Cortona Vacations 2025 from CA $1,706

Cortona flight + hotel packages

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

Aurum Firenze

Santa Maria Novella

per person

May 4 - May 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

Stay at this 4-star hotel in Florence. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Historic Centre of Florence are located nearby.

Aurum Uffizi

Santa Croce

Save 100% on your flight

per person

May 4 - May 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

Stay at this 4-star hotel in Florence. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Uffizi Gallery and Historic Centre of Florence are located nearby.

Palazzo Firenze by Baglioni Hotels & Resorts

Santa Croce

Save 100% on your flight

per person

May 4 - May 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

Stay at this 5-star luxury hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Popular attractions Uffizi Gallery and Cathedral of Santa Maria del Fiore are located nearby.

Grand Hotel Cavour

Duomo

Save 100% on your flight

per person

May 4 - May 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

Stay at this 4-star family-friendly hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the breakfast and the bar in our reviews. Popular attractions Historic Centre of Florence and Piazza del Duomo are located nearby.

Eurostars Florence Boutique

Santa Croce

per person

May 4 - May 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

Stay at this 4-star boutique hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Uffizi Gallery and Piazza del Duomo are located nearby.

Top Cortona hotels deals

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6, Cortona, AR

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Stay at this 5-star luxury hotel in Cortona. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Hannibal's Journey and Villa Bramasole are located nearby.

Monastero di Cortona Hotel & Spa

Via del Salvatore, Cortona, AR

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Stay at this 5-star luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Signorelli Theatre and Museum of the Etruscan Academy are located nearby.

Pool

Hot tub

Relais Il Falconiere

Localita San Martino 370, Cortona, AR

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Stay at this 5-star luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cortona Cathedral and Museo Diocesano are located nearby.

Pool

Hot tub

Hotel Italia

Via Ghibellina 5/7, Cortona, AR

Free cancellation

Reserve now, pay when you stay

CA $212

CA $237 total

includes taxes & fees

17 Feb - 18 Feb

Stay at this 3-star hotel in Cortona. Enjoy free breakfast, free WiFi, and room service. Popular attractions Palazzo Comunale and Casali Palace are located nearby.

Hotel San Michele

Via Guelfa 15, Cortona, AR

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Stay at this 4-star business-friendly hotel in Cortona. Enjoy free WiFi, 24-hour room service, and valet parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Piazza della Repubblica and Palazzo Comunale are located nearby.

Borgo Il Melone

Case Sparse, 38, Localita Il Sodo, Cortona, AR

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Stay at this 4-star business-friendly hotel in Cortona. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Museo Diocesano and Cortona Cathedral are located nearby.

Pool

Breakfast included

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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

Cortona which includes heritage architecture

Piazza della Repubblica

5/5(1 review)

Find out about the history of Cortona with a stop at Piazza della Repubblica. Make time to visit the cathedral and monuments while you're in the area.

Villa Bramasole

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

Cortona Cathedral

Find out about the history of Cortona with a stop at Cortona Cathedral. Make time to visit the cathedral and monuments while you're in the area.

Cortona Vacations

You don't have to know everything about the place to have a fabulous time in Cortona, but you should have an idea about a few basic details before you take off.

Cortona is located 100 miles (161 kilometers) north of Rome, a noteworthy city.

It shouldn't be tricky to make new friends in this part of Arezzo. It has a population of around 2,000 locals.

Places to visit in Cortona

If you're in the mood for some spiritual enlightenment, drop by Santa Maria delle Grazie. You never know, you might even find the answers to a few of life's most pressing questions! Want some more options? Public squares tell many stories. Roam over well-trodden walkways and try to sniff out some clues to the region's past at Piazza della Repubblica. And that's not all. Try to picture the secrets and stories hidden in the walls of Palazzo Comunale as you behold its beautiful facade.

Where do you fly into for Cortona?

Get set for some unforgettable experiences! The middle of Cortona is only 30 miles (48 kilometers) northwest of Sant Egidio Airport (PEG).

Frequently asked questions

How much are vacation packages to Cortona?

You might be pleasantly surprised — you can vacation in Cortona for a paltry CA $1,706. Allow Travelocity to save you money and stress with our vacation packages. With flights, hotels and tours all ready to be snapped up, what’s stopping you?

How long should my Cortona vacation be?

Around 3 nights is the average time frame travelers spend in Cortona. But the perfect trip length all depends on how many treasured memories you want to make. Why not stay a couple of extra days and uncover some hidden gems?

Where can I get the best vacation package deals for Cortona?

There’s no need to look any further than Travelocity. With 400 air carriers and 1,000,000 worldwide properties, it’s a breeze to find a Cortona package deal that satisfies your wanderlust.

Why should I purchase my Cortona vacation package via Travelocity?

By booking your hotel, flights, activities and car rental altogether, you’ll save time and money. We offer a professional customer service support team available round-the-clock, and you’ll know that you’ll always be getting the best deal in town with our Price Match Guarantee. So, what are you waiting for? Book the getaway of your dreams today and get packing!

Can I save money on my Cortona car rental if I book it with my hotel or flight?

Sure can — bundle your hotel, car and flight into a Cortona vacation package and you can save tons. With so much to see in Cortona, that rental car will make it easy to explore. Once you’re behind the wheel, put the stereo on and head to St. Peter’s Basilica, a renowned attraction approximately 161 kilometers from Cortona.

Which airport is best for Cortona?

Many vacationers arrive at Peretola Airport (FLR). Once you’ve disembarked and picked up your bags, set off 88 kilometers southeast to reach central Cortona. Federico Fellini Intl. Airport (RMI) is the other option available, 97 kilometers from the city center.

What is there to do in Cortona?

Cortona is brimming with sights to discover, like Villa Bramasole and Piazza della Repubblica. These two fantastic attractions are at the top of most visitors’ travel itineraries.

Where should I stay when visiting Cortona?

The Hotel Italia is recommended by many visitors. Book as soon as possible to avoid missing out.