Santa Maria Vacation Rentals

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Check prices for these dates

In two weeks
Oct 24 - Oct 26
In one month
Nov 7 - Nov 9
In two months
Dec 5 - Dec 7
In three months
Jan 2 - Jan 4

Vacation 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."
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 P6,957
P8,063 total
includes taxes & fees
Nov 4 - Nov 5
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 P4,249
P4,879 total
includes taxes & fees
Nov 2 - Nov 3
Abbadia Sicille Relais
Bosco della Spina
Aerial view

Bosco della Spina

9.6 out of 10, Exceptional, (164)
"We enjoyed the scenery and service! Clean and comfortable. "
Bosco della Spina
Bellarmino Boutique Apartments
Free WiFi, bed sheets

Bellarmino Boutique Apartments

The price is P6,015
P6,889 total
includes taxes & fees
Oct 9 - Oct 10
Bellarmino Boutique Apartments
Borgo Argiano
Terrace/patio

Borgo Argiano

10.0 out of 10, Exceptional, (69)
"Very comfortable stay. "
The price is P16,963
P19,203 total
includes taxes & fees
Nov 1 - Nov 2
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 P4,791
P5,543 total
includes taxes & fees
Oct 9 - Oct 10
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 P17,146
P19,133 total
includes taxes & fees
Nov 3 - Nov 4
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 P9,895
P11,158 total
includes taxes & fees
Oct 8 - Oct 9
Delcorto Suites
Borgo Argenina
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
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
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, sun 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 P14,102
P16,058 total
includes taxes & fees
Nov 3 - Nov 4
Borgo Lucignanello Bandini
Albergo Diffuso Borgo Santo
Seasonal outdoor pool

Albergo Diffuso Borgo Santo

The price is P15,033
P16,878 total
includes taxes & fees
Oct 16 - Oct 17
Albergo Diffuso Borgo Santo
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 P8,387
P9,430 total
includes taxes & fees
Oct 8 - Oct 9
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.
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Top Santa Maria Hotel Reviews

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

10/10 Excellent
"The perfect location. Gorgeous property. Excellent breakfast. "
LOURDES 3-night trip
Posted 4 days ago
Hotel Relais II Chiostro di Pienza

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 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.