
Pescaia Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Pescaia Holiday
Our pick of the best Pescaia Hotel Deals

Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
NZ$956
21 Aug - 22 Aug
includes taxes & fees
9.6/10 Exceptional! (161 reviews)
"Horrible service at best. Not a 5 star hotel. Save your money."
Reviewed on 17 Aug 2026

Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
NZ$1,328
21 Aug - 22 Aug
includes taxes & fees
9.8/10 Exceptional! (245 reviews)
"Staff was helpful , and the room was clean. The Antica Casina di Caccia dining with wine pairing was absolutely amazing. Also took some great pictures in the garden. The breakfast was nice too."
Reviewed on 17 Aug 2026

Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
NZ$579
30 Aug - 31 Aug
includes taxes & fees
10/10 Exceptional! (310 reviews)
"We stayed at Monestero di Cortona for six nights, and it felt like the perfect amount of time. The hotel is beautiful, and the service and hospitality teams were incredibly friendly, attentive, and always willing to help or go the extra mile. We also enjoyed the spa services, which were fantastic! ..."
Reviewed on 17 Aug 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.
Frequently asked questions
How much does a Pescaia holiday package cost?
You'll find cheap prices on Expedia for your Pescaia break. However, a range of factors like the length of stay, hotel choice and season will determine how much your holiday to Pescaia costs.
What are the cheapest months to go to Pescaia?
If you're hoping to snag a cheap Pescaia holiday package, consider planning a trip in January, February and March. You'll usually find lower prices on flights and accommodation during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Pescaia?
The ideal length of your Pescaia holiday depends on what you'd like to do and see. Usually, a few days to a week will give you time to tick off all the major attractions and discover some hidden gems along the way.
How to find the best Pescaia package deals?
Start your search for a Pescaia package deal by entering your destination and travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Pescaia package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Pescaia escape underway.
Is it cheaper to book a Pescaia holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalised Pescaia holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Pescaia?
If you've got your Pescaia holiday dates finalized, book early to score some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Pescaia?
- Choose your dates: The things you want to do in Pescaia and your preferred season will help you decide when to go.
- Work out your budget: Make sure you have enough money to pay for everything from transportation and dining out to flights and activities. Your hotel will probably be the biggest expense during your trip to Pescaia.
- Determine how many days away: Start by listing all the sights and activities you want to get to in Pescaia. Then, estimate how long you'll need for each, along with any travel time.
- Bundle your accommodation and airfare: After you've settled on your trip dates and duration, book the right Pescaia holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
