Santo Stefano Vacations from $1,178
Book a Hotel + Flight or Car together to unlock savings
The Latest Santo Stefano Vacation Packages
- Aurum Uffizi
Oct 14 - Oct 20Aurum Uffizi + Flight
Historic Centre of Florence5 nights4.0 star property7.6/10 - Good (1,000 reviews)"La chambre est bien équipée"Reviewed July 18, 2026Roundtrip • Boston (BOS) - Florence (FLR)BOS - FLR • 1 stop FLR - BOS • 1 stop - Precise Tale Poggio Alla Sala
Sep 5 - Sep 11Precise Tale Poggio Alla Sala + Flight
Montepulciano5 nights5.0 star property9.6/10 - Exceptional (154 reviews)"Magical location, pools, staff, property."Reviewed July 19, 2026Roundtrip • New York (NYC) - Florence (FLR)JFK - FLR • 1 stop FLR - JFK • 1 stop - Tombolo Talasso & Beach Resort
Aug 25 - Aug 31Tombolo Talasso & Beach Resort + Flight
Castagneto Carducci6 nights5.0 star property8.8/10 - Excellent (146 reviews)"Where as we enjoyed our time here we did have a bit of an issue with our room temperature. We asked for it to be lowered as it was 81 degrees. We found out, after a very uncomfortable night and requesting 2 more times, that the AC was not working. As an aside: we could not open a window as our room was on the 1st floor and only had doors to a common area. We were moved to a new room. Other than that- the staff was lovely the pools and Spa are great. Location is wonderful with close..."Reviewed May 21, 2026Roundtrip • New York (NYC) - Florence (FLR)JFK - FLR • 1 stop FLR - JFK • 1 stop - Relais Uffizi, Tailor made Hotel
Sep 30 - Oct 4Relais Uffizi, Tailor made Hotel + Flight
Historic Centre of Florence3 nights4.0 star property9.4/10 - Exceptional (152 reviews)"Firstly this hotel is on a side street and not easy to find. We arrived with two young children on an intense heat wave day to check in for a confirmed, family room booked through Expedia. At check-in we were told the air conditioning in our room was broken. They made no attempt to inform us in advance of the issue or rebook us into a different room. The front desk declined to move us to another room and offered only a refund — which doesn’t help when an equivalent room for the same dates now..."Reviewed July 2, 2026Roundtrip • New York (NYC) - Florence (FLR)JFK - FLR • 1 stop FLR - EWR • 1 stop$2,049$1,411found 1 day agoper traveler - Villa Tolomei Hotel & Resort
Oct 14 - Oct 20Villa Tolomei Hotel & Resort + Flight
Oltrarno5 nights5.0 star property8.8/10 - Excellent (421 reviews)"Wonderful property, amazing hosts. 20 minutes outside of Florence center-easy to get a taxi. My family loved everything about our stay here!"Reviewed July 7, 2026Roundtrip • Boston (BOS) - Florence (FLR)BOS - FLR • 1 stop FLR - BOS • 1 stop$1,907$1,391found 1 day agoper traveler
Santo Stefano Hotel Deals
The Social Hub Florence Belfiore
The Social Hub Florence Belfiore
Frequently Asked Questions
How much does a Santo Stefano vacation package cost?
You'll find cheap prices from $1,178 on Expedia for your Santo Stefano break. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Santo Stefano costs.
What are the cheapest months to go to Santo Stefano?
You can generally find lower rates and greater availability in November, December and January. Take a look at our cheap Santo Stefano vacation packages and you could land some great off-season deals.
How many days is enough for Santo Stefano?
With a well-organized itinerary, you can easily visit the top Santo Stefano attractions in a few days. But if you'd like to discover hidden spots or take day trips, think about booking your Santo Stefano vacation for longer.
How to find the best Santo Stefano package deals?
Use Expedia's filters to help you find some great Santo Stefano package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Santo Stefano package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Santo Stefano vacation as a package?
You can enjoy significant savings on your next Santo Stefano getaway by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to browse some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Santo Stefano?
Score fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Santo Stefano trip.
Does Expedia offer Book Now, Pay Later Santo Stefano vacation packages?
If you're like us, you love jet-setting around the world but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Santo Stefano trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.