A historic town with terracotta-roofed buildings, prominent towers, and lush greenery.

Torrita di Siena Vacation Rentals

Dates

November 2026

December 2026

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Our top choices for Torrita di Siena vacation rentals

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

1. Abbadia Sicille Relais

Trequanda

Robert

￥11,364 total

includes taxes & fees

Dec 10 - Dec 11

A hotel room with a bed, a chair, a lamp, and a view of the outdoors.

2. La Locanda di San Francesco

Montepulciano

Colin

￥26,490 total

includes taxes & fees

Nov 25 - Nov 26

A balcony with a view of a historic town, featuring terracotta-roofed buildings and a prominent church tower.

3. Meublé Il Riccio

Montepulciano

Christopher

￥25,066 total

includes taxes & fees

Nov 17 - Nov 18

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

4. Delcorto Suites

Montepulciano

Denise

￥30,316 total

includes taxes & fees

Nov 10 - Nov 11

A swimming pool with a water feature, surrounded by greenery and a table with chairs.

5. Hotel San Gregorio

Pienza

Michael

￥24,842 total

includes taxes & fees

Nov 16 - Nov 17

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a lamp, and a window with sheer curtains.

6. Bed & Breakfast Vicolo dell'Oste

Montepulciano

Melissa

￥17,520 total

includes taxes & fees

Nov 10 - Nov 11

A window with a view of a green landscape and hills.

7. Il Tosco

Montepulciano

Valerie

￥39,557 total

includes taxes & fees

Dec 10 - Dec 11

A stone building with a tiled roof, surrounded by tall trees and a gravel path.

8. montorio

Montepulciano

Joseph

￥21,527 total

includes taxes & fees

Nov 10 - Nov 11

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

9. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

￥21,537 total

includes taxes & fees

Nov 18 - Nov 19

An arched doorway leading to a building with a wooden door and a staircase.

10. Residenza Fabroni

Montepulciano

Marc

￥16,282 total

includes taxes & fees

Nov 11 - Nov 12

A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

11. L'Olmo

Pienza

Michelle

A pool area with lounge chairs and umbrellas, surrounded by tall cypress trees and a view of distant hills.

12. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

Oscar

￥30,233 total

includes taxes & fees

Nov 18 - Nov 19

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

13. Castello di Gargonza

Monte San Savino

Iain

￥48,519 total

includes taxes & fees

Nov 12 - Nov 13

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

14. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

￥14,658 total

includes taxes & fees

Nov 10 - Nov 11

A breakfast table with a teapot, a cup, a plate with croissants, and a fruit bowl.

15. Bellarmino Boutique Apartments

Montepulciano

Abel

￥13,115 total

includes taxes & fees

Nov 24 - Nov 25

A stone building with a gravel driveway and lush greenery.

16. Luxury resort in the Tuscan countryside

Trequanda

Kjell Audun

￥38,934 total

includes taxes & fees

Nov 13 - Nov 14

A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

17. PienzaLettings Suites

Pienza

Pearlyn

￥15,309 total

includes taxes & fees

Dec 10 - Dec 11

A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

18. TuscanyLettings Studio&Room

Pienza

Lucas

￥14,438 total

includes taxes & fees

Dec 9 - Dec 10

A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

19. Idolina Guest House

Montalcino

Jaiden

￥17,992 total

includes taxes & fees

Dec 10 - Dec 11

A traditional stone building with multiple windows and doors, a courtyard with a table and chairs, and a clear blue sky with clouds.

20. Casa Gioia - Casa Olivieri

Pienza

Nancy

￥15,010 total

includes taxes & fees

Dec 8 - Dec 9

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Find vacation rentals that suit your style

Top Torrita di Siena Hotel Reviews

Terra Antica Resort

Montepulciano

10/10 Excellent

Nikhil

A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.

Lupaia

Torrita di Siena

10/10 Excellent

This was the most amazing place to stay! This was our favorite stop on a 30-day trip to Greece, Italy and Switzerland. The surrounding countryside is stunning. Our room had a Turkish Bath - what a fun experience. We were a couple of weeks in to our vacation, and we were ready for some down time. Having a private little garden, overlooking the Tuscan hillside was WONDERFUL. The dinner we had on site was one of the best of our entire trip. Breakfast in the morning was an incredible display...

KC Traveler

A rustic brick wall with a lantern and a metal archway overlooking a lush valley.

LaChiusa Tuscany

Torrita di Siena

10/10 Excellent

Concierge, Luigi is wonderful can do anything. The view across the valley to Montepulciano is worth a special journey in itself. The restaurant is expensive , but a must do at least once. Great, more typical restaurants a few blocks away in little village of Montefollonico. Youre an hour from Montalcino, half hour from Abbey of Monte Oliveto Maggiore, half hour from Montipulciano, hour from Florence by autostrada. Siena is also close by car.

La Chiusa

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

Our stay at Podere La Rocca was fabulous! The property is located in the rolling Tuscan hills just outside Montepulciano. The property is a working farm and vineyard with an onsite restaurant and pool. Our room was comfortable and clean. The bathroom was huge with a new jetted tub. We stayed on the second floor in a building with a large communal room with a fireplace. On the first floor of the same building was a rec room with a pool table. What made the stay was our experience at the...

Relais Val d'Orcia

Pienza

10/10 Excellent

Justine

A garden pathway leading to a building with a yellow facade and arched windows.

