Search Holiday Rentals in Santa Maria

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top Holiday Rentals in Santa Maria

Casanova - Panoramic Rooms and Suites
Front of property – evening/night

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (70)
"Delightful stay. The room was lovely, and the view from our private terrace was wonderful. Dinner was first rate. Easily walkable into San Quirico, short drive to Montalcino, Pienza, and Montalcino. Nice massage and spa. A very good value."
The price is ฿5,980
฿6,730 total
includes taxes & fees
15 Oct - 16 Oct
Casanova - Panoramic Rooms and Suites
Hotel San Gregorio
Breakfast, lunch, dinner served; local cuisine

Hotel San Gregorio

3.0 star property
9.4 out of 10, Exceptional, (129)
"Such friendly staff, loved Pienza and the property was such a good location! "
The price is ฿4,839
฿5,551 total
includes taxes & fees
2 Nov - 3 Nov
Hotel San Gregorio
Abbadia Sicille Relais
View from room

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (159)
"Great Historical location."
The price is ฿2,613
฿2,988 total
includes taxes & fees
2 Nov - 3 Nov
Abbadia Sicille Relais
Bosco della Spina
Aerial view

Bosco della Spina

9.6 out of 10, Exceptional, (163)
"We enjoyed the scenery and service! Clean and comfortable. "
Bosco della Spina
Borgo Argiano
Terrace/patio

Borgo Argiano

10.0 out of 10, Exceptional, (69)
"Very comfortable stay. "
The price is ฿9,492
฿10,746 total
includes taxes & fees
21 Oct - 22 Oct
Borgo Argiano
Residenza Fabroni
Lobby

Residenza Fabroni

8.8 out of 10, Excellent, (90)
"We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep."
The price is ฿2,670
฿3,090 total
includes taxes & fees
9 Oct - 10 Oct
Residenza Fabroni
Il Tosco
Property entrance

Il Tosco

10.0 out of 10, Exceptional, (112)
"The people here are authentic and welcoming! The building, rooms and facilities are gorgeous! One of our most beautiful stays in our many trips to Italy "
The price is ฿11,449
฿12,746 total
includes taxes & fees
5 Oct - 6 Oct
Il Tosco
Delcorto Suites
Interior

Delcorto Suites

10.0 out of 10, Exceptional, (28)
"Exceptional service great building felt like a Medici!"
The price is ฿6,798
฿7,630 total
includes taxes & fees
5 Oct - 6 Oct
Delcorto Suites
Borgo Argenina
Panoramic Apartment, 2 Bedrooms, Balcony, Hill View | Terrace/patio

Borgo Argenina

9.8 out of 10, Exceptional, (22)
"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. "
Borgo Argenina
Podere La Chiusella
Exterior

Podere La Chiusella

9.4 out of 10, Exceptional, (30)
Podere La Chiusella
Albergo Diffuso Borgo Santo
Seasonal outdoor pool

Albergo Diffuso Borgo Santo

The price is ฿8,366
฿9,392 total
includes taxes & fees
16 Oct - 17 Oct
Albergo Diffuso Borgo Santo
Castello di Modanella
Property entrance

Castello di Modanella

7.8 out of 10, Good, (16)
"Property is closing and looks like it. Very unfortunate, I was there 30 years ago with fond memories! Obviously I should have done more homework!! Very sad."
Castello di Modanella
Osteria del Borgo
Standard Room | Exterior

Osteria del Borgo

9.0 out of 10, Wonderful, (152)
"Parking was an issue. But the location was great. Giacamo and his staff were great. The restaurant is amazing. "
Osteria del Borgo
Borgo Lucignanello Bandini
Outdoor pool, pool umbrellas, pool loungers

Borgo Lucignanello Bandini

9.4 out of 10, Exceptional, (11)
"An incredible stay! The village was charming, the hotel was incredible and so hospitable - everything was amazing. We loved our stay! "
The price is ฿10,094
฿11,408 total
includes taxes & fees
13 Oct - 14 Oct
Borgo Lucignanello Bandini
Bellarmino Boutique Apartments
Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets

Bellarmino Boutique Apartments

The price is ฿3,596
฿4,108 total
includes taxes & fees
9 Oct - 10 Oct
Bellarmino Boutique Apartments
Casa Vacanze Le Fornaci
Terrace/patio

Casa Vacanze Le Fornaci

9.4 out of 10, Exceptional, (3)
"We absolutely loved our stay at this hotel. The suite was perfect and the restaurant had probably the best food I have had in Tuscany. We definitely plan to stay there again."
The price is ฿4,667
฿5,248 total
includes taxes & fees
3 Oct - 4 Oct
Casa Vacanze Le Fornaci
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

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

10/10 Excellent
"Delightful stay. The room was lovely, and the view from our private terrace was wonderful. Dinner was first rate. Easily walkable into San Quirico, short drive to Montalcino, Pienza, and Montalcino. Nice massage and spa. A very good value."
Charles 2-night trip
Posted 1 day ago
Casanova - Panoramic Rooms and Suites

Find out more about Santa Maria

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 an espresso 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 Arezzo Equestrian Centre, 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.