Santa Maria Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Santa Maria Vacation Packages

Santa Maria Hotel Deals

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is SARĀ 2,573 per night from Jul 31 to Aug 1
SARĀ 2,573
SARĀ 2,856 total
31 Jul - 1 Aug
includes taxes & fees
9.6/10 Exceptional! (154 reviews)
"Magical location, pools, staff, property."

Reviewed on 19 July 2026

Precise Tale Poggio Alla Sala
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

5 out of 5
Localita Piazzano, C.P. 6 Cortona AR
The price is SARĀ 2,579 per night from Aug 18 to Aug 19
SARĀ 2,579
SARĀ 2,872 total
18 Aug - 19 Aug
includes taxes & fees
9.8/10 Exceptional! (241 reviews)
"Very clean and very quiet"

Reviewed on 15 July 2026

Villa di Piazzano - Small Luxury Hotel of the World
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
The price is SARĀ 1,231 per night from Aug 7 to Aug 8
SARĀ 1,231
SARĀ 1,389 total
7 Aug - 8 Aug
includes taxes & fees
10/10 Exceptional! (296 reviews)
"The food was amazing in the hotel. Staff was amazing. We felt at home from the moment we walked in. The amenities were wonderful."

Reviewed on 14 July 2026

Monastero di Cortona Hotel & Spa
See all 5,189 properties in Santa Maria
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.

Frequently asked questions

How much does a Santa Maria vacation package cost?
You'll find cheap prices 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 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?

  1. Choose your dates: The things you plan to do in Santa Maria and your favorite season can help you decide when to get away.
  2. 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.
  3. 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.
  4. Bundle your airfare and accommodations: After you've settled on your dates and duration, book the perfect Santa Maria vacation package for you.