
San Cipriano Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- 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
- Rest easyPlan, book, and manage your trip all in one place
Your San Cipriano Vacation
Spend less time planning and more time having fun adventures with a San Cipriano vacation package. The neighborhood of Rivalto, which is good for nature and views, makes a wonderful base for your city escape. If your trip to San Cipriano includes some sightseeing, take in renowned attractions like Roman Theatre, Cathedral of Volterra and Medici Fortress. A few quick clicks is all it takes to build the ideal San Cipriano vacation on Expedia.
Top San Cipriano Vacation Deals
Price found within the past 48 hours. Click for updated prices.

La Villa di STR
Siena Historical Center
Price was CA $1,534, price is now CA $1,187 per person
CA $1,187
per person
Dec 6 - Dec 12
found 22 hours ago
Roundtrip flight included
Montreal (YUL) to Florence (FLR)
9.2/10 Wonderful! (455 reviews)
We had a great stay at La Villa. We spent 4 days bicycling and our rental company was able to coordinate drop off and pick up without us needing to be involved. They had a storage area for our bikes. Location was away from the crowds but close enough to walk to all of the sites. Breakfast was excellent.
Reviewed on Oct 13, 2026

Aurum Uffizi
Historic Centre of Florence
Price was CA $1,870, price is now CA $1,254 per person
CA $1,254
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
El hotel es lindo y limpio… un poco pequeño pero muy céntrico nos gustó mucho … volveremos 👏🌹
Reviewed on Oct 28, 2026

Hotel Duomo Firenze
Historic Centre of Florence
Price was CA $2,677, price is now CA $1,955 per person
CA $1,955
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
This was a magical location. It was our honeymoon and the staff were overjoyed with our selection of their hotel for the occasion. They went out of their way to make our stay memorable!
Reviewed on Oct 30, 2026

San Cipriano Hotel Deals

Castelfalfi
Località Castelfalfi Montaione FI
The price is CA $1,145 per night from Nov 3 to Nov 4
CA $1,145
CA $1,275 total
Nov 3 - Nov 4
includes taxes & fees
9.6/10 Exceptional! (190 reviews)
"Get ready to be impressed if you stay here. Every staff member from our arrival to our departure genuinely greeted us and welcomed us and many remembered our name. They always asked if we needed anything or offered help or suggestions in a genuine “we want to help way”. The concierge before our stay ..."
Reviewed on Oct 29, 2026

Poderi Arcangelo
Localita Capezzano San Gimignano SI
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Nov 26 to Nov 27
CA $150
CA $173 total
Nov 26 - Nov 27
includes taxes & fees

Hotel Borgo San Luigi
STRADA DELLA CERRETA,7 Monteriggioni SI
The price is CA $155 per night from Nov 8 to Nov 9
CA $155
CA $181 total
Nov 8 - Nov 9
includes taxes & fees
9.2/10 Wonderful! (455 reviews)
"Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. ..."
Reviewed on Oct 25, 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 San Cipriano

Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
CA $78
per adult
78% of travellers recommend

San Gimignano: Evening Flavors Dinner & Wine tasting
CA $89
per adult

Tootbus Tuscany Multi-Day Tours from Florence: Explore at Your Own Pace
CA $55
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.








