Santa Maria Holidays

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Santa Maria Holiday

Our pick of the best 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 NZ$1,193 per night from 17 Aug to 18 Aug
NZ$1,193
17 Aug - 18 Aug
includes taxes & fees
9.6/10 Exceptional! (156 reviews)
"The place it’s an Amazing. Very clean. Is more beautiful than the pictures."

Reviewed on 2 Aug 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 NZ$1,326 per night from 20 Aug to 21 Aug
NZ$1,326
20 Aug - 21 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 NZ$624 per night from 26 Aug to 27 Aug
NZ$624
26 Aug - 27 Aug
includes taxes & fees
10/10 Exceptional! (302 reviews)
"Unbelievable hotel. Staff were so fantastic and nice. 10/10 stay!"

Reviewed on 2 Aug 2026

Monastero di Cortona Hotel & Spa
See all 5,188 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.

What to do in Santa Maria

Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

NZ$49
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Oil museum and oil mill in Tuscany: tour and tasting

Oil museum and oil mill in Tuscany: tour and tasting

NZ$39
per adult
Oil museum and oil mill in Tuscany: tour and tasting
Wine & Music on the Terrace

Wine & Music on the Terrace

NZ$39
per adult
Wine & Music on the Terrace
See all activities in Santa Maria

Frequently asked questions

How much does a Santa Maria holiday package cost?
You'll find cheap prices 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 holiday to Santa Maria costs.
What are the cheapest months to go to Santa Maria?
If you're hoping to snag a cheap Santa Maria holiday package, consider travelling in January, February and March. You'll typically find better rates on flights and accommodation during these months — perfect for a budget-friendly break.
How many days is enough for Santa Maria?
The ideal duration for your Santa Maria holiday depends on what you'd like to see and do. Generally, a few days to a week will give you plenty of time to tick off all the main attractions and explore some hidden treasures along the way.
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 holiday package well in advance.
Is it cheaper to book a Santa Maria holiday as a package?
Expedia holiday 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 holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Santa Maria?
If you've got your Santa Maria holiday 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.
How to plan a trip to Santa Maria?

  1. Choose when to get away: Check your calendar and pack your bags. Your favourite season and the available activities will also help you decide when to escape to Santa Maria.
  2. Budget wisely: As well as the price of your accommodation, you'll need to factor in other expenses. These include food, flights and transportation. Also, set aside a little extra for unexpected costs that could crop up during your trip to Santa Maria.
  3. Decide how long to go away for: Now that you're up to speed on Santa Maria, you can work out the right length of your break. Put together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a Santa Maria holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.