Santa Maria Vacation Packages
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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.
Grand Hotel Cavour
Historic Centre of Florence
CA $1,622
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.2/10 Wonderful! (1,001 reviews)
Great hotel. Location was amazing, rooms were nice, and rooftop bar had an amazing view of the Duomo. Highly recommend.
Reviewed on Aug 30, 2026
The Hoxton, Florence
Historic Centre of Florence
CA $2,070
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9.4/10 Exceptional! (333 reviews)
I recommend this stay, to anyone going to Florence. This hotel is very nice and the staff was amazing
Reviewed on Aug 27, 2026
The Moon Boutique Hotel & Spa
Historic Centre of Florence
CA $1,436
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.6/10 Exceptional! (584 reviews)
All the staff were amazing and helpful! The kitchen staff for breakfast catered for all out needs. The spa was excellent too and I’d highly recommended this hotel to anyone. It’s in a Great location with good links to the airport and tourist spots across the city.
Reviewed on Aug 29, 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 $884
CA $985 total
Sep 2 - Sep 3
includes taxes & fees
9.8/10 Exceptional! (245 reviews)
"Staff was helpful , and the room was clean. The Antica Casina di Caccia dining with wine pairing was absolutely amazing. Also took some great pictures in the garden. The breakfast was nice too."
Reviewed on Aug 17, 2026
Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
CA $816
CA $907 total
Sep 30 - Oct 1
includes taxes & fees
9.6/10 Exceptional! (165 reviews)
"Fantastic stay!"
Reviewed on Aug 30, 2026
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
CA $490
CA $552 total
Sep 13 - Sep 14
includes taxes & fees
10/10 Exceptional! (319 reviews)
"The hotel was amazing and the staff very friendly and helpful. The breakfast was spectacular. we really enjoyed ourselves at this hotel and in the city of Cortona."
Reviewed on Aug 30, 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 $1,431 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.
