San Prospero Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Holiday Package Deals in San Prospero
Price found within the past 48 hours. Click for updated prices.
Eurostars Florence Boutique
Historic Centre of Florence
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
8.6/10 Excellent! (464 reviews)
Nice hotel, very clean, a little far from main attractions, but in general I really like it
Reviewed on Jul. 14, 2025
Aurum Firenze
Historic Centre of Florence
Save 100% on your flight
per person
Sep 9 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
I’ve had a wonderful stay at Autumn Hotel! It was very clean! The staff was amazing the room was perfect with a balcony you didn’t hear the busy noise from the street at night I will definitely book with them again! Thank you!
Reviewed on Jul. 19, 2025
Hotel Balestri
Historic Centre of Florence
Save 100% on your flight
per person
Sep 23 - Sep 29
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (956 reviews)
Loved the location and cleanliness, only complaint was the pillows and beds weren't comfortable. (Mattress were hard and pillows too thin)
Reviewed on Jul. 16, 2025
Where to stay in San Prospero
Find the best San Prospero areas and neighborhoods for the activities you enjoy most. Learn more about San Prospero
Siena City Centre
8 out of top 10 points of interest in this area
Siena City Centre is noteworthy for its historic sites, and you can make a stop at top attractions like Siena State Archives and Piazza del Campo.
San Prospero Hotel Deals
Hotel Athena
P Mascagni 55, Siena, SI
Fully refundable
The price is CA $181 per night from Jul 30 to Jul 31
CA $181
CA $207 total
Jul 30 - Jul 31
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"Great service . Location is very nice too"
Reviewed on Jul. 20, 2025
NH Siena
Piazza La Lizza 1, Siena, SI
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Aug 20 to Aug 21
CA $164
CA $188 total
Aug 20 - Aug 21
includes taxes & fees
8/10 Very Good! (994 reviews)
Very nice hotel
"Very nice and clean hotel. Just outside the ztl, close to historic city centre area."
Reviewed on Jul. 10, 2025
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 $561 per night from Jul 22 to Jul 23
CA $561
CA $634 total
Jul 22 - Jul 23
includes taxes & fees
9.4/10 Exceptional! (235 reviews)
"This is truly my favorite place in the world—peaceful, beautiful, and filled with the kindest staff. I’m so glad we found it. I didn’t want to leave and joked with my family that I might just run away and stay forever. The location and scenery are absolutely stunning. We enjoyed fantastic meals during ..."
Reviewed on Jul. 16, 2025
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.
Discover the most popular places to visit in San Prospero
Fortezza Medicea
4.5/5(5 reviews)
Looming over the city, this fortress is a symbol of when Siena’s independence ended in the 16th century. Today, it’s a public space for exercise and entertainment.
Fontebranda
Once a center of social and economic life, this monumental 13th-century public fountain is a snapshot of the world of medieval Siena.
Santa Maria della Scala
Though Santa Maria della Scala might be what brings you to town, perhaps you'll have a chance to explore more of Siena while you are here.
Things to do
From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting
CA $121
per adult
88% of travellers recommend
From Siena: Chianti and Castles Tour with Wine Tastings
CA $136
per adult
Siena: Pasta and Tiramisu Small Group Cooking Class with Wine
CA $111
per adult
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.