Poggibonsi Vacations

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Poggibonsi Hotel Deals

Hotel Toscana Ambassador

Hotel Toscana Ambassador

Via Salceto, 11 Poggibonsi SI
Fully refundableReserve now, pay when you stay
AED 232
AED 281 total
26 Aug - 27 Aug
includes taxes & fees
8.2/10 Very Good! (357 reviews)
"Room was clean, staff was helpful and easy to park."

Reviewed on 27 June 2026

Hotel Toscana Ambassador
Hotel Ristorante Alcide

Hotel Ristorante Alcide

Viale Marconi, 67/A Poggibonsi SI
8/10 Very Good! (486 reviews)
"Nice staff! Great breakfast buffet!"

Reviewed on 23 July 2026

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Hotel Ristorante Alcide
Villa San Lucchese

Villa San Lucchese

Località San Lucchese, 5 Poggibonsi SI
Fully refundableReserve now, pay when you stay
AED 546
AED 626 total
9 Sep - 10 Sep
includes taxes & fees
9.4/10 Exceptional! (352 reviews)
"Our one-week stay at this villa from the moment we arrived until the day we left, every aspect of our experience was exceptional. The highlight of our stay was the restaurants both breakfast and dinner. Without question, Every meal was outstanding, with incredible flavors, beautifully prepared dishes, ..."

Reviewed on 20 July 2026

Villa San Lucchese
See all 739 properties in Poggibonsi
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.

Stay near popular Poggibonsi attractions

Archeodromo di Poggibonsi

7.4/10 (3 reviews)
Step back in time at this full-scale reconstruction of a 9th-century Carolingian village. Watch costumed interpreters demonstrate medieval crafts and daily life in an authentic historical setting.
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Magione Castle

8.0/10 (5 reviews)
This medieval complex once served as a hospital for pilgrims on the Via Francigena route. Explore its Romanesque church and discover the fascinating legacy of the Knights Templar through guided tours.
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Poggio Imperiale Fortress

7.6/10 (4 reviews)
This Renaissance military fortress, designed by Giuliano da Sangallo, offers panoramic views across Chianti and Val d'Elsa. Explore the archaeological park with its reconstructed Frankish village.
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Church of San Lorenzo

9.0/10 (9 reviews)
This modest Romanesque church houses a remarkable 15th-century fresco by Pier Francesco Fiorentino. Combine your visit with a walk along the ancient Via Francigena pilgrimage route.
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The Rock of Staggia

7.6/10 (5 reviews)
This medieval stronghold once guarded the strategic Via Francigena trade route between Florence and Siena. Explore its cylindrical towers and double walls on a guided tour through Tuscan history.
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Fountain of Fate

7.0/10 (8 reviews)
This 13th-century travertine fountain showcases medieval engineering with six double arches and pilasters. Explore its serene archaeological park setting, enhanced by Mimmo Paladino's contemporary art installations.
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San Lucchese Convent

8.6/10 (4 reviews)
This 13th-century Franciscan Gothic convent honors Saint Lucchese with remarkable medieval frescoes and serene architecture. Explore the tranquil cloister while enjoying views of the Tuscan countryside.
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Frequently asked questions

How much does a Poggibonsi vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation to Poggibonsi costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Poggibonsi?
You can typically find reduced prices and greater availability in December, January and February. Browse our cheap Poggibonsi vacation packages and you could land some great off-season deals.
How to find the best Poggibonsi package deals?
Use Expedia's handy filters to find some tempting Poggibonsi package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Poggibonsi package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Poggibonsi vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and accommodations separately. Better still, you can personalize your Poggibonsi getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Poggibonsi?
Enjoy fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Poggibonsi vacation.
How to plan a trip to Poggibonsi?
  1. Choose when to travel: Check your calendar and get packing. Your favorite time of year and the type of activities on offer will also help you decide when to visit Poggibonsi.
  2. Work out your budget: Ensure you have enough money to pay for everything from food and transportation to activities and flights. Your hotel will likely be the largest expense during your trip to Poggibonsi.
  3. Work out your trip length: Consider how much time you want to spend discovering Poggibonsi. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Poggibonsi vacation package that brings all your bookings together.

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