Santa Maria Vacation Rentals

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Check prices for these dates

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

Our top choices for Santa Maria vacation 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 NT$2,143
NT$2,468 total
includes taxes & fees
Nov 26 - Nov 27
Abbadia Sicille Relais
A hotel room with a large bed, a fireplace, and a brick ceiling.

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 NT$3,632
NT$4,143 total
includes taxes & fees
Nov 9 - Nov 10
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 NT$9,080
NT$10,136 total
includes taxes & fees
Nov 7 - Nov 8
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 NT$2,837
NT$3,268 total
includes taxes & fees
Nov 9 - Nov 10
Villa Fontis Rapolano
A white table with a bowl of snacks, two glasses of orange drink, and a small potted plant on a balcony.

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 NT$2,445
NT$2,874 total
includes taxes & fees
Nov 18 - Nov 19
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 NT$2,676
NT$3,091 total
includes taxes & fees
Nov 7 - Nov 8
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 NT$3,438
NT$3,930 total
includes taxes & fees
Nov 17 - Nov 18
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 NT$4,534
NT$5,135 total
includes taxes & fees
Nov 8 - Nov 9
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 NT$3,857
NT$4,242 total
includes taxes & fees
Nov 9 - Nov 10
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 NT$2,445
NT$2,911 total
includes taxes & fees
Dec 2 - Dec 3
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 NT$3,577
NT$4,853 total
includes taxes & fees
Nov 8 - Nov 9
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 NT$6,574
NT$7,416 total
includes taxes & fees
Nov 8 - Nov 9
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 NT$5,366
NT$5,902 total
includes taxes & fees
Nov 7 - Nov 8
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 NT$7,366
NT$8,214 total
includes taxes & fees
Nov 29 - Nov 30
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 NT$3,441
NT$3,932 total
includes taxes & fees
Nov 24 - Nov 25
B&B Le Logge Di Sopra
A breakfast setting with a fireplace, a table with plates, glasses, and a croissant.

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 NT$4,397
NT$4,984 total
includes taxes & fees
Nov 14 - Nov 15
San Michele al Borgo
A hotel room with a bed, a chair, a lamp, and a view of the outdoors.

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 NT$4,976
NT$5,621 total
includes taxes & fees
Nov 25 - Nov 26
La Locanda di San Francesco
A swimming pool with a water feature, surrounded by greenery and a table with chairs.

18. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (170 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is NT$4,516
NT$5,189 total
includes taxes & fees
Nov 8 - Nov 9
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 NT$5,654
NT$6,367 total
includes taxes & fees
Nov 7 - Nov 8
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 vacation 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

old fashion building, clean and affordable
United States
Irene
Reviewed October 6, 2022
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:

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

Frequently Asked Questions

Can I find a vacation rental in Santa Maria?

Yes, we have vacation rentals near top local attractions in Santa Maria, or you can choose a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Santa Maria?

Borgo Argiano: Visitors like this Santa Maria vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Santa Maria?

With 3 Expedia vacation rentals, you're sure 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 larger area.

What’s a vacation rental in Santa Maria like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Santa Maria. Vacation rentals feature extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for families.