Santo Vacations from $1,040

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The Latest Santo vacation packages

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

Aurum Firenze

Historic Centre of Florence

$1,040

per person

Oct 26 - Nov 1

found 10 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

7.6/10 Good! (1,006 reviews)

The room was clean, staff reasonably friendly, breakfast breads were stale, air conditioning worked well. Conveniently located for train station

Reviewed on Sep 2, 2026

Castiglion del Bosco, A Rosewood Hotel

Save 100% on your flight

$3,914

per person

Nov 19 - Nov 23

found 10 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

10/10 Exceptional! (80 reviews)

Best hotel ever.

Reviewed on Jul 27, 2026

Villa Cora

Oltrarno

Save 100% on your flight

$5,499

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

9.8/10 Exceptional! (482 reviews)

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

$2,179

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

9/10 Wonderful! (1,010 reviews)

We had a great stay. The staff was super helpful in answering questions and providing recommendations. The rooms were very nicely sized and had great bathrooms. Perfectly located!!

Reviewed on Sep 2, 2026

Il Rivalta - Place of Charme

Historic Centre of Florence

$1,702

per person

Oct 26 - Nov 1

found 10 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

9.4/10 Exceptional! (600 reviews)

Amazing hotel, great for families, beautiful amenities. 12/10 recommend. The staff were amazing and very helpful and hospitable.

Reviewed on Sep 2, 2026

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Santo Hotel Deals

Hotel Athena

P Mascagni 55 Siena SI

Fully refundableReserve now, pay when you stay

$280 nightly

$314 total

Sep 30 - Oct 1

Total with taxes and fees

9.2/10 Wonderful! (1,006 reviews)

"The hotel was immaculate, the staff on the front desk were fantastic and the breakfast was one of the best I've had. I had chosen the hotel based on the terrace, and really wanted to have a drink watching the sunset. I emailed in advance to see if I needed to make a reservation for this, and was ..."

Reviewed on Sep 2, 2026

Castello di Velona Resort Thermal SPA & Winery

Località Velona Montalcino SI

Fully refundableReserve now, pay when you stay

$763 nightly

$851 total

Sep 27 - Sep 28

Total with taxes and fees

9/10 Wonderful! (368 reviews)

"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. ..."

Reviewed on Aug 14, 2026

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI

$619 nightly

$695 total

Sep 4 - Sep 5

Total with taxes and fees

9.2/10 Wonderful! (625 reviews)

"Great location, beautiful rooms, wonderful staff!"

Reviewed on Aug 28, 2026

See all 3,003 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 $1,040 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.