Ossaia Holidays
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Top Flight + Hotel Deals in Ossaia
Price found within the past 48 hours. Click for updated prices.
Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
€452
per person
14 Nov - 18 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9/10 Wonderful! (1,002 reviews)
Great location! Staff was friendly and helpful. Had a wonderful stay Highly recommend!
Reviewed on 11 Oct 2026
The Hoxton, Florence
Historic Centre of Florence
€484
per person
14 Nov - 18 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.4/10 Exceptional! (358 reviews)
We stayed at the Hoxton before we headed out to Tuscany for our wedding weekend. The staff was very accommodating and helpful, and the property itself was beautiful with a great location, it was a little bit more on the outskirts of the city center, which we are used to staying in when we travel to Florence, but we liked how quiet and secluded it was and the design of the property was really well done. We enjoyed the coffee bar downstairs and the Photo Booth in the lobby and the outdoor courtyard/bar area was a great meeting point for us and friends who were getting into town for wedding festivities.
We would recommend staying at the Hoxton and look forward to future stays in other cities and hopefully Florence again.
Reviewed on 13 Oct 2026
Il Rivalta - Place of Charme
Historic Centre of Florence
€577
per person
14 Nov - 18 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.4/10 Exceptional! (627 reviews)
My husband and I stopped in various cities during our recent trip to Italy, and the Il Rivalta was by far the nicest hotel. The rooms are very large and beautifully modern. There are great amenities and the staff was super accommodating. It is also in a great location, with a lot of nearby shopping and restaurants. I would absolutely stay here again!
Reviewed on 10 Oct 2026
Top hotels in Ossaia
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
€629
15 Oct - 16 Oct
includes taxes & fees
9.8/10 Exceptional! (253 reviews)
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"
Reviewed on 5 Oct 2026
Precise Tale Poggio Alla Sala
Via Di Poggio Alla Sala, 10 Montepulciano SI
9.6/10 Exceptional! (186 reviews)
"Stunningly beautiful resort for a 3 day getaway with my parents to experience the best of Tuscany - everything was perfect and pictures worth a thousand words!"
Reviewed on 12 Oct 2026
B&B Hotel Arezzo
Via Einstein, 4 Arezzo AR
€67
8 Nov - 9 Nov
includes taxes & fees
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.
What to do in Ossaia
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
€109
per adult
98% of travellers recommend
Montepulciano Wine Tasting in the Tuscan Countryside
€25
per adult
Frequently asked questions
How much does an Ossaia holiday package cost?
You can snap up a holiday package to this top destination from €452 on Expedia. However, how much your holiday to Ossaia costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Ossaia?
You can typically find reduced prices and better availability in January, February and March. Take a look at our cheap Ossaia holiday packages and you could score some great off-season deals.
How many days is enough for Ossaia?
With a well-planned itinerary, you can easily hit the top Ossaia sights in a handful of days. But if you want to venture off the beaten track or go on day trips, think about booking your Ossaia holiday for longer.
How to find the best Ossaia package deals?
Begin your search for an Ossaia package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Ossaia package deal right away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Ossaia adventure underway.
Is it cheaper to book an Ossaia holiday as a package?
You can enjoy significant savings on your Ossaia retreat by booking a personalised holiday package. Click on the "Package" heading, then select your destination and travel dates to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Ossaia?
If you have your Ossaia holiday dates confirmed, book as early as you can to snap up some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Ossaia?
- Pick your travel dates: The things you want to do in Ossaia and your preferred season can help you decide when to go.
- Budget wisely: On top of the cost of your accommodation, you should consider other expenses too. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Ossaia.
- Work out your trip length: Think about how much time you'd like to spend exploring Ossaia. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
- Combine your airfare and accommodation: Once you've settled on your trip dates and duration, lock in the perfect Ossaia holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