Residenza Dei Ricci Relais

Chiusi

10/10 Excellent

My husband and I spent one night at Residenza dei Ricci last weekend and cannot wait to return. It is ideally situated for exploring Chiusi and the surrounding area. Our short time spent under the care of Donatella and Raffaele was one of the best travel experiences we have ever had. They are talented, congenial and generous hosts. The residenza is beautifully appointed with all the amenities one would expect at a luxury hotel -- combined with all the warmth one feels while staying at the home...

Tim

A courtyard with outdoor seating, a building with multiple windows, and a stone wall.

Palazzo Saloni

Montalcino

10/10 Excellent

My husband and I spent 6 fabulous nights here. From the moment I made the reservation, I felt in good hands with great communication about any question I had. The front desk can assist with wine excursions, spa, cooking class and even are connected with a nice local gym you can attend for a small fee. We rented a car and it is a big bonus that this property has on-site parking included in the rate. The Palazzo is located in a prime location, also easy to get in and out which can be tricky in...

Laura

A greenhouse-style dining area with tables and chairs, surrounded by greenery and string lights.

La Cantina Relais - Fattoria Il Cipresso

Arezzo

10/10 Excellent

Steve

A person relaxing in a hot tub with a view of a vineyard and mountains in the background.

Villa Le Prata - Residenza del Vescovo

Montalcino

10/10 Excellent

Valentin Y.

La Locanda di San Francesco

Montepulciano

10/10 Excellent

Roy

Meublé Il Riccio

Montepulciano

10/10 Excellent

Slimane

A villa with a swimming pool, surrounded by trees and hills.

Castiglion del Bosco, A Rosewood Hotel

Montalcino

10/10 Excellent

KEDARNATH

A dining table with two wine glasses, a candle, and a bottle of champagne, overlooking a swimming pool and a tree.

Agriturismo Merigge Wellness & Spa

Montepulciano

10/10 Excellent

Francisco

A hotel room with a classic design, featuring a large bed, a sitting area with a table and chairs, and a wooden door with a brass handle.

Palazzo Carletti

Montepulciano

10/10 Excellent

Naomi

A spacious living room with a leather sofa, a wooden coffee table, and a view through large arched windows.

Relais Villa Grazianella - UNA Esperienze

Montepulciano

10/10 Excellent

We were the only guests for 2 nights out of 3, at this lovely B&B on the estate of one of the best wineries in Tuscany. We had sumptuous room with a living room, bedroom and bathroom (nice shower!) all to ourselves. The staff were local women, who made a wonderful breakfast every day and told us of the life in Tuscany. The place was spotless, the food great, and it was so relaxing to come " home" to the vineyards every night, after seeing hordes of people in the towns we explored. One could...

RAP

A bedroom with a bed, a chair, a table, and a stone wall.

Dimora delle Muse

Montalcino

10/10 Excellent

Anonymous traveler

A corridor with a large arched doorway, a white door labeled "202", and a sofa with a geometric pattern.

SUGAR ROOMS Residenza d' Epoca

Arezzo Centro Storico

10/10 Excellent

Patricia

Find out more about Torrita di Siena

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Frequently Asked Questions

Are there vacation rentals in Torrita di Siena?

Yes, we have vacation rentals close to the most popular local attractions in Torrita di Siena, or you can choose a more secluded option if you're looking for a relaxing stay. Torrita di Siena is known for its restaurants.

What are some of the best vacation home rentals that Torrita di Siena has to offer?

Villa Banditello, secluded, panoramic view over Montepulciano valley.: This highly rated vacation home rental in Torrita di Siena is located in a rural location and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

How many vacation rentals are there in Torrita di Siena?

Expedia has 11 vacation rentals for your stay in Torrita di Siena.

What can I see and do in Torrita di Siena?

While you're exploring the area, Val di Chiana and Terme di Montepulciano Spa are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Valdichiana Outlet Village and Palazzo Avignonesi.

What are vacation rentals like in Torrita di Siena?

Vacation rentals are private accommodations you can stay in for a few days or a quick weekend in Torrita di Siena. Vacation rentals offer extras like laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.

Torrita di Siena Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Torrita di Siena vacation rentals

1. Abbadia Sicille Relais

2. La Locanda di San Francesco

3. Meublé Il Riccio

4. Delcorto Suites

5. Hotel San Gregorio

6. Bed & Breakfast Vicolo dell'Oste

7. Il Tosco

8. montorio

9. Affitacamere Maria Gabriella

10. Residenza Fabroni

11. L'Olmo

12. Casanova - Panoramic Rooms and Suites

13. Castello di Gargonza

14. Artisti del Cavallo Tourism

15. Bellarmino Boutique Apartments

16. Luxury resort in the Tuscan countryside

17. PienzaLettings Suites

18. TuscanyLettings Studio&Room

19. Idolina Guest House

20. Casa Gioia - Casa Olivieri

Find vacation rentals that suit your style

Top Torrita di Siena Hotel Reviews

Terra Antica Resort

10/10 Excellent

Find out more about Torrita di Siena

Frequently Asked Questions

Are there vacation rentals in Torrita di Siena?

What are some of the best vacation home rentals that Torrita di Siena has to offer?

How many vacation rentals are there in Torrita di Siena?

What can I see and do in Torrita di Siena?

What are vacation rentals like in Torrita di Siena?