Cortona Vacations from NT$41,105

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The Latest Cortona Vacation Packages

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

Hotel Palazzo Renieri

3 out of 5
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Taipei (TPE) to Florence (FLR)
8.6/10 Excellent! (73 reviews)
Very welcoming friendly staff, breakfast was so nice. Rooms clean, beware of the hill to get there-take the little bus😅

Reviewed on 2025/5/31

Villa Sabolini

Villa Sabolini

4 out of 5
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Taipei (TPE) to Florence (FLR)
9.2/10 Wonderful! (175 reviews)
Beautiful property. Comfortable and stunning views. Lovely breakfast buffet.

Reviewed on 2025/6/25

Hotel Certaldo

Hotel Certaldo

4 out of 5
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Taipei (TPE) to Florence (FLR)
9.2/10 Wonderful! (515 reviews)
Our stay at Hotel Certaldo could not have been better. The staff were exceptional and enhanced our stay. We loved the breakfast of a wide variety of options & our dinner was amazing. We loved walking to town, rode the funicular for the spectacular view & then returning to our hotel to cool off in the pool. If you want a perfect blend of relaxing in beauty and exploring a sweet town, Hotel Certaldo is your choice.

Reviewed on 2025/7/5

Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA

4 out of 5
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Taipei (TPE) to Florence (FLR)
9.4/10 Exceptional! (416 reviews)
Lovely pool and grand breakfast helped make our stay enjoyable.

Reviewed on 2025/6/28

Le Volpaie

Le Volpaie

3 out of 5
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Taipei (TPE) to Florence (FLR)
9/10 Wonderful! (233 reviews)
The hotel is in a small town and is very clean. The room is spacious and had all the things you need for a comfortable stay. The hotel offered a variety of food for breakfast. Max and Stefano, hotel managers, provided great customer service and made our vacation in Tuscany very special and memorable.

Reviewed on 2025/5/8

Find the Best Cortona Vacation Packages

Cortona Hotel Deals

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 NT$17,086 per night from Aug 16 to Aug 17
NT$17,086
NT$19,068 total
Aug 16 - Aug 17
includes taxes & fees
9.6/10 Exceptional! (214 reviews)
"Would definitely come back! The Italian garden at the property is beautiful."

Reviewed on 2025/7/9

Villa di Piazzano - Small Luxury Hotel of the World
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is NT$9,282 per night from Jul 27 to Jul 28
NT$9,282
NT$10,484 total
Jul 27 - Jul 28
includes taxes & fees
9.8/10 Exceptional! (218 reviews)
A hidden gem
"Excellent service, very nice hotel"

Reviewed on 2025/7/10

Monastero di Cortona Hotel & Spa
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

5 out of 5
Localita San Martino 370, Cortona, AR
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (108 reviews)
"Perfect stay! Couldn’t recommend more highly"

Reviewed on 2025/7/8

Get rates
Il Falconiere - Relais e Chateaux
See all 1,316 properties in Cortona
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 a Cortona vacation package cost?
You'll find cheap prices from NT$41,105 on Expedia for your Cortona break. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Cortona costs.
What are the cheapest months to go to Cortona?
If you'd like to snag a cheap Cortona vacation package, consider traveling in December, January and February. You're likely to find better prices on airfares and hotels during these months — perfect for travelers wishing to save money.
How many days is enough for Cortona?
With around 3 days, you'll have enough time to enjoy popular neighborhoods like Cortona Old Town and Sodo during your Cortona vacation. Be sure to also add Palazzo Comunale and Museum of the Etruscan Academy to your must-see list. Searching for more adventures? Consider exploring outside of Cortona on tours and day trips.
Is it worth booking a vacation package to Cortona?
Popular for its views, dining and walking trails, a Cortona vacation is a hit with all kinds of visitors. Be sure to check out top sights like Villa Bramasole and Piazza della Repubblica, and consider renting a set of wheels for day trips to discover even more.
How to find the best Cortona package deals?
Start your search for a Cortona package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Cortona package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Cortona escape underway.
Is it cheaper to book a Cortona vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays individually. Better still, you can customize your Cortona trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Cortona?
If you're considering an impromptu Cortona vacation, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Cortona?

  1. Choose when to go: Check your calendar and get packing. Your favorite season and the type of activities available will also help you decide when to escape to Cortona.
  2. Budget wisely: Besides the price of your stay, you'll need to factor in other expenses too. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Cortona.
  3. Work out your trip length: Think about how much time you'd like to spend discovering Cortona. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your accommodations and airfare: Once you've nailed down your dates and duration, book the right Cortona vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.