Poggiolo Vacations from $1,429
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Your Poggiolo Vacation
Let our vacation packages to Poggiolo inspire your next escape. There's loads to like about this amazing city, starting with the neighborhood of Ristonchia, which is good for views and nature. Any trip to Poggiolo needs a well-planned itinerary. Fill yours with attractions like Tennis Club Castiglionese, Cassero Tower and Archaeological Museum. A few clicks is all it takes to create the perfect Poggiolo vacation on Expedia.
The Latest Poggiolo vacation packages
Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi
Historic Centre of Florence
Save 100% on your flight
Price was $2,428, price is now $1,429 per person
$1,429
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,000 reviews)
The room was clean and newly renovated. Having breakfast included was great for a quick bite so I could focus on exploring instead of searching and waiting in line. Would definitely recommend a stay here
Reviewed on Apr 9, 2026
Precise Tale Poggio Alla Sala
Save 100% on your flight
Price was $5,741, price is now $3,626 per person
$3,626
per person
May 27 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.4/10 Exceptional! (124 reviews)
Absolutely an amazing stay. Very charming and well kept. Essentially a resort with a palatial feel. Loved walking the grounds and relaxing. Excellent restaurant, breakfast was included. The setting is quiet and beautiful. Will book again.
Reviewed on Apr 13, 2026
Portrait Firenze - Lungarno Collection
Historic Centre of Florence
Save 100% on your flight
Price was $5,471, price is now $3,796 per person
$3,796
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.8/10 Exceptional! (307 reviews)
The rooms are beautiful and immaculately kept. The staff is so personable and thoughtful. The location is unmatched highly recommend this hotel!
Reviewed on Apr 3, 2026
Borgo Scopeto Wine & Country Relais
Save 100% on your flight
Price was $4,460, price is now $3,113 per person
$3,113
per person
May 21 - May 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.2/10 Wonderful! (192 reviews)
This hotel is absolutely gorgeous. The staff, food and grounds are fantastic. Can’t recommend more! Big thanks to Luka and Giuseppe for making our stay so special. Great wine tasting and delicious wine recommendations. Won’t disappoint
Reviewed on Sep 2, 2025
Eurostars Florence Boutique
Historic Centre of Florence
Price was $2,046, price is now $1,452 per person
$1,452
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
8.6/10 Excellent! (483 reviews)
The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.
Reviewed on Dec 13, 2025
Discover the most popular places to visit in Poggiolo
Cassero Tower
Find out about the history of Castiglion Fiorentino when you spend time at Cassero Tower. You can enjoy the wineries while in the area.
Tennis Club Castiglionese
Catch an event at Tennis Club Castiglionese during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.
Agricola Buccelletti Winery
You can enjoy a tasting or tour at Agricola Buccelletti Winery during your travels to La Strada-Santa Cristina. Discover the area's countryside and wineries.
What to do in Poggiolo
Montepulciano Wine Tasting in the Tuscan Countryside
$29
per adult
Poggiolo Hotel Deals
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
$638 nightly
The price is $712 total per night from Apr 20 to Apr 21
$712 total
Apr 20 - Apr 21
Total with taxes and fees
9.8/10 Exceptional! (229 reviews)
We really enjoyed the hotel, very clean, good atmosphere!!!
Reviewed on Apr 10, 2026
Relais Villa Grazianella - UNA Esperienze
Via Grazianella 5 Montepulciano SI
$255 nightly
The price is $285 total per night from Apr 19 to Apr 20
$285 total
Apr 19 - Apr 20
Total with taxes and fees
9.8/10 Exceptional! (284 reviews)
Absolutely breathtaking property. The staff was extremely welcoming and helpful. Truly such a beautiful experience. Highly recommend to anyone
Reviewed on Mar 21, 2026
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
$280 nightly
The price is $317 total per night from Apr 26 to Apr 27
$317 total
Apr 26 - Apr 27
Total with taxes and fees
10/10 Exceptional! (262 reviews)
I did not drive to or from the hotel.
Reviewed on Apr 8, 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.
Find the Best Poggiolo Vacation Packages
Poggiolo Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Max Temp Winter | 45ºF |
Max Temp Summer | 80ºF |
Top Sights | Agricola Buccelletti Winery, Archaeological Museum and Municipal Art Gallery |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.