Osimo holiday lettings

We found 1,119 holiday rentals — enter your dates for availability

Discover a selection of 10 homes, 19 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.

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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)
  • Antica Cantina Sant'Amico (15.1 mi / 24.3 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)

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:

  • Caves of Osimo (0.2 mi / 0.4 km)
  • Spiaggia di Mezzavalle (7.4 mi / 11.9 km)
  • La Spiaggiola (7.5 mi / 12.1 km)
  • Spiaggia dei Frati (7.5 mi / 12.1 km)
  • Marcelli Beach (7.6 mi / 12.2 km)
  • Spiaggia di San Michele (7.6 mi / 12.3 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, the historical centre is a popular area to stay. This charming neighbourhood is characterised by its quaint streets and stunning architecture, with a variety of properties ranging from traditional stone houses to modern apartments. The area offers a rich cultural experience, with popular attractions such as the magnificent Church of San Giuseppe da Copertino, which showcases beautiful frescoes, and the impressive Roman Theatre ruins that hint at the town's ancient past.

Another excellent option is the vicinity of Montocchio, which provides a more tranquil atmosphere while still being close to the vibrant town centre. This area is great for those who enjoy scenic views and a touch of nature, with nearby parks and walking trails. Visitors can easily explore the local vineyards and sample the delightful wines of the Marche region, adding to the overall experience.

In both neighbourhoods, you'll find a variety of properties available, suiting different tastes and budgets.
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, visitors should consider the nearby coastal area of Portonovo, which is located along the stunning Conero Riviera. This picturesque spot offers a variety of holiday rentals that are just steps away from the sandy beaches and the crystal-clear waters of the Adriatic Sea. Many properties in this area come equipped with modern amenities such as private balconies or terraces, outdoor dining areas, and well-appointed kitchens, making them superb for families or groups seeking a beachside getaway.

In addition to Portonovo, the nearby town of Sirolo also presents excellent options for beach house rentals. This charming coastal town features lovely properties with breathtaking sea views, often featuring amenities like swimming pools, barbecue facilities, and easy access to local markets and restaurants. The scenic hiking trails of the Conero Regional Park are also within reach, providing opportunities for outdoor exploration and stunning panoramic views of the coastline.

For those who enjoy a vibrant setting, Numana, situated close to Osimo, offers lively beach clubs and a bustling promenade lined with cafes and shops. Rentals in this area typically boast modern conveniences, such as air conditioning, Wi-Fi, and proximity to both the beach and local attractions.
What is the most popular type of holiday rental accomodation in Osimo?
In Osimo, apartments are the most popular holiday rental option, with around 22 available throughout the town. These apartments are typically located in charming neighbourhoods and often feature amenities such as fully equipped kitchens, comfortable living areas, and some may offer balconies with lovely views of the surrounding countryside.

Additionally, there are about 16 villas available, which provide a more spacious alternative for travellers seeking a luxurious experience. These villas often come with private gardens, outdoor dining areas, and multiple bedrooms, making them ideal for families or groups. There are also approximately 12 holiday houses that offer a similar home-like experience, allowing guests to unwind while enjoying the local atmosphere.
Are there any family house rentals in Osimo?
In Osimo, Marche, there are several family-friendly house rentals available, approximately 14 in total. This charming town offers a wonderful blend of history and modern amenities, making it an ideal spot for families looking to explore the region. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for children to enjoy.

Visitors can easily access local attractions such as the historical centre with its beautiful architecture and vibrant piazzas. The nearby Parco del Conero presents opportunities for hiking and enjoying the stunning coastal views, making it an excellent choice for families who appreciate outdoor activities.
Can I rent a holiday home with a pool or hot tub in Osimo?
In Osimo, Marche, Italy, there are several holiday homes available for rent that feature pools or hot tubs, making it an appealing destination for those seeking relaxation. This charming town, renowned for its historic architecture and stunning views of the surrounding countryside, offers a variety of accommodation options. Travellers can expect amenities such as private swimming pools, outdoor lounging areas, and well-equipped kitchens, superb for enjoying leisurely meals after a day of exploring.

Many properties are situated in tranquil locations, allowing guests to unwind in a serene environment while still being within reach of local attractions. The nearby countryside provides ample opportunities for hiking and enjoying the picturesque landscapes of the Marche 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, offering a range of amenities for travellers. Many of these properties feature spacious gardens or outdoor areas, allowing pets to enjoy the fresh air. Inside, guests can expect comfortable living areas, fully equipped kitchens, and often multiple bedrooms, making them suitable for families or groups.

The town is rich in history and architecture, with its charming old town providing a lovely backdrop for daily strolls with pets. Nearby parks and green spaces, such as Parco della Resistenza, offer additional opportunities for outdoor activities and relaxation.
Are there any remote work holiday rentals in Osimo?
In Osimo, Marche, there are numerous holiday rentals suitable for remote work, with around 36 options available. This charming town, known for its historical architecture and beautiful landscapes, offers properties equipped with essential amenities for remote workers. Many rentals include dedicated workspaces, such as desks and ergonomic chairs, alongside high-speed internet and free Wi-Fi, ensuring a productive environment.

The town's central location allows easy access to local cafes and restaurants, where you can enjoy a change of scenery while working. Additionally, the picturesque surroundings provide opportunities for leisurely walks during breaks, with nearby attractions like the historic Osimo Cathedral and the scenic hills offering lovely views. 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, popular rental amenities cater to a comfortable and convenient stay. Most holiday rentals feature well-equipped kitchens, allowing guests to prepare their own meals. Many properties also include outdoor spaces such as decks or patios, ideal for enjoying the pleasant Marche climate. Onsite parking is commonly available, making it easy for travellers with vehicles. Additionally, rentals often provide coffee and tea makers for a warm beverage at any time, along with dining areas suitable for enjoying meals together.
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 summer months, particularly in July. This vibrant period attracts many tourists eager to experience the charm of this beautiful town in the Marche region of Italy. With warm temperatures averaging around 30°C, visitors can enjoy wandering the historic streets, indulging in local cuisine, and soaking in the lively option.

From July to September, Osimo transforms into a bustling hub of activity, with plenty of outdoor events and festivals celebrating local traditions. This peak season is great for those who love to mingle with fellow travellers while exploring the stunning architecture and breathtaking views of the surrounding countryside.

For those looking for a more budget-friendly option, consider visiting in December. This month offers a great experience as Osimo is beautifully decorated for the holidays. While the temperatures may dip to around 5°C, the festive atmosphere creates a magical setting, great for cozying up in a charming holiday rental and enjoying the local Christmas markets.
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 explore a variety of attractions that showcase the town's rich history and culture. The historic centre features the impressive Romanesque-Gothic Cathedral of San Leopardo, which boasts beautiful frescoes and an ornate façade. Nearby, the Piazza della Repubblica is a charming square surrounded by cafes and boutiques, great for enjoying a leisurely afternoon.

The town is also known for its underground tunnels, or "grotte," which date back to the Roman era and offer a fascinating glimpse into the past. For those interested in local art, the Museo Civico is home to a collection of works that highlight the area's artistic heritage.

Additionally, the surrounding countryside offers scenic views and opportunities for outdoor activities, making it a lovely destination for those looking to experience both history and nature.
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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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