Bossi Vacation Packages
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Your Bossi Vacation
Say farewell to planning worries and hello to a Bossi vacation package. With your travel details organized before you take off, you can focus on discovering this city, starting with Badia Coltibuono, which is good for families, nature and walking. You'll want to do some exploring during your trip to Bossi. Don't miss big-name attractions such as Siena Circuit, Chianti Sculpture Park and Piazza Marconi. Whoever you're going away with and whatever your budget, your ultimate Bossi vacation is only clicks away with Expedia.
Top Bossi Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Relais Uffizi, Tailor made Hotel
Historic Centre of Florence
Price was CA $4,293, price is now CA $3,017 per person
CA $3,017
per person
May 7 - May 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.4/10 Exceptional! (128 reviews)
The room was stunning, it was large, the bed was comfy and the design was unique. Staff were very friendly and helpful.
Reviewed on Feb 26, 2026
Precise Tale Poggio Alla Sala
Price was CA $6,252, price is now CA $3,827 per person
CA $3,827
per person
May 25 - May 30
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Florence (FLR)
9.4/10 Exceptional! (123 reviews)
Most gorgeous setting, lovely staff and delicious food. We will definitely be back!
Reviewed on Apr 5, 2026
Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
Price was CA $4,642, price is now CA $3,242 per person
CA $3,242
per person
May 7 - May 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
8.8/10 Excellent! (971 reviews)
Friendly staff, great location, sky bar has amazing views.
Reviewed on Apr 5, 2026
Bernini Palace
Historic Centre of Florence
Price was CA $6,525, price is now CA $4,606 per person
CA $4,606
per person
May 7 - May 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.8/10 Exceptional! (1,010 reviews)
Exelente ubicación cerca de todo. Propiedad en muy buen estado y habitaciones muy cómodas
Reviewed on Apr 4, 2026
Hotel Santa Maria Novella
Historic Centre of Florence
Price was CA $4,909, price is now CA $3,619 per person
CA $3,619
per person
May 7 - May 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (1,006 reviews)
The breakfast room is so pretty, and the breakfast is truly excellent. The staff were friendly and professional and welcomed our little dogs. It was quiet even though it is right in the center of everything. The bed was very comfortable and all the linens were of excellent quality, i would definitely stay here again,
Reviewed on Mar 29, 2026
Bossi Hotel Deals
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is CA $276 per night from Apr 13 to Apr 14
CA $276
CA $312 total
Apr 13 - Apr 14
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
Walkable to town center. Comfy beds and spotless rooms. Front desk is delightful and helpful. Excellent breakfasts that you will miss later :)
Reviewed on Apr 5, 2026
Hotel Ristorante Alcide
Viale Marconi, 67/A Poggibonsi SI
Fully refundable
The price is CA $94 per night from Apr 12 to Apr 13
CA $94
CA $113 total
Apr 12 - Apr 13
includes taxes & fees
8/10 Very Good! (481 reviews)
I highly recommended
Reviewed on Oct 14, 2025
Hotel Chiusarelli
Viale Curtatone 15 Siena SI
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Apr 27 to Apr 28
CA $194
CA $221 total
Apr 27 - Apr 28
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
This hotel dates back to 1870, and while the history is evident, it is definitely showing its age. Our room was small, though adequate for our needs. However, the cleanliness was a bit disappointing-the lobby sofa was stained, and the guest room doors were noticeably dirty. There is also a very strong, ...
Reviewed on Apr 5, 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 Bossi
Siena, San Gimignano, Monteriggioni & Chianti from Florence
CA $72
per adult
86% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
CA $124
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
CA $39
per adult
88% of travellers recommend
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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.
