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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Santa Maria holiday rentals

Exterior

Luxury resort in the Tuscan countryside

Luxury resort in the Tuscan countryside
Trequanda
The price is ฿7,619
฿8,494 total
includes taxes & fees
27 Apr - 28 Apr
Luxury resort in the Tuscan countryside
Panoramic Cottage, 1 Bedroom | Exterior

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (51 reviews)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
The price is ฿3,688
฿5,004 total
includes taxes & fees
30 Mar - 31 Mar
Affitacamere Maria Gabriella
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (169 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ฿3,392
฿3,846 total
includes taxes & fees
30 Mar - 31 Mar
Abbadia Sicille Relais
1 treatment room, massages

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (79 reviews)
"Fantastic place"
United States
Clifford
The price is ฿6,261
฿7,039 total
includes taxes & fees
12 Apr - 13 Apr
Casanova - Panoramic Rooms and Suites
Monolocale Exclusive, vista città, secondo piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi

TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (2 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
The price is ฿2,963
฿3,411 total
includes taxes & fees
29 Mar - 30 Mar
TuscanyLettings Studio&Room
Food court

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (133 reviews)
"Spotless, clean. Staff were friendly. Location and view was spectacular"
Australia
Kim
The price is ฿5,913
฿6,657 total
includes taxes & fees
21 Apr - 22 Apr
La Locanda di San Francesco
Free daily buffet breakfast

Relais La Saracina

Relais La Saracina
Pienza
The price is ฿11,400
฿12,692 total
includes taxes & fees
30 Mar - 31 Mar
Relais La Saracina
Exterior

Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
The price is ฿3,112
฿3,576 total
includes taxes & fees
29 Mar - 30 Mar
Casa Gioia - Casa Olivieri
Aerial view

Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (170 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is ฿2,767
฿3,347 total
includes taxes & fees
12 Apr - 13 Apr
Bosco della Spina
Exterior

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 ฿2,747
฿3,097 total
includes taxes & fees
3 Apr - 4 Apr
Artisti del Cavallo Tourism
Seasonal outdoor pool

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
The price is ฿7,532
฿8,475 total
includes taxes & fees
2 Apr - 3 Apr
Albergo Diffuso Borgo Santo
Exterior

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (22 reviews)
"It is an amazing location nested among wineries and rolling hills. If you like a quiet and sophisticated location this is your ideal place. You will need a car to move around but, you will be rewarded by the view and the opportunities for wine tastings and small villages visits. "
United States
Massimo
The price is ฿5,782
฿6,665 total
includes taxes & fees
31 Mar - 1 Apr
Borgo Argenina
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, pool loungers

iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (36 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is ฿2,521
฿3,001 total
includes taxes & fees
19 Apr - 20 Apr
iConic Wellness Resort
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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Top Santa Maria Hotel Reviews

Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent
"A wonderful hotel - great location, friendly staff, comfortable rooms. "
beverly 1-night trip
Posted 3 days ago
Hotel San Gregorio

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 a coffee maker. 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.