Pescaia Holidays

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    Save up to €900 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Flight + Hotel Deals in Pescaia

Price found within the past 48 hours. Click for updated prices.
Aurum Firenze
The Moon Boutique Hotel & Spa
Hotel degli Orafi
Palazzo Firenze by Baglioni Hotels & Resorts
Fattoria il Milione Agriturismo

Top hotels in Pescaia

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 €578 per night from 30 Aug to 31 Aug
€578
30 Aug - 31 Aug
includes taxes & fees
9.6/10 Exceptional! (155 reviews)
"Magical location, pools, staff, property."

Reviewed on 19 Jul 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 €677 per night from 18 Aug to 19 Aug
€677
18 Aug - 19 Aug
includes taxes & fees
9.8/10 Exceptional! (241 reviews)
"Very clean and very quiet"

Reviewed on 15 Jul 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 €297 per night from 30 Aug to 31 Aug
€297
30 Aug - 31 Aug
includes taxes & fees
10/10 Exceptional! (299 reviews)
"Beautiful oasis in a beautiful town"

Reviewed on 25 Jul 2026

Monastero di Cortona Hotel & Spa
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 from €520 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?

  1. Choose your dates: The things you want to do in Pescaia and your preferred season will help you decide when to go.
  2. 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.
  3. 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.
  4. 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.