Osimo holiday lettings

We found 1,099 holiday rentals — enter your dates for availability

Discover a selection of 11 homes, 17 apartments and other holiday rentals in Osimo that are perfect for your trip. Holiday rentals provide the amenities that you need and want for you and your friends, family or even pets, such as parking and a fireplace. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Osimo

Showing deals for:14 Nov - 21 Nov

Image gallery for GINEPRO the annex of Villa Vernaschi Ideal for a couple or a family with a child

Terrace/patio
10 out of 10 rating
Exceptional
(5 reviews)

GINEPRO the annex of Villa Vernaschi Ideal for a couple or a family with a child

Santa Maria Nuova

18% off
Price is £1,264
£181 per night
includes taxes & fees
GINEPRO the annex of Villa Vernaschi Ideal for a couple or a family with a child

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Find out more about Osimo

Find out more about Osimo

Historical Osimo will entice you

The area's history and museums are just some of the reasons to come on holiday to Osimo. Revered for its beaches, shopping and restaurants, this city is both walkable and welcoming. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Osimo

Do you want to discover attractions to visit while you're in the area? Venture out of your holiday home and check out everything that makes Osimo a one-of-a-kind holiday spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Conero Golf Club (5.8 mi / 9.4 km)
  • Campocavallo Cycle Path (3.3 mi / 5.3 km)
  • Garofoli Winery (6.2 mi / 10 km)
  • Monumento ai Caduti (9.1 mi / 14.6 km)
  • Paradise Playcenter (11.2 mi / 18.1 km)
  • Antica Cantina Sant'Amico (15.1 mi / 24.3 km)

Exploring the natural features in Osimo

Whether you're looking for adventure or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Osimo. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Spiaggia di Mezzavalle (7.4 mi / 11.9 km)
  • La Spiaggiola (7.5 mi / 12.1 km)
  • Marcelli Beach (7.6 mi / 12.2 km)
  • Spiaggia di San Michele (7.6 mi / 12.3 km)
  • Spiaggia Urbani (7.7 mi / 12.3 km)
  • Mount Conero (7.7 mi / 12.4 km)

How to get to and around Osimo

The nearest airport is in Ancona (AOI-Falconara), located 10.3 mi (16.5 km) from the city centre.

If you prefer train travel, the main station is Osimo-Castelfidardo Station.

Frequently asked questions

What is the best area to stay in Osimo when booking a holiday rental?
When considering a holiday rental in Osimo, Marche, Italy, a popular area to stay in is the historic centre. This charming neighbourhood is characterised by its beautiful medieval architecture and narrow, winding streets, making it great for those who wish to immerse themselves in the local culture. Here, you'll find attractions such as the stunning Church of San Giuseppe da Copertino, which boasts remarkable frescoes, and the impressive Roman Theatre, a testament to the town's rich history.

Another appealing area is the vicinity of the Osimo Cathedral, which offers a serene atmosphere while still being close to various shops, cafes, and restaurants. Staying near the cathedral allows easy access to delightful local eateries where you can savour authentic Italian cuisine. Additionally, this area is well-connected to public transport, making it convenient to explore the broader Marche region.
How much does it cost to rent a holiday home in Osimo?
Prices for holiday rentals in Osimo vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Osimo to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Osimo holiday house rentals?
You can find great discounts on house rentals in Osimo on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Osimo?
For renting a beach house in Osimo, Marche, Italy, travellers should consider the nearby coastal area of Numana, which is known for its beautiful sandy beaches and stunning views of the Adriatic Sea. This charming seaside town offers a range of holiday rentals, including beachfront villas and apartments with balconies that overlook the water. Many of these properties come with amenities such as outdoor terraces, barbecue facilities, and fully equipped kitchens, great for enjoying al fresco dining after a day at the beach.

