Santa Maria 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
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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.
Top Santa Maria Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Aurum Firenze
Historic Centre of Florence
CA $1,373
per person
Oct 20 - Oct 24
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YUL) 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
Villa di Piazzano - Small Luxury Hotel of the World
CA $3,079
per person
Oct 24 - Oct 30
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.8/10 Exceptional! (246 reviews)
Such a fantastic property, the most amazing food and great surroundings. Just a thoroughly lovely experience.
Reviewed on Sep 3, 2026
c-hotels Ambasciatori
Historic Centre of Florence
CA $1,493
per person
Oct 23 - Oct 27
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
8.2/10 Very good! (1,000 reviews)
The room was very specious, the hotel is located right across from the train station so location is ideal. The room I stayed in had a small terrace with a small sofa and a chair overlooking the main road. Despite being in a very busy location the room was well isolated and there was no voice. A tram station is just out the door and I will definitely stay here again.
Reviewed on Sep 3, 2026
Ready to book your vacation to Santa Maria?
Santa Maria Hotel Deals
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
CA $904
CA $1,007 total
Sep 12 - Sep 13
includes taxes & 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
CA $637
CA $710 total
Sep 28 - Sep 29
includes taxes & 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
CA $508
CA $572 total
Sep 27 - Sep 28
includes taxes & fees
10/10 Exceptional! (325 reviews)
"The Hotel Staff, Property and Amenities are a true 5 Star Experience. Our room was magnificent. The over 15 foot vaulted ceilings and period furnishings in a fully renovated 15th Century Monastery made for an enchanting and romantic stay. The breakfast was à la carte and delicious. The fine dining ..."
Reviewed on Sep 7, 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 Santa Maria
Oil museum and oil mill in Tuscany: tour and tasting
CA $32
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
CA $40
per adult
Frequently asked questions
How much does a Santa Maria vacation package cost?
You'll find cheap prices from CA $1,373 on Expedia for your Santa Maria break. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Santa Maria costs.
What are the cheapest months to go to Santa Maria?
You can generally find lower prices and greater availability in January, February and March. Check out our cheap Santa Maria vacation packages and you could score some great off-season deals.
How many days is enough for Santa Maria?
The ideal duration of your Santa Maria vacation depends on what you'd like to do. Generally, a handful of days to a week will give you enough time to go to all the major attractions and discover some hidden spots along the way.
How to find the best Santa Maria package deals?
Start your search for a Santa Maria package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Santa Maria package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Santa Maria adventure off to a flying start.
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, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component individually. And you'll still have the freedom to create a personalized Santa Maria vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Santa Maria?
If you're considering an impromptu Santa Maria trip, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Santa Maria?
- Choose your dates: The things you plan to do in Santa Maria and your favourite season can help you decide when to get away.
- Work out your budget: Ensure you have enough money to cover everything from transportation and meals to experiences and flights. Your hotel will probably be the biggest expense during your trip to Santa Maria.
- Decide your trip length: Consider how much time you'd like to spend exploring Santa Maria. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
- Bundle your airfare and accommodations: After you've settled on your dates and duration, book the perfect Santa Maria vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
