Pietraia Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Pietraia Vacation

Book a customized Pietraia vacation package that has only the things you need and nothing you don't. Great for dining, views and culture, consider basing yourself in the neighborhood of Contrada Castello. Villa Bramasole, Piazza della Repubblica and Cathedral of Cortona are just some of the many sights you'll want to see during your trip to Pietraia. A few quick clicks is all it takes to craft a tailor-made Pietraia vacation on Expedia.

Top Pietraia Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa

4 out of 5
Price was CA $1,989, price is now CA $1,386 per person
CA $1,386
per person
Sep 25 - Sep 30
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.2/10 Wonderful! (189 reviews)

Alfieri9

Alfieri9

3 out of 5
Historic Centre of Florence
Price was CA $3,014, price is now CA $1,947 per person
CA $1,947
per person
Sep 21 - Sep 27
just found
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (170 reviews)
More quiet residential area of Firenze in walking distance of center but away from the crowds. No elevator and two flight of stairs.

Reviewed on Jul 5, 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was CA $3,093, price is now CA $2,107 per person
CA $2,107
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9/10 Wonderful! (1,012 reviews)
Never stayed in a palace! What an experience! Everything was 100% or more!

Reviewed on Jul 21, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Price was CA $5,427, price is now CA $3,864 per person
CA $3,864
per person
Aug 30 - Sep 4
found 12 hours ago
Roundtrip flight included
Montreal (YUL) to Florence (FLR)
9.6/10 Exceptional! (147 reviews)
Magical location, pools, staff, property.

Reviewed on Jul 19, 2026

Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
Price was CA $2,950, price is now CA $2,104 per person
CA $2,104
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Florence (FLR)
9.8/10 Exceptional! (1,016 reviews)
The breakfast was excellent, the staff was helpful with getting us tickets to the Accademia museum and a great location to walk to all the sights.

Reviewed on Jul 21, 2026

Ready to book your vacation to Pietraia?

 

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Pietraia Hotel Deals

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is CA $783 per night from Aug 4 to Aug 5
CA $783
CA $871 total
Aug 4 - Aug 5
includes taxes & fees
9.6/10 Exceptional! (154 reviews)
"Magical location, pools, staff, property."

Reviewed on Jul 19, 2026

Precise Tale Poggio Alla Sala
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
The price is CA $968 per night from Aug 6 to Aug 7
CA $968
CA $1,077 total
Aug 6 - Aug 7
includes taxes & fees
9.8/10 Exceptional! (241 reviews)
"Very clean and very quiet"

Reviewed on Jul 15, 2026

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 CA $456 per night from Aug 3 to Aug 4
CA $456
CA $514 total
Aug 3 - Aug 4
includes taxes & fees
10/10 Exceptional! (296 reviews)
"The food was amazing in the hotel. Staff was amazing. We felt at home from the moment we walked in. The amenities were wonderful."

Reviewed on Jul 14, 2026

Monastero di Cortona Hotel & Spa
See all 5,155 properties in Pietraia
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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What to do in Pietraia

3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

CA $153
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Oil museum and oil mill in Tuscany: tour and tasting

Oil museum and oil mill in Tuscany: tour and tasting

CA $32
per adult
Oil museum and oil mill in Tuscany: tour and tasting
Val d’Orcia from Rome: Montepulciano & Pienza with Wine & Cheese Tasting

Val d’Orcia from Rome: Montepulciano & Pienza with Wine & Cheese Tasting

CA $187
per adult
Val d’Orcia from Rome: Montepulciano & Pienza with Wine & Cheese Tasting
See all activities in Pietraia

Frequently asked questions

How much does a Pietraia vacation package cost?
You can grab a vacation package to this top destination from CA $1,386 on Expedia. However, how much your vacation to Pietraia costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Pietraia?
If you're hoping to book a cheap Pietraia vacation package, consider travelling in January, February and March. You'll typically find lower rates on airfares and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Pietraia?
To fully enjoy a Pietraia vacation, we suggest booking for 2 days. Split your time between discovering Belvedere, Signorelli Theatre and other well-known attractions, in addition to experiencing neighbourhoods like Cortona Old Town and Sodo. If you've got some time to spare, add a day trip to your Pietraia vacation itinerary.
How to find the best Pietraia package deals?
Landing a cheap Pietraia package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Pietraia package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Pietraia vacation as a package?
You can enjoy significant savings on your next Pietraia break by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Pietraia?
If you're planning a spontaneous Pietraia trip, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Pietraia?

  1. Choose when to travel: Check your diary and pack your bags. Your favourite time of year and the type of activities available will also help you decide when to visit Pietraia.
  2. Figure out your budget: Ensure you have enough money to pay for everything from dining out and transportation to airfares and activities. Your accommodations will likely be the biggest expense during your trip to Pietraia.
  3. Set the duration of your trip: Start by making a list of all the attractions you want to experience in Pietraia. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored Pietraia vacation package.

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