Another excellent option is the nearby town of Sirolo, renowned for its picturesque cliffs and crystal-clear waters. Here, holiday homes often feature private gardens, swimming pools, and easy access to the beach, making it ideal for families or groups. Sirolo also boasts a vibrant historical centre with local shops, cafes, and restaurants, providing a delightful atmosphere for evening strolls and dining experiences.
What is the most popular type of holiday rental accomodation in Osimo?
In Osimo, apartments are quite popular, with around 12 available in the area. These rentals are often situated in charming neighbourhoods, offering a comfortable base for exploring the picturesque town and its historic sites. Most apartments come with fully equipped kitchens, inviting living areas, and some may even feature balconies with lovely views of the surrounding countryside.
Are there any family house rentals in Osimo?
In Osimo, Marche, there are a variety of family-friendly house rentals available—specifically, around 14 options throughout the area. This charming town offers spacious rooms that cater well to families, often featuring multiple bedrooms, fully equipped kitchens for preparing family meals, and comfortable living areas for relaxation after a day of exploring. Many properties also provide outdoor spaces, superb for children to play and for families to enjoy the pleasant Italian weather.
Can I rent a holiday home with a pool or hot tub in Osimo?
In Osimo, Marche, several holiday homes are available for rent that feature pools or hot tubs, making it an appealing choice for travellers seeking relaxation. The town, known for its charming medieval architecture and beautiful hillside views, offers various options in residential areas and countryside settings.

Rentals often include amenities such as private swimming pools, outdoor seating areas, and well-equipped kitchens, allowing guests to enjoy the warm Italian climate in comfort. Many properties also provide additional features like barbecue facilities, gardens, and spacious terraces, superb for unwinding after a day of exploring the region.
Can I find long-stay holiday rentals in Osimo?
A long-stay holiday rental in Osimo is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Osimo?
In Osimo, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. The area is known for its charming historic centre, where many holiday properties feature traditional Italian architecture and modern amenities, such as fully equipped kitchens, spacious living areas, and outdoor spaces for relaxation.
Are there any remote work holiday rentals in Osimo?
In Osimo, Marche, there are approximately 18 remote work-friendly holiday rentals available. This charming town offers a blend of historical architecture and beautiful countryside, making it an appealing choice for those looking to work remotely while enjoying a tranquil environment. Many properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated office spaces, desks, and desk chairs, providing a comfortable setup for productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Osimo holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Osimo with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Osimo?
In Osimo, travellers can expect to find a range of popular rental amenities in holiday accommodations. Most rentals feature well-equipped kitchens, allowing guests to prepare their meals with ease. Amenities such as refrigerators, ovens, and dishwashers are typically included, along with essential cookware, dishware, and utensils for a convenient cooking experience.
When is the best time to visit Osimo for a holiday rental?
The best time to visit Osimo for a holiday rental is during the peak season from July to September, when the charming Italian town comes alive with vibrant activities and warm weather. July, in particular, is a popular month filled with local festivals, where visitors can immerse themselves in the rich culture and enjoy delightful outdoor dining experiences in the sun-drenched piazzas.

During this peak period, expect average temperatures reaching the mid-30s Celsius, making it superb for leisurely strolls through the historic streets or exploring nearby attractions such as the stunning Conero Regional Park. The lively atmosphere during these months is ideal for those seeking a combination of relaxation and adventure, with numerous opportunities for hiking, cycling, and indulging in the local cuisine.

If you're looking for a more budget-friendly option, consider planning your visit in December. Although this month might be quieter, it offers a unique charm with festive decorations and a chance to experience traditional Italian Christmas markets. The milder winter temperatures, typically around 5 to 10 degrees Celsius, create a comfortable environment for exploring the town's historic sites without the crowds.
How early should I book a Osimo holiday rental?
Book your Osimo holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Osimo?
In Osimo, visitors can take part in a wealth of historical and cultural attractions. The town's historic centre is characterised by charming streets and picturesque architecture, with highlights including the beautiful Piazza del Comune, which is surrounded by impressive buildings such as the Town Hall and the Church of San Giuseppe da Copertino.

Nearby, the Church of San Marco features stunning frescoes and a serene atmosphere, making it a lovely spot for contemplation. For those interested in local history, the Osimo Caves offer a fascinating glimpse into the town's past, with guided tours available to explore the underground passages.
Can I change or cancel my Osimo home rental booking on Vrbo?
To find Osimo holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Osimo holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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