Santa Maria Vacations from $937
Book a Hotel + Flight or Car together to unlock savings
Your Santa Maria Vacation
Come and experience this captivating city for yourself with a Santa Maria vacation package. Think about staying in the neighborhood of Marciano della Chiana, which is good for views and nature, and your time here is sure to be unforgettable. Church of S. Francesco is just one of the famous attractions to add to your itinerary during a trip to Santa Maria. Check out Expedia's extensive range of travel options and start planning your perfect vacation to Santa Maria now.
The Latest Santa Maria vacation packages
Price found within the past 48 hours. Click for updated prices.
Aurum Firenze
Historic Centre of Florence
$937
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
7.6/10 Good! (1,003 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
Dimora Palanca Boutique & SPA
Historic Centre of Florence
$1,258
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.2/10 Wonderful! (69 reviews)
This hotel is definitely not 5*, no amenities provided, very poor breakfast, like at 3* hotel, room was full of dark black hair, and most important pay attention to the location , as it’s in central station area, and we felt unsafe to walk there in the evening
Reviewed on Aug 27, 2026
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View all tripsWhat to do in Santa Maria
Montepulciano Wine Tasting in the Tuscan Countryside
$29
per adult
Arezzo: Val di Chiana Wine Tasting Experience
$47
per adult
Tasting and Tour Vino Nobile di Montepulciano
$47
per adult
Santa Maria Hotel Deals
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
$653 nightly
$728 total
Sep 12 - Sep 13
Total with taxes and fees
9.8/10 Exceptional! (247 reviews)
"Such a fantastic property, the most amazing food and great surroundings. Just a thoroughly lovely experience."
Reviewed on Sep 3, 2026
Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
$520 nightly
$579 total
Sep 28 - Sep 29
Total with taxes and fees
9.6/10 Exceptional! (167 reviews)
"Incredible stay in a beautiful location. The staff were amazing and the hospitality was top tier. We will most definitely be back. The recommendations given were brilliant and the room was stunning along with the rest of the hotel. We didn’t dine in the restaurant but our breakfast each morning was ..."
Reviewed on Sep 5, 2026
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
$357 nightly
$402 total
Sep 13 - Sep 14
Total with taxes and fees
10/10 Exceptional! (324 reviews)
"Fantastic hotel, great staff, and great location One draw back was being charged for the hotel spa (Turkish bath, Sauna, Steam Room) it was €30 per person which isn’t terrible. But really should just be included with the amenities of the hotel Other than that it’s a great stay! Recommendation: Email ..."
Reviewed on Sep 6, 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.
Find the Best Santa Maria Vacation Packages
Santa Maria Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
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Frequently asked questions
How much does a Santa Maria vacation package cost?
You'll find cheap prices from $937 on Expedia for your Santa Maria getaway. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Santa Maria costs.
What are the cheapest months to go to Santa Maria?
November, December and January are the best times to search for cheap Santa Maria vacation packages. Choosing to travel in quieter periods means you can usually find reduced prices on flights and accommodations.
How many days is enough for Santa Maria?
Generally, a handful of days is enough to see the major attractions during your Santa Maria vacation. But if you prefer to have time to relax or go on day trips, consider extending your itinerary.
How to find the best Santa Maria package deals?
Use Expedia's filter tool to help you find some fabulous Santa Maria package deals. When you start 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 break for midweek, or browse for Santa Maria package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Santa Maria vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Santa Maria vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Santa Maria?
If you've got your Santa Maria vacation dates finalized, book early to grab some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for quick escapes.
Does Expedia offer Book Now, Pay Later Santa Maria vacation packages?
Your Santa Maria trip is meant to be an escape from your daily routine, not a source of money-related stress. So to give you more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.