Ossaia Trip

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Top Ossaia Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Residenza Hotel Cimabue

Residenza Hotel Cimabue

3 out of 5
Historic Centre of Florence
per person
16 Sept - 21 Sept
found 1 day ago
Return flight included
Chennai (MAA) to Florence (FLR)
7.6/10 Good! (363 reviews)
Nice enough if your on a budget. Quiet area 10 mins from the cathedral... Bit run down but we needed something cheao and cheerful

Reviewed on 28 Jun 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
per person
16 Sept - 21 Sept
found 1 day ago
Return flight included
Chennai (MAA) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
The staff is very friendly.

Reviewed on 11 Jul 2025

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
per person
16 Sept - 21 Sept
found 1 day ago
Return flight included
Chennai (MAA) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
A wonderful hotel in an excellent location, right in the historic heart of Florence. The rooftop bar is stunning, and the staff were friendly and helpful.

Reviewed on 12 Jul 2025

Hotel Miceli - Civico 50

Hotel Miceli - Civico 50

3 out of 5
Historic Centre of Florence
per person
16 Sept - 21 Sept
found 1 day ago
Return flight included
Chennai (MAA) to Florence (FLR)
8.8/10 Excellent! (185 reviews)
There was no staff on-site when we arrived, but we had been in touch with the hotel via WhatsApp all day, and they were super helpful and friendly! Entering the building was very easy, but the 3-person elevator was just a little squished. The room was as expected - the only downside was that the shower was only cold water (after running it for a few minutes) and the sink in the bathroom was only hot water! The room was warm when we entered, but we turned the air conditioning up and it was perfect by the time we arrived back for bed. All-in-all, it was a good stay overnight!

Reviewed on 22 Jun 2025

Hotel L'Orologio Firenze

Hotel L'Orologio Firenze

4 out of 5
Historic Centre of Florence
per person
16 Sept - 21 Sept
found 1 day ago
Return flight included
Chennai (MAA) to Florence (FLR)
9.6/10 Exceptional! (1,000 reviews)
Great location, good breakfast, very lovely rom and nice Staff

Reviewed on 7 Jul 2025

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 ₹41,374 per night from 3 Aug to 4 Aug
₹41,374
₹46,113 total
3 Aug - 4 Aug
includes taxes & fees
9.4/10 Exceptional! (99 reviews)
"beautiful property. Emanates "tuscany" amid garden and vineyards. Great villa with excellent and well chosen art. Very comfortable and quiet. Nice amenities. Would stay here again. Much appreciated it for its character and charm and of course service."

Reviewed on 7 Jul 2025

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
Fully refundableReserve now, pay when you stay
The price is ₹50,145 per night from 21 Jul to 22 Jul
₹50,145
₹55,962 total
21 Jul - 22 Jul
includes taxes & fees
9.6/10 Exceptional! (212 reviews)
"Would definitely come back! The Italian garden at the property is beautiful."

Reviewed on 9 Jul 2025

Villa di Piazzano - Small Luxury Hotel of the World
Nuovo Etruria Resort
Nuovo Etruria Resort
Via di S. Martino snc, Montepulciano, SI
The price is ₹11,260 per night from 23 Jul to 24 Jul
₹11,260
₹12,788 total
23 Jul - 24 Jul
includes taxes & fees
9.2/10 Wonderful! (19 reviews)
"The room was very clean. The view from the room is stunning! It is very quiet and relaxing. The resort is facing Montepulciano! The staff is very nice and friendly. I highly recommend it."

Reviewed on 14 Jun 2025

Nuovo Etruria Resort
See all 5,289 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.

Popular places to visit

Villa Bramasole

You can learn about the history of Cortona with a stop at Villa Bramasole. You can enjoy the wineries while in the area.

Villa Bramasole

Santa Margherita Basilica

You can learn about the history of Cortona when you stop by Santa Margherita Basilica. Discover the area's museums and cathedral.

Santa Margherita Basilica

Frequently asked questions

How much does an Ossaia holiday package cost?
You can snap up a holiday package to this top destination from ₹115,990 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.

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