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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Santa Maria holiday rentals

A covered corridor with brick columns, potted plants, and a view of a lush landscape.

1. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
The price is ฿2,183
฿2,514 total
includes taxes & fees
26 Nov - 27 Nov
Abbadia Sicille Relais
A spa area with a stone-walled arch, a hot tub, and a small window.

2. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (30 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is ฿3,682
฿4,200 total
includes taxes & fees
22 Nov - 23 Nov
DormiVeglia B&B
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

3. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.4 out of 10, Exceptional, (49 reviews)
"Roberto, his wife and his staff were all round great. Very friendly helpful and great service. We were very happy to find this authentic castle/village to stay in Tuscany."
Canada
Iain
The price is ฿9,206
฿10,276 total
includes taxes & fees
7 Dec - 8 Dec
Castello di Gargonza
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

4. Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
The price is ฿2,890
฿3,329 total
includes taxes & fees
9 Nov - 10 Nov
Villa Fontis Rapolano
A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

5. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is ฿2,490
฿2,927 total
includes taxes & fees
18 Nov - 19 Nov
RESIDENCE LECCIO
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

6. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is ฿2,726
฿3,149 total
includes taxes & fees
8 Nov - 9 Nov
Artisti del Cavallo Tourism
A stone building with a sloped roof, a small porch, and a gravel driveway.

7. Podere La Chiusella

Podere La Chiusella
Rapolano Terme
9.2 out of 10, Wonderful, (33 reviews)
"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...
United Kingdom
Kevin
The price is ฿3,502
฿4,003 total
includes taxes & fees
8 Nov - 9 Nov
Podere La Chiusella
A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

8. La Murata

La Murata
Rapolano Terme
9.2 out of 10, Wonderful, (13 reviews)
"Amazingly beautiful place! Wish i could have stayed longer to enjoy the view but was just passing through. The apartment was so cute and clean. Any family would enjoy staying here. I would stay here again if i were in the area."
United States
Elizabeth
The price is ฿4,597
฿5,206 total
includes taxes & fees
8 Dec - 9 Dec
La Murata
An arched stone bridge with a white building on the right, featuring a balcony with plants.

9. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (21 reviews)
"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "
United Kingdom
Mr Andy
The price is ฿3,910
฿4,301 total
includes taxes & fees
13 Nov - 14 Nov
Locanda Antico Borgo
Pool

10. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (44 reviews)
"It was wonderful!"
United States
Wade
The price is ฿2,490
฿2,965 total
includes taxes & fees
8 Nov - 9 Nov
iConic Wellness Resort
A patio area with outdoor seating, potted plants, and a view of the landscape.

11. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (74 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is ฿3,643
฿4,943 total
includes taxes & fees
8 Nov - 9 Nov
Affitacamere Maria Gabriella
A person in a swimming pool with a view of trees and distant hills.

12. Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
10.0 out of 10, Exceptional, (3 reviews)
"Location was perfect, restaurants were excellent, views spectacular. Will highly recommend!"
United States
David
The price is ฿6,665
฿7,519 total
includes taxes & fees
5 Dec - 6 Dec
Albergo Diffuso Borgo Santo
Property entrance

13. Palazzo Tarlati Residenza d'Epoca

Palazzo Tarlati Residenza d'Epoca
Civitella in Val di Chiana
8.0 out of 10, Very good, (3 reviews)
"Small family-owned inn located in center of Civitella in Val di Chiana. Room was comfortable and included all we needed. It was cold upon check-in which the co-owner tried to remedy with a space heater. It took a while. The room warmed up after the first night. The other co-owner kindly offered me our first night complimentary. (Thank you again.). The breakfast was simple and included fruit, juice, yogurt, sliced cheese and cold cut, packages sweets, tea, coffee and water. The owners were...
United States
Marco
The price is ฿5,440
฿5,984 total
includes taxes & fees
13 Nov - 14 Nov
Palazzo Tarlati Residenza d'Epoca
A stone building with a gravel driveway and lush greenery.

14. Luxury resort in the Tuscan countryside

Luxury resort in the Tuscan countryside
Trequanda
8.0 out of 10, Very good, (1 review)
"Fikk en leilighet mindre enn bestilt og betalt for. Skyldte på at det var en annen resepsjonist når vi bestilte, men den er tynn. Fikk mulighet til noe kompensasjon, men ikke inærheten av ekstrakostnader. "
Norway
Kjell Audun
The price is ฿7,503
฿8,366 total
includes taxes & fees
10 Nov - 11 Nov
Luxury resort in the Tuscan countryside
A stone-paved courtyard with a wrought iron gate, a brick building, and a tree.

15. B&B Le Logge Di Sopra

B&B Le Logge Di Sopra
Asciano
The price is ฿3,505
฿4,006 total
includes taxes & fees
24 Nov - 25 Nov
B&B Le Logge Di Sopra
A couple relaxing in a spa setting with a visible logo on the wall, a reception desk, and a plant in the background.

16. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is ฿4,478
฿5,076 total
includes taxes & fees
9 Nov - 10 Nov
San Michele al Borgo
A crowded restaurant with brick walls and multiple tables and chairs.

17. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (152 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
The price is ฿5,056
฿5,712 total
includes taxes & fees
25 Nov - 26 Nov
La Locanda di San Francesco
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

18. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (171 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is ฿4,600
฿5,286 total
includes taxes & fees
8 Nov - 9 Nov
Hotel San Gregorio
A terrace with a table set for breakfast, overlooking a scenic landscape.

19. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (50 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is ฿5,728
฿6,451 total
includes taxes & fees
8 Nov - 9 Nov
Delcorto Suites
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.
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Find holiday rentals that suit your style

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Top Santa Maria Hotel Reviews

A room with a piano, stone walls, a wooden cabinet, and a bench.
Antico Granaione

Antico Granaione

Antico Granaione
Rapolano Terme

10/10 Excellent

Lovely place very charming and full of character. The staff were very welcoming and friendly. We will be back!
United Kingdom
Caroline
Reviewed June 19, 2024
Antico Granaione

Find out more about Santa Maria

Search for holiday rentals in Santa Maria on Expedia! You can easily find your home rentals, villas, holiday apartments in Santa Maria using one of the methods below:

  • View our selection of featured holiday rentals in Santa Maria
  • Use the map to find apartments and other holiday homes in the Santa Maria neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Santa Maria while they last

Look no further and take a look at our great range of rental properties in Santa Maria!

Frequently Asked Questions

Can I find a holiday rental in Santa Maria?

Yes, there are holiday rentals close to the most popular sights in Santa Maria, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Santa Maria has to offer?

Borgo Argiano: This holiday home rental outside of Santa Maria is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in Santa Maria?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Santa Maria stay.

What’s there to see and do in Santa Maria?

Explore the area and family-friendly sights such as Siena Circuit, or get out into nature at a spot like Terme Antica Querciolaia. Valdichiana Outlet Village and San Giovanni Terme Rapolano are a couple of places you'll find in the wider area.

What’s a holiday rental in Santa Maria like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Santa Maria. Holiday rentals feature extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family trips.