Search Holiday Rentals in Santa Maria

Q: 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 kitchenware. You can relax into your holiday with a garden and a library.

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Dates

November 2026

December 2026

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Our top choices for Santa Maria holiday rentals

A covered corridor with brick columns, potted plants, and a view of a lush landscape.

1. Abbadia Sicille Relais

Trequanda

Robert

Rp1.348.511 total

includes taxes & fees

26 Nov - 27 Nov

A spa area with a stone-walled arch, a hot tub, and a small window.

2. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

Rp2.263.644 total

includes taxes & fees

22 Nov - 23 Nov

A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

3. Castello di Gargonza

Monte San Savino

Iain

Rp5.538.169 total

includes taxes & fees

5 Dec - 6 Dec

A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

4. Villa Fontis Rapolano

Rapolano Terme

Barbara

Rp1.604.506 total

includes taxes & fees

12 Nov - 13 Nov

A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

5. RESIDENCE LECCIO

Asciano

Corey

Rp1.643.713 total

includes taxes & fees

11 Nov - 12 Nov

A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

6. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

Rp1.689.166 total

includes taxes & fees

18 Nov - 19 Nov

A stone building with a sloped roof, a small porch, and a gravel driveway.

7. Podere La Chiusella

Rapolano Terme

"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...

Kevin

Rp2.147.301 total

includes taxes & fees

11 Nov - 12 Nov

A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

8. La Murata

Rapolano Terme

Elizabeth

Rp2.805.870 total

includes taxes & fees

11 Nov - 12 Nov

An arched stone bridge with a white building on the right, featuring a balcony with plants.

9. Locanda Antico Borgo

Civitella in Val di Chiana

"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "

Mr Andy

Rp2.318.068 total

includes taxes & fees

11 Nov - 12 Nov

10. iConic Wellness Resort

Arezzo

Wade

Rp1.590.470 total

includes taxes & fees

2 Dec - 3 Dec

A patio area with outdoor seating, potted plants, and a view of the landscape.

11. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

Rp2.651.669 total

includes taxes & fees

11 Nov - 12 Nov

A person in a swimming pool with a view of trees and distant hills.

12. Albergo Diffuso Borgo Santo

Asciano

David

Rp4.051.985 total

includes taxes & fees

11 Nov - 12 Nov

13. Palazzo Tarlati Residenza d'Epoca

Civitella in Val di Chiana

"Small family-owned inn located in center of Civitella in Val di Chiana. Room was comfortable and included all we needed. It was cold upon check-in which the co-owner tried to remedy with a space heater. It took a while. The room warmed up after the first night. The other co-owner kindly offered me our first night complimentary. (Thank you again.). The breakfast was simple and included fruit, juice, yogurt, sliced cheese and cold cut, packages sweets, tea, coffee and water. The owners were...

Marco

Rp3.225.139 total

includes taxes & fees

13 Nov - 14 Nov

A stone building with a gravel driveway and lush greenery.

14. Luxury resort in the Tuscan countryside

Trequanda

Kjell Audun

Rp4.488.062 total

includes taxes & fees

19 Nov - 20 Nov

A stone-paved courtyard with a wrought iron gate, a brick building, and a tree.

15. B&B Le Logge Di Sopra

Asciano

Rp2.148.749 total

includes taxes & fees

24 Nov - 25 Nov

16. San Michele al Borgo

Castiglion Fiorentino

Vern

Rp2.723.226 total

includes taxes & fees

11 Nov - 12 Nov

A crowded restaurant with brick walls and multiple tables and chairs.

17. La Locanda di San Francesco

Montepulciano

Colin

Rp3.104.115 total

includes taxes & fees

26 Nov - 27 Nov

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

18. Hotel San Gregorio

Pienza

Michael

Rp2.835.442 total

includes taxes & fees

16 Nov - 17 Nov

A terrace with a table set for breakfast, overlooking a scenic landscape.

19. Delcorto Suites

Montepulciano

Denise

Rp3.503.063 total

includes taxes & fees

11 Nov - 12 Nov

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Find holiday rentals that suit your style

Top Santa Maria Hotel Reviews

A room with a piano, stone walls, a wooden cabinet, and a bench.

