Portole Vacation Packages
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Your Portole Vacation
Lock in a Portole vacation package and get set to experience the best of this lively city. Think about staying in the neighborhood of Contrada Castello, which is great for dining, views and culture. Make your trip to Portole even more enjoyable by including some sightseeing. Villa Bramasole, Piazza della Repubblica and Cathedral of Cortona are among the popular attractions worth exploring. Stop dreaming and start doing. Browse the wide range of options on Expedia today and put your Portole vacation plans into motion!
Top Portole Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Aurum Firenze
Historic Centre of Florence
Price was CA $1,818, price is now CA $1,144 per person
CA $1,144
per person
Aug 21 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
7.4/10 Good! (1,012 reviews)
The location was the biggest reason I chose this hotel; it's very close to the train station, making it convenient for a day trip to Siena and Pisa. All the viewpoints are within walking distance, so after lunch I could walk back to rest before continuing my sightseeing. I will definitely choose this hotel again next time!
Reviewed on Jun 11, 2026
Aurum Uffizi
Historic Centre of Florence
Price was CA $1,883, price is now CA $1,164 per person
CA $1,164
per person
Aug 21 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
The hotel was conveniently located, and the service was good. Overall, it was a pleasant stay. However, I hope the hotel improves its Wi-Fi coverage, as the connection can become unstable when multiple guests are accessing the network.
Reviewed on Jun 5, 2026
Donati Luxury Tower Suites
Historic Centre of Florence
Price was CA $4,805, price is now CA $3,252 per person
CA $3,252
per person
Jul 20 - Jul 24
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9.8/10 Exceptional! (66 reviews)
Agradable estancia. Excelente servicio. La habitación la mantenían siempre limpia. Todo queda cerca del área. Muy recomendable
Reviewed on May 23, 2026
The Moon Boutique Hotel & Spa
Historic Centre of Florence
Price was CA $2,617, price is now CA $1,828 per person
CA $1,828
per person
Aug 31 - Sep 5
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (557 reviews)
Absolutely fantastic hotel, we couldn’t believe how good it was. Exactly like the photos. The hotel was built only in 2018 and the facilities are constantly kept in perfect condition and spotlessly clean.
In a quiet part of town easily walkable into the main attractions and close to a bus and a tram stop, a perfect sanctuary to rest at night time. All of the staff are so kind and polite, especially Francois who looked after us very well at breakfast time.
The hotel would be worth the price tag just for the comfortable rooms and location, but it has the added bonus of a free breakfast (with tons of choices and free mimosas), free luxury spa facilities and free home made lemonade and biscuits available at all times.
We can’t recommend this hotel enough as a boutique stay perfect for adults wanting a luxury escape.
Reviewed on Jun 8, 2026
The James Suite Hotel Firenze 1564 - Small Luxury Hotels of the World
Historic Centre of Florence
Price was CA $4,506, price is now CA $3,192 per person
CA $3,192
per person
Jul 20 - Jul 24
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
10/10 Exceptional! (18 reviews)
Lovely stay. Highly recommend it!
Reviewed on Jun 11, 2026
Portole Hotel Deals
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
The price is CA $905 per night from Jul 10 to Jul 11
CA $905
CA $1,008 total
Jul 10 - Jul 11
includes taxes & fees
9.8/10 Exceptional! (237 reviews)
"The Villa is not only one of the most beautiful places on earth but also comfortable warm and inviting. The accommodations are gorgeous and the food is magnificent! The staff is a dream~ so kind and personable. I highly recommend as it will be a trip of a lifetime !!!!"
Reviewed on Jun 9, 2026
Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is CA $948 per night from Jun 24 to Jun 25
CA $948
CA $1,053 total
Jun 24 - Jun 25
includes taxes & fees
9.6/10 Exceptional! (143 reviews)
"It was a beautiful hotel with the most wonderful views. The staff was absolutely phenomenal. And I would highly recommend this to anyone looking to stay in Tuscany."
Reviewed on Jun 7, 2026
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
The price is CA $547 per night from Jun 28 to Jun 29
CA $547
CA $615 total
Jun 28 - Jun 29
includes taxes & fees
10/10 Exceptional! (285 reviews)
"The staff are fantastic! Everyone is at your service with whatever your needs are. A historical gem with such rich history. We were in awe."
Reviewed on Jun 11, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
