Ossaia Holidays from NZ$1,138

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The Latest Ossaia Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
per person
23 July - 27 July
found 4 hours ago
Return direct flight included
Manchester (MAN) to Florence (FLR)
7.6/10 Good! (1,000 reviews)
If one is not there for a fancy hotel room, but for sightseeing, this is a great, clean, bare bones room. It is close to the train station. We were on the 5th floor and had a great view! Breakfast was also on the 5th floor. Close proximity to all the museums and Duomo, 20 minute walk or less to everything. We walked everywhere!

Reviewed on 21 Jun. 2025

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
per person
23 July - 27 July
found 3 hours ago
Return direct flight included
Manchester (MAN) to Florence (FLR)
8.6/10 Excellent! (462 reviews)
Beautiful and good value

Reviewed on 30 Dec. 2024

Hotel degli Orafi

Hotel degli Orafi

4 out of 5
Historic Centre of Florence
per person
23 July - 27 July
found 4 hours ago
Return direct flight included
Manchester (MAN) to Florence (FLR)
9.6/10 Exceptional! (1,002 reviews)
Magnificent stay. It was the perfect location to see all the sights on both sides of the Arno. Breakfast was excellent and the rooftop terrace was a great spot to eat with a fantastic view. Staff was kind and room was clean and spacious. Highly recommend.

Reviewed on 21 Jun. 2025

Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
per person
24 July - 27 July
found 4 hours ago
Return direct flight included
Manchester (MAN) to Florence (FLR)
9.6/10 Exceptional! (1,006 reviews)
Lovely hotel, in the centre great location for site seeing . Staff are really friendly and helpful. Would recommend.

Reviewed on 21 Jun. 2025

Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
per person
23 July - 27 July
found 4 hours ago
Return direct flight included
Manchester (MAN) to Florence (FLR)
9/10 Wonderful! (999 reviews)
Molto carino Centralissimo, a piedi si arriva in ogni luogo di interesse e divertimento

Reviewed on 15 Jun. 2025

Ossaia Holiday

Our pick of the best Ossaia Hotel Deals

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 NZ$1,107 per night from 25 June to 26 June
NZ$1,107
25 June - 26 June
includes taxes & fees
9.2/10 Wonderful! (93 reviews)
"Incredible stay at this property. The location is amazing close to Multepulteno as well. We did a drive to sienna. we loved the pools. The staff were incredible. The room was clean and spacious. The AC was cold. The food was delicious. The breakfast was amazing the scenery and property itself were ..."

Reviewed on 11 Jun. 2025

Precise Tale Poggio Alla Sala
Nuovo Etruria Resort
Nuovo Etruria Resort
Via di S. Martino snc, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is NZ$183 per night from 10 July to 11 July
NZ$183
10 July - 11 July
includes taxes & fees
9/10 Wonderful! (12 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
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 NZ$1,060 per night from 10 July to 11 July
NZ$1,060
10 July - 11 July
includes taxes & fees
9.6/10 Exceptional! (209 reviews)
"The service was excellent."

Reviewed on 7 Jun. 2025

Villa di Piazzano - Small Luxury Hotel of the World
See all 5,234 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.

Frequently asked questions

How much does an Ossaia holiday package cost?
You can snap up a holiday package to this top destination from NZ$1,138 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.

Discover the most popular places to visit in Ossaia

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

Casali Palace

4/5(1 review)

You can study the exhibits at Casali Palace, a museum with a storied past, during your travels to Cortona. Make time to visit the cathedral and monuments while you're in the area.

Casali Palace

What to do in Ossaia

For your personal cooking class in Tuscany

Amazing four courses cooking class in Tuscany

NZ$502
per adult
Amazing four courses cooking class in Tuscany
Tuscany: Sanctuary of La Verna Day Tour Private Tour

Tuscany: Sanctuary of La Verna Day Tour Private Tour

NZ$886
per traveller
Tuscany: Sanctuary of La Verna Day Tour Private Tour
Cortona

Cortona Private Guided Tour

NZ$491
per traveller
Cortona Private Guided Tour
See all activities in Ossaia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.