Pescaia Vacations from $914

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Your Pescaia Vacation

Let our vacation packages to Pescaia inspire your next great escape. You'll find a lot to love about this amazing city, starting with the neighborhood of Marciano della Chiana, which is good for views and nature. Fill your spare time with tours of Valdichiana Outlet Village, Montemaggiore Wine & Countryhouses and Church of S. Francesco, some of the things you simply have to see during a trip to Pescaia. Whoever you're traveling with and whatever you want to spend, your dream Pescaia vacation is just a few clicks away with Expedia.

The Latest Pescaia vacation packages

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

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,314, price is now $914 per person
$914
per person
Aug 25 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.4/10 Good! (1,012 reviews)
Très bien situé, tout près du centre. Terrasse pour le déjeuner très agréable! Chambre bien aménagée et pratique.

Reviewed on Jun 5, 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,731, price is now $1,134 per person
$1,134
per person
Aug 4 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
The hotel was conveniently located, and the service was good. Overall, it was a pleasant stay. However, I hope the hotel improves its Wi-Fi coverage, as the connection can become unstable when multiple guests are accessing the network.

Reviewed on Jun 5, 2026

Donati Luxury Tower Suites

Donati Luxury Tower Suites

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $3,520, price is now $2,335 per person
$2,335
per person
Jul 18 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (66 reviews)
Agradable estancia. Excelente servicio. La habitación la mantenían siempre limpia. Todo queda cerca del área. Muy recomendable

Reviewed on May 23, 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was $1,866, price is now $1,349 per person
$1,349
per person
Jul 29 - Aug 4
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
8.8/10 Excellent! (1,000 reviews)
I highly recommend this hotel. It was an older building (as expected in Italy), but very well maintained, and the room was gorgeous. The bathroom was very modern, the space was clean, and the staff was very helpful.

Reviewed on Jun 6, 2026

Hotel degli Orafi

Hotel degli Orafi

4 out of 5
Historic Centre of Florence
Price was $2,234, price is now $1,621 per person
$1,621
per person
Jul 29 - Aug 4
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (1,001 reviews)
Wonderful stay and everyone was helpful.

Reviewed on Jun 7, 2026

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Pescaia 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
$637 nightly
The price is $710 total per night from Jun 26 to Jun 27
$710 total
Jun 26 - Jun 27
Total with taxes and fees
9.8/10 Exceptional! (236 reviews)
"The Villa is not only one of the most beautiful places on earth but also comfortable warm and inviting. The accommodations are gorgeous and the food is magnificent! The staff is a dream~ so kind and personable. I highly recommend as it will be a trip of a lifetime !!!!"

Reviewed on Jun 9, 2026

Villa di Piazzano - Small Luxury Hotel of the World
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
$509 nightly
The price is $567 total per night from Jun 22 to Jun 23
$567 total
Jun 22 - Jun 23
Total with taxes and fees
9.6/10 Exceptional! (143 reviews)
"It was a beautiful hotel with the most wonderful views. The staff was absolutely phenomenal. And I would highly recommend this to anyone looking to stay in Tuscany."

Reviewed on Jun 7, 2026

Precise Tale Poggio Alla Sala
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
$318 nightly
The price is $359 total per night from Jun 28 to Jun 29
$359 total
Jun 28 - Jun 29
Total with taxes and fees
10/10 Exceptional! (284 reviews)
"Incredible hotel! Beautiful location. Excellent food. Comfortable beds and bedrooms. Lovely little bar, excellent spa. You have to stay here and treat yourself!"

Reviewed on Jun 8, 2026

Monastero di Cortona Hotel & Spa
See all 5,017 properties in Pescaia
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.

Find the Best Pescaia Vacation Packages

Pescaia Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao

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Frequently asked questions

How much does a Pescaia vacation package cost?
You'll find cheap prices from $914 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 vacation to Pescaia costs.
What are the cheapest months to go to Pescaia?
You can usually find lower prices and better availability in January, October and December. Check out our cheap Pescaia vacation packages and you could get some excellent off-season deals.
How many days is enough for Pescaia?
Generally, a handful of days is enough to check out the major sights during your Pescaia vacation. However, if you'd like to have more time to unwind or take day tours, think about extending your trip.
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 vacation as a package?
Expedia vacation 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 personalized Pescaia vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Pescaia?
If you've got your Pescaia vacation 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.
Does Expedia offer Book Now, Pay Later Pescaia vacation packages?
If you're like us, you love discovering new places but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Pescaia trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.