Pieve Santo Stefano Vacations from $562

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Your Pieve Santo Stefano Vacation

When you organize a vacation package to Pieve Santo Stefano, you can relax and enjoy your escape knowing your travel plans have been worked out ahead of time. Uncover the many charms of this vibrant city while staying in a neighborhood like Caprile, which is great for views. A trip to Pieve Santo Stefano is an ideal opportunity to do some sightseeing. Be sure to look around well-known attractions like Sanctuary of La Verna, Little Museum of the Diary and Michelangelo Museum. Expedia will help you escape your routine. Tailor your vacation to Pieve Santo Stefano to match your travel style, whatever that may be!

The Latest Pieve Santo Stefano vacation packages

Price found within the past 48 hours. Click for updated prices.
Castello di Bossi

Castello di Bossi

2 out of 5
Price was $685, price is now $562 per person
$562
per person
Dec 9 - Dec 13
found 7 hours ago
Roundtrip flight included
Tel Aviv (TLV) to Florence (FLR)
7.8/10 Good! (8 reviews)

The Hoxton, Florence

The Hoxton, Florence

4 out of 5
Historic Centre of Florence
Price was $1,067, price is now $853 per person
$853
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.4/10 Exceptional! (370 reviews)
Very nice staff, clean rooms and great room service and nice furniture ! Close to the main touristy places in the city, maximum of 30 minutes walk radius from everything that I wanted to visit!

Reviewed on Nov 2, 2026

Relais Le Macine di Stigliano

Relais Le Macine di Stigliano

4 out of 5
Price was $880, price is now $742 per person
$742
per person
Dec 9 - Dec 13
found 7 hours ago
Roundtrip flight included
Tel Aviv (TLV) to Florence (FLR)
10/10 Exceptional! (25 reviews)
Great find 15 mins outside Sienna. Unique property with a great chef on staff for dinner. Breakfast was amazing buffet. Helpful staff and all around great experience

Reviewed on Oct 24, 2026

Hotel Renaissance

Hotel Renaissance

3 out of 5
Historic Centre of Florence
Price was $6,292, price is now $4,649 per person
$4,649
per person
Dec 27 - Jan 1
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.4/10 Exceptional! (538 reviews)
The hotel was great with helping us arrange the hotel offered walking tour to introduce us to Florence. Sabina the owner/host was our tour guide, and she was excellent during our private tour of Florence, she was very knowledgeable about the city, and it was a perfect introduction and start to our trip. The hotel itself was great, located in an old monastery just minutes away from the Uffizi gallery. The Turkish steam shower was a great option in our chosen room. Everything about our stay was perfect and Both Sabina, her son, and the rest of the staff were extremely helpful and accommodating. Thanks again for a great stay and we hope to see you again soon someday.

Reviewed on Oct 21, 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was $1,746, price is now $1,293 per person
$1,293
per person
Jan 8 - Jan 13
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9/10 Wonderful! (1,000 reviews)

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Stay near popular Pieve Santo Stefano attractions

Little Museum of the Diary

8.8/10 (3 reviews)
You can spend time studying the exhibits at Little Museum of the Diary during your travels in Pieve Santo Stefano. Wander the forest or discover the area's mountain views.
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Pieve Santo Stefano Hotel Deals

Stunning, historic 18c Farmhouse - with Private Pool (sleeps 12-13)

Stunning, historic 18c Farmhouse - with Private Pool (sleeps 12-13)

Pieve Santo Stefano Arezzo
9.8/10 Exceptional! (90 reviews)
"The Villa is located in between the hills nearby the lake.Very good asset - couple of houses. Very comfortable for 10-12 people.For a group that looks for serenity - this is the place"

Reviewed on Sep 22, 2026

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Stunning, historic 18c Farmhouse - with Private Pool (sleeps 12-13)
Euro Hotel

Euro Hotel

3 out of 5
Superstrada E45, km 150 Pieve Santo Stefano AR
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $93 total per night from Dec 4 to Dec 5
$93 total
Dec 4 - Dec 5
Total with taxes and fees
Euro Hotel
Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux

Località Borro, 1 Loro Ciuffenna AR
Fully refundableReserve now, pay when you stay
$435 nightly
The price is $479 total per night from Nov 24 to Nov 25
$479 total
Nov 24 - Nov 25
Total with taxes and fees
Il Borro - Relais & Châteaux
See all 2,314 properties in Pieve Santo Stefano
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 Pieve Santo Stefano Vacation Packages

Pieve Santo Stefano Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
2,200
Max Temp Winter
45ºF
Max Temp Summer
80ºF
Top Sights
House of Piero della Francesca, Sansepolcro Cathedral and Aboca Museum

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Frequently asked questions

How much does a Pieve Santo Stefano vacation package cost?
You can grab a vacation package to this top destination from $562 on Expedia. But how much your vacation to Pieve Santo Stefano costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Pieve Santo Stefano?
You can generally find reduced prices and greater availability in January, October and December. Browse our cheap Pieve Santo Stefano vacation packages and you could land some great off-season discounts.
How many days is enough for Pieve Santo Stefano?
Typically, a handful of days is enough to go to the top sights during your Pieve Santo Stefano vacation. However, if you'd like to have more time to kick back or take day tours, think about extending your trip.
How to find the best Pieve Santo Stefano package deals?
Use Expedia's filters to help you find some terrific Pieve Santo Stefano package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Pieve Santo Stefano package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Pieve Santo Stefano vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging hotels and flights separately. Better still, you can personalize your Pieve Santo Stefano escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Pieve Santo Stefano?
Enjoy fantastic discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Pieve Santo Stefano trip.
Does Expedia offer Book Now, Pay Later Pieve Santo Stefano vacation packages?
Your Pieve Santo Stefano trip should be an escape from your busy life, not a source of money-related stress. So to give you a little more flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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