Osimo Vacations from $1,080

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Your Osimo Vacation

When a getaway to the city is calling, answer it with a vacation package to Osimo. The neighborhood of Pietra La Croce, which is great for views, history and nature, makes a great base for your adventures. You'll want to go sightseeing during your trip to Osimo. Swing by leading attractions such as Cathedral of San Giuseppe of Cupertino, Conero Golf Club and Osimo Cathedral. Browse Expedia's extensive range of travel options and begin planning your perfect vacation to Osimo now.

The Latest Osimo vacation packages

Price found within the past 48 hours. Click for updated prices.
Visionair Suites

Visionair Suites

4 out of 5
per person
Sep 20 - Sep 24
found 1 day ago
Roundtrip flight included
Miami (MIA) to Ancona (AOI)
9.6/10 Exceptional! (22 reviews)
The room was beautiful with great views!

Reviewed on Jul 27, 2025

Natural Village Resort

Natural Village Resort

4 out of 5
per person
Sep 20 - Sep 24
found 1 day ago
Roundtrip flight included
Miami (MIA) to Ancona (AOI)
8.4/10 Very Good! (109 reviews)
It was so peaceful, entire facility from the private beach to the pool and family friendly property were top notch.

Reviewed on Jul 3, 2025

Fortino Napoleonico

Fortino Napoleonico

4 out of 5
per person
Sep 20 - Sep 24
found 1 day ago
Roundtrip flight included
Miami (MIA) to Ancona (AOI)
9.4/10 Exceptional! (100 reviews)
Wonderful historical fort turned hotel. Beautiful gardens, rocky beach, crystal clear water. A private hidden gem we happened to stumble upon through Expedia.

Reviewed on Jul 20, 2025

V Hotel

V Hotel

4 out of 5
per person
Sep 20 - Sep 24
found 1 day ago
Roundtrip flight included
Miami (MIA) to Ancona (AOI)
9.2/10 Wonderful! (9 reviews)
Hotel Internazionale

Hotel Internazionale

3 out of 5
per person
Sep 20 - Sep 24
found 1 day ago
Roundtrip flight included
Miami (MIA) to Ancona (AOI)
8.8/10 Excellent! (76 reviews)
A hotel on the hill. Paths to walk to the beach. Friendly staff. Lovely room. Clean. Terrace. Had a wonderful dinner there that night. Staff made good recommendations and accommodations for our food choices, and the meal was very good.

Reviewed on Sep 22, 2023

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Discover the most popular places to visit in Osimo

Cathedral of San Giuseppe of Cupertino

You can find out about the history of Osimo when you stop by Cathedral of San Giuseppe of Cupertino. Wander the waterfront in this relaxing area.

Cathedral of San Giuseppe of Cupertino

Osimo Cathedral

Learn about the local history of Osimo when you take a trip to Osimo Cathedral. You can enjoy the restaurants while in the area.

Osimo Cathedral

Caves of Osimo

Find out about the history of Osimo when you take a trip to Caves of Osimo. Wander the waterfront in this relaxing area.

Caves of Osimo

What to do in Osimo

Recanati: Orto sul colle dell'infinito Entry Ticket

Recanati: Orto sul colle dell'infinito Entry Ticket

$11
per adult
Recanati: Orto sul colle dell'infinito Entry Ticket
Ancona Riviera del Conero: Hiking Tour

Ancona Riviera del Conero: Hiking Tour

$235
per traveler
Ancona Riviera del Conero: Hiking Tour
Ancona: City Walking Tour with Wine and Food Tasting

Ancona: City Walking Tour with Wine and Food Tasting

$235
per traveler
Ancona: City Walking Tour with Wine and Food Tasting
See all activities in Osimo

Osimo Hotel Deals

G Hotel

G Hotel

4 out of 5
Via Sbrozzola 26, Osimo, AN
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (512 reviews)
"Great stay, breakfast ok."

Reviewed on Jul 28, 2025

Get rates
G Hotel
Cristoforo Colombo

Cristoforo Colombo

4 out of 5
Strada Statale Adriatica KM 310, 400, Osimo, AN
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Sep 14 to Sep 15
$80 total
Sep 14 - Sep 15
Total includes taxes and fees
8.4/10 Very Good! (187 reviews)
"Tutto perfetto. Grazie mille!!"

Reviewed on Aug 31, 2024

Cristoforo Colombo
Hotel Palace Del Conero

Hotel Palace Del Conero

4 out of 5
Via Grandi 6, Osimo, AN
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $77 total per night from Sep 14 to Sep 15
$77 total
Sep 14 - Sep 15
Total includes taxes and fees
7.8/10 Good! (90 reviews)
"Very good stay for the price. The breakfast and coffee was excellent. We were happy to find gluten free options! I would definitely stay here again if in the area."

Reviewed on May 14, 2025

Hotel Palace Del Conero
See all 2,141 properties in Osimo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Frequently asked questions

How much does an Osimo vacation package cost?
Offering great value package deals from $1,080 on Expedia, you'll be pleasantly surprised at how much a vacation to Osimo costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Osimo?
If you're looking to snag a cheap Osimo vacation package, consider traveling in January, March and December. You're likely to find better prices on flights and accommodations during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Osimo?
Allow around 2 days for your Osimo vacation to really discover all that makes this destination unique. Stroll around key neighborhoods, including Offagna and Direttissima del Conero. Then head to the top sights like Osimo Civic Museum and La Nuova Fenice Theater. With a well-organized itinerary, you can keep busy with room for some relaxation too. Want to travel outside of Osimo? Consider squeezing in an excursion or two.
Is it worth booking a vacation package to Osimo?
Osimo is a good vacation destination with attractions like Cathedral of San Giuseppe of Cupertino among the many things to keep you entertained. Whether you're traveling with the family or getting away with friends, an Osimo vacation promises fun for everyone.
How to find the best Osimo package deals?
Use Expedia's filter tool to help you find some great Osimo package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Osimo package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book an Osimo vacation as a package?
You can enjoy significant savings on your Osimo break by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Osimo?
If you're planning a spontaneous Osimo adventure, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Osimo?

  1. Choose when to go: Check your schedule and get your bags packed. Your preferred season and the type of activities available will also help you decide when to vacation in Osimo.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and meals to airfares and activities. Your accommodations will probably be the biggest expense during your trip to Osimo.
  3. Organize your Osimo escape with Expedia's trip planning tool: Search for and book hotels and experiences all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Osimo together.
  4. Decide how long to go for: Now that you know more about Osimo, you can work out the perfect length of your break. Create a rough plan and give yourself enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customized Osimo vacation package.
  6. Book any activities or day trips: Here's the fun part — locking in everything you want to do and see. Browse some of the best things to do in Osimo and book your tickets early to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Osimo vacation packages?
Your Osimo break should be a relaxing escape from your daily routine, not a reason for money-related stress. So to allow you that extra flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.