Antico Granaione

Rapolano Terme

10/10 Excellent

Caroline

A stone building with a courtyard and a canal.

Palazzo Brandano

Trequanda

10/10 Excellent

Andrew

A restaurant with glass walls, tables set with white tablecloths, and chairs.

La Cantina Relais - Fattoria Il Cipresso

Arezzo

10/10 Excellent

Ronald

An aerial view of a vineyard estate with rows of grapevines, a swimming pool, and a red building.

Podere La Rocca

Montepulciano

10/10 Excellent

Giovanni

A large estate with multiple buildings, a swimming pool, and expansive green fields.

Borgo Sant'Ambrogio Resort

Trequanda

10/10 Excellent

Elizabeth

A swimming pool with steps leading into it, surrounded by red lounge chairs and an umbrella.

Hotel Forum

Foiano della Chiana

10/10 Excellent

Stuart

A stone building with outdoor seating and a pool in the background.

B&B Country House Poggio del Drago

Civitella in Val di Chiana

10/10 Excellent

My husband and I had a wonderful stay at Poggio del Drago - Emanuele is a perfect host and made us feel very welcome throughout our stay. The room itself was lovely - recently renovated and looking lovely. The pool is perfectly located, overlooking the olive groves and with plenty of loungers for all guests. Breakfast was great - a large breakfast table where all guests sat together and took breakfast - an array of sliced meats, cereals, and also a coffee machine to make yourself a cappuccino or...

katy

A table set with a bottle of wine, two wine glasses, and a vase with flowers.

Poggio Paradiso Resort & Spa

Torrita di Siena

10/10 Excellent

Giulio

A spacious dining area with a long wooden table, multiple chairs, and hanging wicker lamps.

Agriturismo Antica Corte

Montepulciano

10/10 Excellent

Farah

A person in a white robe standing by a window with a view of mountains.

Locanda agli Amici

Cortona

10/10 Excellent

Our overall experience at this hotel has been amazing from start to finish, Silvia make us feel so welcome and went out of her way to make our stay one we will remember. At check in I mentioned I was gluten intolerance the next day at breakfast there was a homemade GF cake. So helpful with local information. Our room was spacious and the bathroom had an amazing shower all cleaned to a high standard. Beautiful pool and terrance area. We will be going back.

Sarah

A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.

Il Gentiluomo Hotel & SPA

Arezzo

10/10 Excellent

Thomas Ezio

A brick building with a sign reading "SVETONI Wine Resort" at its entrance.

Villa Svetoni Wine Resort

Montepulciano

10/10 Excellent

Katie

Find out more about Santa Maria

Search for holiday rentals in Santa Maria on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in Santa Maria using one of the methods below:

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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 kitchenware. 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.

Search Holiday Rentals in Santa Maria

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Santa Maria holiday rentals

1. Abbadia Sicille Relais

2. DormiVeglia B&B

3. Castello di Gargonza

4. Villa Fontis Rapolano

5. RESIDENCE LECCIO

6. Artisti del Cavallo Tourism

7. Podere La Chiusella

8. La Murata

9. Locanda Antico Borgo

10. iConic Wellness Resort

11. Affitacamere Maria Gabriella

12. Albergo Diffuso Borgo Santo

13. Palazzo Tarlati Residenza d'Epoca

14. Luxury resort in the Tuscan countryside

15. B&B Le Logge Di Sopra

16. San Michele al Borgo

17. La Locanda di San Francesco

18. Hotel San Gregorio

19. Delcorto Suites

Find holiday rentals that suit your style

Top Santa Maria Hotel Reviews

Antico Granaione

10/10 Excellent

Find out more about Santa Maria

Frequently Asked Questions

Can I find a holiday rental in Santa Maria?

What are some of the best holiday rentals that Santa Maria has to offer?

How many holiday rentals are there in Santa Maria?

What’s there to see and do in Santa Maria?

What’s a holiday rental in Santa Maria like?