Default HTG hotel image

Santa Maria Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Santa Maria vacation rentals

Interior detail

1. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very Good, (17 reviews)
"To far out"
United States
Dennis
The price is ₩146,228
₩216,603 total
includes taxes & fees
Sep 1 - Sep 2
Castello di Modanella
Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub

2. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (29 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is ₩182,198
₩206,960 total
includes taxes & fees
Aug 23 - Aug 24
DormiVeglia B&B
Exterior

3. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very Good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is ₩118,640
₩137,046 total
includes taxes & fees
Aug 24 - Aug 25
Artisti del Cavallo Tourism
Courtyard

4. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (7 reviews)
"We loved our stay here! The hosts and staff were super warm and friendly. Breakfast had a wide choice and we liked the evening drinks set up too! The hotel doggies were definitely a highlight ☺️ we’d love to come back!"
United Kingdom
Shelby
The price is ₩378,618
₩423,021 total
includes taxes & fees
Sep 5 - Sep 6
Fontelunga Hotel & Villas
Front of property

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 ₩126,778
₩147,654 total
includes taxes & fees
Sep 6 - Sep 7
RESIDENCE LECCIO
Interior

6. 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 ₩125,777
₩144,897 total
includes taxes & fees
Aug 21 - Aug 22
Villa Fontis Rapolano
Terrace/patio

7. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (178 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ₩278,313
₩311,051 total
includes taxes & fees
Aug 24 - Aug 25
Abbadia Sicille Relais
Lunch and dinner served

8. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (44 reviews)
"Beautiful historic fortress / castle with tastefully updated rooms, great amenities that maintains the old character "
Canada
Ariel
The price is ₩353,096
₩394,948 total
includes taxes & fees
Aug 21 - Aug 22
Castello di Gargonza
Front of property

9. Podere La Chiusella

Podere La Chiusella
Rapolano Terme
9.4 out of 10, Exceptional, (32 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 ₩152,431
₩174,216 total
includes taxes & fees
Sep 14 - Sep 15
Podere La Chiusella
Property entrance

10. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (104 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is ₩121,276
₩139,963 total
includes taxes & fees
Aug 21 - Aug 22
Residenza Fabroni
Food court

11. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (147 reviews)
"Incredible views from our room"
United Kingdom
Isabelle
The price is ₩215,577
₩243,677 total
includes taxes & fees
Aug 27 - Aug 28
La Locanda di San Francesco
Interior

12. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (115 reviews)
"It was very well located ."
Canada
Marlenne
The price is ₩233,044
₩262,891 total
includes taxes & fees
Aug 22 - Aug 23
Meublé Il Riccio
Property grounds

13. La Murata

La Murata
Rapolano Terme
9.0 out of 10, Wonderful, (12 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 ₩246,491
₩277,699 total
includes taxes & fees
Aug 30 - Aug 31
La Murata
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

14. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (38 reviews)
"Great spot"
Canada
Philippe
The price is ₩226,391
₩249,030 total
includes taxes & fees
Sep 10 - Sep 11
Villa di Sotto
Exterior

15. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (139 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is ₩184,644
₩209,650 total
includes taxes & fees
Aug 22 - Aug 23
Bed & Breakfast Vicolo dell'Oste
Seasonal outdoor pool, open 7:30 AM to 7:30 PM, pool umbrellas

16. Podere Vesta

Podere Vesta
3.0 star property
Asciano
9.2 out of 10, Wonderful, (20 reviews)
"This was the best stay and experience during our 20 days trip to italy. Beautiful property 20min from Siena. It had everything we needed. The apartment is stocked with everything you could need for a long stay. My son had so much fun, and the free bikes were a plus. Make sure to pass by a grocery store before arriving, you won’t want to leave the property"
United States
Katerine
The price is ₩117,339
₩264,819 total
includes taxes & fees
Sep 17 - Sep 18
Podere Vesta
Exterior

17. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20 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 ₩167,999
₩184,799 total
includes taxes & fees
Aug 26 - Aug 27
Locanda Antico Borgo
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Santa Maria Hotel Reviews

Hotel Le Fontanelle

Hotel Le Fontanelle

10/10 Excellent
"A genuinely 5/5 experience! A beautiful and very well maintained property. More than enough facilities to enjoy your time without going offsite. Incredibly attentive and helpful team at the front desk (a shout out to Mattia for the cycling itinerary he put together for us) and restaurant. Top quality ingredients for the breakfast, and what a view for dinner!"
Aleksandr 3-night trip
Posted 14 hours ago
Hotel Le Fontanelle

Find out more about Santa Maria

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

  • View our selection of featured Vacation rentals in Santa Maria
  • Use the map to find apartments and other Vacation homes in the Santa Maria neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation 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 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 an espresso maker. 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.