Santa Maria Holidays from £132
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Your Santa Maria Holiday
Come and experience this captivating city for yourself with a Santa Maria holiday package. Think about staying in the neighbourhood 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 holiday to Santa Maria now.
Top Santa Maria Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
La Villa di STR
Siena Historical Center
£356
per person
25 Oct - 28 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to Florence (FLR)
9.2/10 Wonderful! (446 reviews)
We loved staying here as we had a room with a balcony and it is only 12 minutes from Siena. In the past, we stayed in the historic center but since the ZTL, it isn’t worth the headache of staying in Siena proper. It is a short walk and lovely to do after dinner. The room was lovely. The breakfast was delicious. The front desk staff went always friendly and at times seemed uninterested and a bit rude but don’t avoid it because of that. The breakfast staff was hit or miss. Some are super lovely and some could be more friendly (I speak fluent Italian so it wasn’t that I was rude). Nevertheless, they do warm up over time. One gentleman went above and beyond. Overall, we LOVED staying here and if you can stay in a room with a balcony, please do. We had Prosecco and cheese on ours and it was just wonderful!! We loved our stay! It is a jewel!
Reviewed on 21 Sept 2026
Castello di Leonina Relais
£687
per person
24 Oct - 31 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
9/10 Wonderful! (149 reviews)
The staff, the free experience and the views around the property were amazing. When you think of Tuscany this is the place.
Reviewed on 15 Sept 2026
Santa Maria Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Max Temp Winter | 7ºC |
Max Temp Summer | 27ºC |
Top hotels in Santa Maria
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
£539
30 Sept - 1 Oct
includes taxes & fees
9.8/10 Exceptional! (250 reviews)
"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"
Reviewed on 20 Sept 2026
Precise Tale Poggio Alla Sala
Via Di Poggio Alla Sala, 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
£389
30 Sept - 1 Oct
includes taxes & fees
9.6/10 Exceptional! (171 reviews)
"From the moment we arrived until check out, we felt truly special. The entire experience of staying at thos gorgeous property is a memory that we will keep forever as one of the highlights of our 2 week stay in Italy. We purposely ended our vacation here to enjoy the beautiful scenery and quiet elegance ..."
Reviewed on 21 Sept 2026
Nuovo Etruria Resort
Via di S. Martino snc Montepulciano SI
£100
4 Oct - 5 Oct
includes taxes & fees
9.2/10 Wonderful! (129 reviews)
"All good"
Reviewed on 15 Sept 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
£17
per adult
Arezzo: Val di Chiana Wine Tasting Experience
£34
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
£21
per adult
Frequently asked questions
How much does a Santa Maria travel package cost?
Our Santa Maria travel packages, which start at just £132, are an ideal way to save big bucks. All you have to do is choose your favourite hotels, flights and rental car to create your dream getaway.
If I'm not able to travel, can I cancel my Santa Maria travel package?
Whether it's your hotel or flight, you can cancel or alter it. Booked your Santa Maria travel package in the last 24 hours? You may be able to make changes for free. If it's been longer than that, you may be charged a fee by your hotel, airline or car rental company. For further information, head to our Customer Service Portal. We'll help you each step of the way.
How do I get a cheap travel package to Santa Maria?
Our Santa Maria holiday packages promise plenty of savings for the savvy explorer. For the best deals, simply combine your flights, hotels and extras (including activities) into a convenient package. But cheap prices are just the beginning of your next unforgettable adventure. When you book with Expedia, you'll have more than 550 airlines and 1,000,000 hotel options throughout the world to pick from. No matter your budget, there's a holiday package here just for you.
Does Expedia offer Book Now, Pay Later Santa Maria holidays?
Expedia has joined forces with online lender Klarna to make your next getaway easier on the purse strings. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more money to spend while you're away. Klarna has several payment plans to choose from, so you're sure to find something that falls within your budget. Browse these flexible payment options:
- Pay monthly holidays: If paying bite-sized amounts each month sounds best for you, Klarna can help. Paying in convenient monthly instalments will make that dream holiday possible.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your holiday over multiple transactions.
- Low deposit holidays: Clicking on the "book now" button is much easier with this payment plan. Simply put down a small deposit on your booking and then start packing your bags.
Where should I stay in Santa Maria?
We recommend staying near the action. Many people like to book hotels around popular attractions, like Church of S. Francesco, Piazza del Tribunal and Museum of Lucignano.
What are the top hotels in Santa Maria?
B&B Il Gianduia and Casa Clementina are two of the most popular hotels in Santa Maria. Why not take a look at the amenities and rates at each and then make a decision?
How far in advance should I book my Santa Maria holiday?
Browse Expedia to compare international airfares as soon as you've got your travel dates. In many cases, you can purchase a seat up to 12 months before departure. If it's too early for your preferred carrier, or you're booking late, don't stress. The lowest prices to Santa Maria occasionally appear a few weeks before the date of departure.
What does an Expedia Santa Maria travel package include?
Flights, car rentals and hotels — we bring you the best deals. All you'll have to do is select your ideal combination. Once you've made your booking, you can add on the fun stuff like experiences and tours. Our travel packages make it simple to craft an amazing Santa Maria holiday.
What should I know before booking a Santa Maria travel package?
When you book your flights, hotels and car rentals together, you'll enjoy incredible discounts. Whether you're planning a wilderness getaway in a cabin or would rather stay in a convenient hotel in the city, Expedia will make it happen for less.
Can I choose my airline with a Santa Maria Expedia travel package?
Yes — that's one of the best things about an Expedia travel package. You're in control. We have access to more than 550 partner airlines across the globe, so you have lots of choice when arranging your Santa Maria escape.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
