Santa Maria Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Santa Maria

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 S$1,584 per night from 7 Jul to 8 Jul
S$1,584
7 Jul - 8 Jul
includes taxes & fees
9.2/10 Wonderful! (94 reviews)
"This place is absolutely stunning and tranquil, with many amenities to enjoy. The spa area is fantastic, and the room was spotless. The staff provided excellent service, and breakfast was simply amazing. I wish I had stayed longer. If I return to Tuscany someday, I would definitely choose to stay ..."

Reviewed on 21 Jun, 2025

Precise Tale Poggio Alla Sala
Nuovo Etruria Resort
Nuovo Etruria Resort
Via di S. Martino snc, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is S$211 per night from 2 Jul to 3 Jul
S$211
2 Jul - 3 Jul
includes taxes & fees
9/10 Wonderful! (12 reviews)
"The room was very clean. The view from the room is stunning! It is very quiet and relaxing. The resort is facing Montepulciano! The staff is very nice and friendly. I highly recommend it."

Reviewed on 14 Jun, 2025

Nuovo Etruria Resort
Hotel Relais II Chiostro di Pienza
Hotel Relais II Chiostro di Pienza
4 out of 5
Corso Rossellino 26, Pienza, SI
8.6/10 Excellent! (566 reviews)
"Beautiful hotel in a beautifully preserved town centre. Bags of atmosphere and history and generous service and breakfasts. The hotel is in the pedestrianised old town so vehicle access and parking is not catered for. The upside however is its central location and access to local amenities on foot ..."

Reviewed on 30 May, 2025

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Hotel Relais II Chiostro di Pienza
See all 5,309 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 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.

What to do in Santa Maria

The Villa

Cellar Tour & Wine Tasting

S$73
per adult
Cellar Tour & Wine Tasting
Montepulciano: Wine Tour and tasting

Montepulciano: Wine Tour and tasting

S$76
per adult
100% of travellers recommend
Montepulciano: Wine Tour and tasting
Fun guaranteed with our family

Fresh pasta course with breakfast lunch and drinks included

S$198
per adult
Fresh pasta course with breakfast lunch and drinks included
See all activities in Santa Maria

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.