Santa Maria Vacation Rentals

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Check prices for these dates

Tonight
Jul 30 - Jul 31
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Jul 31 - Aug 1
This weekend
Aug 1 - Aug 3
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Aug 8 - Aug 10

Vacation Rentals in Santa Maria

Casanova - Panoramic Rooms and Suites
Stroll through the serene courtyard, surrounded by lush greenery and beautifully lit by outdoor lights.

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (62)
"My fiancée and I enjoyed ourselves! It’s a beautiful place and I adored walking around in the nearby town. "
The price is ₩239,850
₩270,256 total
includes taxes & fees
Aug 26 - Aug 27
Casanova - Panoramic Rooms and Suites
Bosco della Spina
Surrounded by lush greenery and vineyards, this traditional complex offers a tranquil setting with a swimming pool and sun loungers.

Bosco della Spina

9.6 out of 10, Exceptional, (158)
"We enjoyed the scenery and service! Clean and comfortable. "
The price is ₩206,573
₩240,077 total
includes taxes & fees
Aug 25 - Aug 26
Bosco della Spina
Hotel San Gregorio
Enjoy dining under a shaded pergola surrounded by lush greenery and brick walls.

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (121)
"Fabulous location just outside the entrance to the main part of town. Property is stylish in an olde worlde way, perfect for relaxation."
The price is ₩280,418
₩318,095 total
includes taxes & fees
Aug 6 - Aug 7
Hotel San Gregorio
Abbadia Sicille Relais
Relax in a serene outdoor space surrounded by lush greenery and tall trees, featuring a cozy fire pit and comfortable seating.

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 ₩219,345
₩246,095 total
includes taxes & fees
Jul 31 - Aug 1
Abbadia Sicille Relais
Il Tosco
Wander through historic streets lined with traditional stone buildings and arched doorways.

Il Tosco

10.0 out of 10, Exceptional, (111)
"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 ₩402,791
₩449,491 total
includes taxes & fees
Aug 2 - Aug 3
Il Tosco
Residenza Fabroni
Stunning staircase with a grand, curved ceiling and elegant details.

Residenza Fabroni

8.8 out of 10, Excellent, (88)
"We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep."
The price is ₩119,321
₩137,674 total
includes taxes & fees
Aug 4 - Aug 5
Residenza Fabroni
Osteria del Borgo
Enjoy a panoramic view of the rolling hills and stone tower from the large arched window.

Osteria del Borgo

9.2 out of 10, Wonderful, (146)
"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 Argiano
Relax and socialize in this serene outdoor space, surrounded by breathtaking views and comfortable seating.

Borgo Argiano

10.0 out of 10, Exceptional, (66)
"Very comfortable stay. "
Borgo Argiano
Castello di Modanella
Stroll through the historic entrance, lined with lush greenery and soft lighting.

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."
The price is ₩192,712
₩266,564 total
includes taxes & fees
Jul 31 - Aug 1
Castello di Modanella
Podere La Chiusella
Relax by the pool surrounded by lounge chairs and umbrellas in a serene outdoor space.

Podere La Chiusella

9.4 out of 10, Exceptional, (30)
The price is ₩157,514
₩179,683 total
includes taxes & fees
Jul 31 - Aug 1
Podere La Chiusella
Borgo Argenina
Panoramic Apartment, 2 Bedrooms, Balcony, Hill View | Terrace/patio

Borgo Argenina

9.8 out of 10, Exceptional, (21)
"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. "
The price is ₩427,016
₩482,560 total
includes taxes & fees
Aug 4 - Aug 5
Borgo Argenina
Albergo Diffuso Borgo Santo
Relax by the serene pool surrounded by lush greenery and tall trees.

Albergo Diffuso Borgo Santo

The price is ₩397,318
₩445,077 total
includes taxes & fees
Jul 31 - Aug 1
Albergo Diffuso Borgo Santo
Podere Vesta
Relax by the pool surrounded by comfortable lounge chairs and shaded umbrellas.

Podere Vesta

4.0 star property
9.2 out of 10, Wonderful, (19)
"Meget smukke omgivelser Lækker pool"
Podere Vesta
Borgo Lucignanello Bandini
Relax by the infinity pool overlooking the surrounding hills.

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! "
Borgo Lucignanello Bandini
Castello di Gargonza
Enjoy dining under the stars in our beautifully set outdoor area.

Castello di Gargonza

3.0 star property
9.2 out of 10, Wonderful, (39)
"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."
The price is ₩305,012
₩340,329 total
includes taxes & fees
Jul 31 - Aug 1
Castello di Gargonza
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

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"AMAZING! Gorgeous! I would recommend to everyone!"
Alyssa 1-night trip
Posted 14 hours ago
Villa di Piazzano - Small Luxury Hotel of the World

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: You might want to consider this vacation home rental near Santa Maria, which 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 electric kettle. 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 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 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.