Ossaia Holidays

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Top Flight + Hotel Deals in Ossaia

Price found within the past 48 hours. Click for updated prices.
Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

4 out of 5
Save 100% on your flight
Price was €985, price is now €661 per person
€661
per person
7 Sept - 13 Sept
found 16 hours ago
Return flight included
London (LON) to Florence (FLR)
9.4/10 Exceptional! (498 reviews)
10/10 stay. Very nice, clean, and comfortable stay. Gorgeous views and next to a cute town!

Reviewed on 24 Jun 2026

Columbus Urban Resort

Columbus Urban Resort

5 out of 5
Campo di Marte
Save 100% on your flight
Price was €1,788, price is now €1,124 per person
€1,124
per person
7 Sept - 13 Sept
found 16 hours ago
Return flight included
London (LON) to Florence (FLR)
9/10 Wonderful! (26 reviews)
Spent 2 nights here for a short break. Lovely hotel.... Spa was used both days and was lovely after long days sightseeing! Staff were very helpful and nothing was too much trouble.... Room was also excellent...spacious, comfy and had all amenities needed. It was rather warm in our room but we had a balcony so just opened the door. Didn't bother us enough to mention it to staff though! Breakfast was also good, plenty of choice and freshly cooked. All in all would definitely recommend!!

Reviewed on 2 Apr 2026

Donati Luxury Tower Suites

Donati Luxury Tower Suites

5 out of 5
Historic Centre of Florence
Price was €1,750, price is now €1,143 per person
€1,143
per person
26 Aug - 30 Aug
found 20 hours ago
Return direct flight included
Luxembourg (LUX) to Florence (FLR)
9.8/10 Exceptional! (68 reviews)
Perfect location. Unmanned reception at night.

Reviewed on 5 Jul 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was €1,024, price is now €693 per person
€693
per person
7 Sept - 11 Sept
found 16 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.6/10 Excellent! (491 reviews)
Very good location. Clean hotel. Our ac was broken but they handled us a new room inmediately. The hotel is confortable and size of the rooms are decent. Bigger than average in the area.

Reviewed on 26 Jun 2026

Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
Price was €1,250, price is now €846 per person
€846
per person
26 Aug - 30 Aug
found 20 hours ago
Return direct flight included
Luxembourg (LUX) to Florence (FLR)
9.8/10 Exceptional! (1,008 reviews)
We were in Europe, staying at Airbnbs for 2 weeks prior to arriving in Florence and the Bernini Palace. We could not have been happier with the beauty that awaited us! The staff were wonderful, the room spectacular and the lounge bar welcoming and friendly. The breakfast was well laid out with everything you could possibly want and we looked forward to the cappuccino every morning. The location couldn’t have been better, minutes from The Uffizi and surrounded by great shops and restaurants. If you want a truly beautiful Florence experience, I highly recommend staying at this hotel! 5 stars plus✨

Reviewed on 14 Jul 2026

Top hotels in Ossaia

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is €701 per night from 5 Aug to 6 Aug
€701
5 Aug - 6 Aug
includes taxes & fees
Precise Tale Poggio Alla Sala
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

5 out of 5
Localita Piazzano, C.P. 6 Cortona AR
The price is €671 per night from 31 Jul to 1 Aug
€671
31 Jul - 1 Aug
includes taxes & fees
9.8/10 Exceptional! (240 reviews)
"10/10"

Reviewed on 7 Jul 2026

Villa di Piazzano - Small Luxury Hotel of the World
A Point Arezzo Park Hotel

A Point Arezzo Park Hotel

4 out of 5
Loc. Battifolle, 36/T Arezzo AR
The price is €97 per night from 23 Jul to 24 Jul
€97
23 Jul - 24 Jul
includes taxes & fees
7.6/10 Good! (165 reviews)
"Well, having travelled extensively for the past 13 years, this Hotel must be the coldest I have ever stayed in. It was December, but there was no heating on in the lobby area or the dining area so everyone had to wear coats or thick jumpers while eating their meals. The showers were not particularly ..."

Reviewed on 3 Dec 2025

A Point Arezzo Park Hotel
See all 5,156 properties in Ossaia
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

Montepulciano Gran Tour

Montepulciano Gran Tour

€15
per adult
Montepulciano Gran Tour
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

€94
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Chianciano Terme: Sensory Spa Admission Ticket

Chianciano Terme: Sensory Spa Admission Ticket

€55
per adult
Chianciano Terme: Sensory Spa Admission Ticket
See all activities in Ossaia

Frequently asked questions

How much does an Ossaia holiday package cost?
You can snap up a holiday package to this top destination from €661 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?

  1. Pick your travel dates: The things you want to do in Ossaia and your preferred season can help you decide when to go.
  2. 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.
  3. 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.
  4. Combine your airfare and accommodation: Once you've settled on your trip dates and duration, lock in the perfect Ossaia holiday package for you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.