Cortona Vacations 2026 from CA $1,072

Cortona flight + hotel packages

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

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

CA $1,072

per person

Jan 16 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Florence (FLR)

Stay at this hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Ponte Vecchio and Piazza del Duomo are located nearby.

The Hoxton, Florence

Historic Centre of Florence

CA $1,265

per person

Feb 6 - Feb 11

found 3 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

Stay at this hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.

Bernini Palace

Historic Centre of Florence

CA $1,350

per person

Jan 16 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Florence (FLR)

Book a stay at this luxury hotel in Florence. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ponte Vecchio and Piazza del Duomo are located nearby.

Il Rivalta - Place of Charme

Historic Centre of Florence

CA $1,190

per person

Jan 16 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Florence (FLR)

Stay at this apartment in Florence. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ponte Vecchio and Piazza del Duomo are located nearby.

Villa Olmi Firenze

CA $1,087

per person

Feb 6 - Feb 11

found 3 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

Book a stay at this business-friendly hotel in Bagno a Ripoli. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.

Top Cortona hotels deals

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6 Cortona AR

Get rates

Book a stay at this luxury hotel in Cortona. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Battle of Lake Trasimene Monument and Parterre Garden are located nearby.

Pool

Parking included

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR

CA $343

CA $384 total

Nov 29 - Nov 30

includes taxes & fees

Book a stay at this 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

Il Falconiere - Relais e Chateaux

Localita San Martino 370 Cortona AR

CA $633

CA $702 total

Nov 15 - Nov 16

includes taxes & fees

Book a stay at this luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Museo Diocesano and Santa Maria Nuova are located nearby.

Pool

Hot tub

Hotel San Luca

Piazza Garibaldi 1 Cortona AR

Get rates

Stay at this hotel in Cortona. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Giuseppe Garibaldi Memorial and Piazza della Repubblica are located nearby.

Pet-friendly

Free WiFi

Relais Villa Baldelli

San Pietro A Cegliolo 420 Cortona AR

Get rates

Book a stay at this business-friendly hotel in Cortona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Museo Diocesano and Signorelli Theatre are located nearby.

Pool

Breakfast included

Hotel San Michele

Via Guelfa 15 Cortona AR

Get rates

Book a stay at this business-friendly hotel in Cortona. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff in our reviews. Popular attractions Piazza della Repubblica and Casali Palace are located nearby.

Pet-friendly

Free WiFi

Don't see what you're looking for?

See all available properties in Cortona

View all properties

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.

Stay near popular Cortona attractions

Villa Bramasole

9.2/10 (20 reviews)

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

See properties

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 $1,072. 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.