Penna Vacation Packages
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Penna Vacation
From its highlights to its hidden treasures, this city is best experienced with a Penna vacation package. Find a place to stay in Badia Coltibuono, which is good for families, nature and walking. Valle dellInferno e Bandella and Riserva Naturale Regionale Valle dellInferno e Bandella are a couple of the major attractions to check out during a trip to Penna. Stop dreaming and start adventuring. Check out the range of options on Expedia today and finally put your Penna vacation plans into action!
Top Penna Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Palazzo San niccolò & Spa
Price was CA $1,989, price is now CA $1,386 per person
CA $1,386
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.2/10 Wonderful! (189 reviews)
Great place to stay, we only stayed 3 nights, 5 would have been better..LOVED Fabio from the restaurant, very good cook!
Reviewed on Jul 21, 2026
Alfieri9
Historic Centre of Florence
Price was CA $3,014, price is now CA $1,947 per person
CA $1,947
per person
Sep 21 - Sep 27
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (170 reviews)
More quiet residential area of Firenze
in walking distance of center but away from the crowds. No elevator and two flight of stairs.
Reviewed on Jul 5, 2026
Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
Price was CA $3,094, price is now CA $2,178 per person
CA $2,178
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9/10 Wonderful! (1,012 reviews)
Never stayed in a palace!
What an experience!
Everything was 100% or more!
Reviewed on Jul 21, 2026
Penna Hotel Deals
Borgo Scopeto Wine & Country Relais
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
The price is CA $629 per night from Aug 3 to Aug 4
CA $629
CA $708 total
Aug 3 - Aug 4
includes taxes & fees
9.4/10 Exceptional! (215 reviews)
"Borgo refers to something like little village and that’s what this property is. A cluster of beautiful stone buildings and gravel drives surrounded by acres of olive and lavender. Beautifully appointed common and areas in rooms. Excellent restaurant with elevated cuisine. Beautiful pool. Distance ..."
Reviewed on Jul 15, 2026
La Certosa di Pontignano
loc. Pontignano, 5 Castelnuovo Berardenga SI
The price is CA $157 per night from Jul 30 to Jul 31
CA $157
CA $186 total
Jul 30 - Jul 31
includes taxes & fees
9.4/10 Exceptional! (548 reviews)
"Everything was perfect!"
Reviewed on Jul 19, 2026
Castello di Spaltenna- Small Luxury Hotels of the World
Via Spaltenna 13 Gaiole in Chianti SI
Fully refundableReserve now, pay when you stay
The price is CA $551 per night from Aug 16 to Aug 17
CA $551
CA $622 total
Aug 16 - Aug 17
includes taxes & fees
9.6/10 Exceptional! (277 reviews)
"Very nice calm and relaxing stay"
Reviewed on Jul 11, 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.
What to do in Penna
Arezzo: Val di Chiana Wine Tasting Experience
CA $65
per adult
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
