews

At Grandpa Bibi's House

Entire apartment available, very large, equipped with: equipped kitchen, dining room, sitting area, bathroom, two bedrooms and balcony. One bedroom has two beds (double bed) and the other three (one double bed and one single bed). Located on the ground floor, there is a parking space and a small garden. The apartment is a five-minute walk from the historic center of Osimo but immersed in the countryside.

Top Guest favourite
A cozy bedroom features a spacious bed dressed in floral linens with matching pillows. Two bedside tables are positioned beside the bed, and a light fixture hanging from the ceiling provides gentle illumination. A large window is adorned with blue curtains, allowing natural light to enter.
Apartment in Castelfidardo
5 out of 5 average rating, 23 reviews

Comfortable vacation apartment

Your stay on the Conero Riviera will be unforgettable! From a comfortable home, you can reach the sea in 15 minutes by car, visit Castelfidardo and nearby cities (Loreto, Osimo, Recanati, Numana, Sirolo, Camerano, Offagna, Ancona). The mountains are also not far: Gola della Rossa and Frasassi Regional Natural Park and Monti Sibillini National Park are about 1h15'-30' away

Top Guest favourite
A modern dining area features a long table surrounded by white chairs, illuminated by a contemporary chandelier. There are large glass doors that lead to an outdoor view, while a sleek television is mounted on a light-colored cabinet below.
Apartment in San Rocchetto
5 out of 5 average rating, 58 reviews

MARCHE ATELIER CASTELFIDARDO CONERO

Apartment of about 110 square meters, full optional, a few minutes: from the sea in the Monte Conero area, from the large shopping centers, from Ancona airport, from the train station. Great view - Pergola - View of Monte Conero and the countryside. Fully equipped office with PC, Printer, Wifi, Air Conditioning. CIN: IT042010B4SMKVKD98

Popular amenities for Osimo holiday rentals

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Avg. price$141 AUD$153 AUD$132 AUD$135 AUD$138 AUD$132 AUD$133 AUD$142 AUD$133 AUD$133 AUD$142 AUD$153 AUD
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Quick stats about holiday rentals in Osimo

  • Total holiday rentals

    Explore 60 holiday rentals in Osimo

  • Nightly prices starting at

    Osimo holiday rentals start at $31 AUD per night before taxes and fees

  • Verified guest reviews

    Over 810 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Osimo holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Osimo rentals

  • 4.8 Average rating

    Osimo stays are highly rated by guests—averaging 4.8 out of 5!

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