Search Holiday Rentals in Santa Maria

    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

In two weeks
12 Sep - 14 Sep
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Top Holiday Rentals in Santa Maria

Our top choices for Santa Maria holiday rentals

Hotel San Gregorio
Breakfast, lunch, dinner served; local cuisine

Hotel San Gregorio

3.0 star property
9.4 out of 10, Exceptional, (123)
"Such friendly staff, loved Pienza and the property was such a good location! "
Hotel San Gregorio
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, (65)
"My fiancée and I enjoyed ourselves! It’s a beautiful place and I adored walking around in the nearby town. "
The price is 4.807.838 ₫
5.410.996 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Casanova - Panoramic Rooms and Suites
Bosco della Spina
Aerial view

Bosco della Spina

9.6 out of 10, Exceptional, (162)
"We enjoyed the scenery and service! Clean and comfortable. "
Bosco della Spina
Borgo Argiano
Terrace/patio

Borgo Argiano

10.0 out of 10, Exceptional, (68)
"Very comfortable stay. "
The price is 16.704.903 ₫
18.622.481 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Borgo Argiano
Residenza Fabroni
Lobby

Residenza Fabroni

8.8 out of 10, Excellent, (89)
"We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep."
The price is 2.143.168 ₫
2.479.767 ₫ total
includes taxes & fees
15 Sept - 16 Sept
Residenza Fabroni
Abbadia Sicille Relais
View from room

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (159)
"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "
The price is 5.458.375 ₫
6.096.871 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Abbadia Sicille Relais
Delcorto Suites
Interior

Delcorto Suites

10.0 out of 10, Exceptional, (25)
"Exceptional service great building felt like a Medici!"
The price is 5.309.534 ₫
5.964.030 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Delcorto Suites
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 7.670.441 ₫
8.559.767 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Il Tosco
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 9.310.137 ₫
10.485.715 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Borgo Lucignanello Bandini
Albergo Diffuso Borgo Santo
Seasonal outdoor pool

Albergo Diffuso Borgo Santo

The price is 10.192.337 ₫
11.366.000 ₫ total
includes taxes & fees
10 Sept - 11 Sept
Albergo Diffuso Borgo Santo
Osteria del Borgo
Standard Room | Exterior

Osteria del Borgo

9.2 out of 10, Wonderful, (148)
"Jacopo and his family were super friendly, the restaurant is the best in Montepulciano and the views are breathtaking. If we come back we will stay at Osteria del Borgo again without a doubt. "
Osteria del Borgo
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
Castello di Modanella
Property entrance

Castello di Modanella

7.6 out of 10, Good, (14)
"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
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.
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

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Este hotel es excepcionalmente bello, unico y perfecto para unas vacaciones en la Toscana. La propiedad esta impecable al igual que las habitaciones, super limpias, cómodas y A/C super fuerte (no muy comunes en Europa) Staff fue muy amable y la cena espectacular. Es un deleite caminar la propiedad. Literalmente en cada metro puede tomarte una foto de ensueños. Recomendamos este hotel 200%. Esta a solo minutos de Cortona una linda ciudad para visitar. Villa de Piazzano te dejara en shock con su belleza desde que vienes por la carretera entre una hilera interminable de pinos cipreses. Simplemente Stunning."
Madeline 1-night trip
Posted 5 days ago
Villa di Piazzano - Small Luxury Hotel of the World

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.

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.