Ossaia Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$616 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Ossaia Holiday
Our pick of the best Ossaia Hotel Deals
Hotel Continentale
Piazza Guido Monaco, 7, Arezzo, AR
Fully refundableReserve now, pay when you stay
The price is NZ$261 per night from 13 Nov to 14 Nov
NZ$261
13 Nov - 14 Nov
includes taxes & fees
8.4/10 Very Good! (449 reviews)
We had a last-minute stay there due to the train strike, and it was a great evening after all… The hotel was right there in the main Square plus near the train station. The staff was lovely and they have the most beautiful rooftop patio and bar. you have to check out.
Reviewed on 17 Oct 2025
Best Western Hotel Quattrotorri Perugia
Via Corcianese 260, Perugia, PG
Fully refundableReserve now, pay when you stay
The price is NZ$197 per night from 30 Nov to 1 Dec
NZ$197
30 Nov - 1 Dec
includes taxes & fees
8.6/10 Excellent! (340 reviews)
A lovely comfortable hotel
We chose this hotel because it was on the outskirts of Perugia and it had a carpark. It is a lovely comfortable modern hotel. The room was spotless when I moved in, but the bins weren't always emptied completely. The breakfast buffet was plentiful and varied. We tried the restaurant for dinner: it ...
Reviewed on 6 Sept 2025
Monastero di Cortona Hotel & Spa
Via del Salvatore, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is NZ$558 per night from 20 Nov to 21 Nov
NZ$558
20 Nov - 21 Nov
includes taxes & fees
9.8/10 Exceptional! (250 reviews)
What a unique place. Near the top of the hill. Staff service and amenities were all great. Not an easy place to drive to. The taxis drive-in backwards the last eighth of a mile.
Reviewed on 4 Nov 2025
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.
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.
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.
What to do in Ossaia
Tasting Tour in One of The Most Beautiful Cellars in the World
NZ$66
per adult
100% of travellers recommend
Montepulciano Wine Tasting in the Tuscan Countryside
NZ$50
per adult
Oil museum and oil mill in Tuscany: tour and tasting
NZ$40
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
