Santo Vacations from $1,292

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The Latest Santo vacation packages

Price found within the past 48 hours. Click for updated prices.
Eurostars Florence Boutique

Eurostars Florence Boutique

Historic Centre of Florence
$1,292
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
8.6/10 Excellent! (503 reviews)
The bed was comfortable but low to the floor. The shower was very slippery and could have used a shower mat. The breakfast was great. The staff were very nice and helpful.

Reviewed on Oct 10, 2026

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

$2,063
per person
Dec 13 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9/10 Wonderful! (377 reviews)
Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception.

Reviewed on Sep 27, 2026

Hotel Villa Liana

Hotel Villa Liana

Historic Centre of Florence
$1,387
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
8.8/10 Excellent! (369 reviews)
Hotel Eliana is a Gem! It’s a 20 minute walk from the center but I like it that way because it is quiet also after eating so much food from Central market I need to walk it down all the staff are very attentive, friendly and helpful. I will definitely go back in this hotel again. I have in fact, suggested this to my close friends who are coming to Italy next year 10 members of the family.

Reviewed on Oct 7, 2026

Hotel Ginori al DUOMO

Hotel Ginori al DUOMO

Historic Centre of Florence
$1,432
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
8.8/10 Excellent! (63 reviews)
The hotel is close to everything. Great restaurants near by too. Highly recommend.

Reviewed on Oct 5, 2026

Hotel Annabella Roof Terrace

Hotel Annabella Roof Terrace

Historic Centre of Florence
$1,547
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
8.8/10 Excellent! (181 reviews)
the room was so clean and staff are accommodating

Reviewed on Sep 28, 2026

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Santo Hotel Deals

Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$116 nightly
$131 total
Nov 13 - Nov 14
Total with taxes and fees
9.2/10 Wonderful! (1,002 reviews)
"Reception staff very friendly and helpful. Room on top floor had two full length windows with spectacular views. Older property but updated nicely; not modern but comfortable. Comfy bed, linens and pillows. Nice breakfast with lots of variety. There are two floors that have breakfast - the lowest ..."

Reviewed on Oct 11, 2026

Hotel Athena
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
$325 nightly
$364 total
Nov 13 - Nov 14
Total with taxes and fees
9.2/10 Wonderful! (637 reviews)
"Beautiful hotel and very helpful staff. Excellent location in the heart of Siena. Disappointed with our hotel room. Not up to our expectations."

Reviewed on Oct 6, 2026

Grand Hotel Continental Siena – Starhotels Collezione
Hotel Chiusarelli

Hotel Chiusarelli

Viale Curtatone 15 Siena SI
Fully refundableReserve now, pay when you stay
$109 nightly
$123 total
Nov 8 - Nov 9
Total with taxes and fees
Hotel Chiusarelli
See all 2,984 properties in Santo
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.

Find the Best Santo Vacation Packages

Santo Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Max Temp Winter
50ºF
Max Temp Summer
85ºF

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Frequently asked questions

How much does a Santo vacation package cost?
You'll find cheap prices from $1,292 on Expedia for your Santo break. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Santo costs.
What are the cheapest months to go to Santo?
If you'd like to snag a cheap Santo vacation package, consider visiting in November, December and January. You'll typically find lower prices on hotels and airfares during these months — perfect for a budget-friendly break.
How many days is enough for Santo?
The ideal length of your Santo vacation depends on what you'd like to do. Usually, a handful of days to a week will give you time to visit all the top sights and discover some hidden treasures along the way.
How to find the best Santo package deals?
Start your search for a Santo package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Santo package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Santo escape off to a flying start.
Is it cheaper to book a Santo vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and stays individually. Better still, you can tailor your Santo trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Santo?
If you have your Santo vacation dates locked in, book as soon as you can to snap up some outstanding deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for quick escapes.
Does Expedia offer Book Now, Pay Later Santo vacation packages?
Set off on your dream getaway to Santo with our Book Now, Pay Later vacations. No need to scrimp and save or wait until your next payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to budget for your trip and snap up travel deals before they disappear.

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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.