Montalcino Vacation Rentals from CA $119: Short-Term Rentals for 2026

Q: What's the top vacation rental that Montalcino has to offer?

Borgo Argiano : You might want to consider this vacation rental near Montalcino, 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 kitchenware. You can relax into your vacation with a garden and a library. Another good choice for your trip to Montalcino is The House of Alice, charm and relaxation .

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Our top choices for Montalcino vacation rentals

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

1. Idolina Guest House

Montalcino

Bradley

CA $160 total

includes taxes & fees

Nov 3 - Nov 4

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

2. B&B Le Scalette di Piazza

Montalcino

François

CA $211 total

includes taxes & fees

Oct 7 - Oct 8

A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

3. Palazzo Saloni

Montalcino

Michael

CA $370 total

includes taxes & fees

Nov 4 - Nov 5

A room with a large window, a mirror, and white orchids.

4. Montalcino your Tuscan home - Casa Vacanza Via Spagni 44

Montalcino

Anonymous traveller

A terrace with a table set for tea, featuring a teapot, cups, and pastries. A clock tower is visible in the background.

5. Charming apartment in the historic center with large terrace and beautiful view

Montalcino

Marco R.

CA $277 total

includes taxes & fees

Oct 6 - Oct 7

A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

6. Corte Francigena - Apartments

Montalcino

Ivan

CA $199 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

7. Podere Belsogno-camera Lavanda

Montalcino

Johannes S.

CA $225 total

includes taxes & fees

Oct 7 - Oct 8

A narrow street with outdoor seating, potted plants, and traditional buildings.

8. Room 'Camera Rossa' with Shared Terrace and Wi-Fi

Montalcino

Sam

CA $222 total

includes taxes & fees

Oct 11 - Oct 12

A modern dining area with a round wooden table, black chairs, and a white vase centerpiece.

9. Bergamot with Garden

Montalcino

CA $257 total

includes taxes & fees

Oct 12 - Oct 13

An outdoor patio with tables and chairs, surrounded by greenery and a scenic view of hills and fields.

10. Podere Belsogno-apartment rose garden

Montalcino

"We stayed for six nights. Pros: clean, garden view is good. Cons: 1. When we are still sleeping at 10am, the staff unlock the door to come inside, it is so Scary. Lucky, we are still wearing clothes. 2. WiFi is unavailable. Staff do not reply message to solve. 3. Noisy at mid-nights ( TV sounds, lady laugh sounds, footsteps & refrigerator sounds) 4. The photo and description are misleading. There is not any bedroom. The photo is showed that the bedroom door is opening. In fact, the door...

Tsz Yeung

CA $221 total

includes taxes & fees

Oct 9 - Oct 10

A modern kitchen with a built-in oven, a sink, and a countertop.

11. Coriander with Terrace

Montalcino

CA $257 total

includes taxes & fees

Oct 6 - Oct 7

A pathway leading to a building with stone walls and a tree.

12. A typical Tuscan country house

Montalcino

CA $212 total

includes taxes & fees

Nov 5 - Nov 6

A modern dining area with a wooden table, chairs, and a vase of flowers.

13. Divina Suite Montalcino & Wine Experience

Montalcino

CA $383 total

includes taxes & fees

Oct 10 - Oct 11

A wooden bench with a white towel and two bottles of olive oil, a potted plant, and a view of a stone building with green shutters.

14. Il Borghetto - La Ghibellina Townhouse, private apartment with balcony

Castelnuovo dell'abate

Matt D.

CA $261 total

includes taxes & fees

Oct 11 - Oct 12

A stone building with a large arched door, a metal railing, and a gravel pathway.

15. Detached apartment

Montalcino

Isabelle M.

CA $362 total

includes taxes & fees

Oct 11 - Oct 12

A swimming pool with a wooden deck and lounge chairs, surrounded by a scenic landscape with hills and a clear sky.

16. Agritourism in val d'orcia

montalcino

CA $550 total

includes taxes & fees

Oct 6 - Oct 7

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

17. Il Borghetto - The House of Elba, rooftop panoramic terrace

Castelnuovo dell'Abate

CA $261 total

includes taxes & fees

Oct 6 - Oct 7

A view of a hillside with a building, trees, and a clear sky.

18. Apartment 'Casa Francesca' with Hills View & Courtyard

Montalcino

Angela B.

CA $398 total

includes taxes & fees

Nov 3 - Nov 4

A rustic dining area with a brick fireplace, wooden furniture, and hanging lanterns.

19. Borgo Lucignanello Bandini

Montalcino

Marc

CA $521 total

includes taxes & fees

Oct 13 - Oct 14

A narrow street with historic buildings, a bench, and a sign for 'La Lega di Montis.'

20. Locanda di Montisi Grancia Room among the Hills of Montalcino

Montisi

CA $163 total

includes taxes & fees

Oct 6 - Oct 7

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Top Montalcino Hotel Reviews

Precise Tale Poggio Alla Sala

10/10 Excellent

"A beautiful, luxury estate in the countryside. While we traveled as a couple, it seemed a popular destination for families with children. The restaurant on site was excellent and the rooms were well appointed and comfortable. We stayed in a junior suite which had stairs from the living room/bathroom up to the bedroom loft. *something to be aware of when booking"

Castiglion del Bosco, A Rosewood Hotel

8/10 Good

"Although the property and the staff were great, our room was a bit of a disappointment. Junior Sweet was just a giant room with furniture that was uncomfortable to use. In general the room needs an update. Not exactly what we expected. We unfortunately had a neighbor who opened up the gate outside in between our terrace which should have never happen if it had been locked. He did that because he said my husbands iPad was too loud when in fact, his was too loud and my husband who had headphones on could not hear his show so took them off so he could hear it. Needless to say we avoided our terrace after that. Shout out to Chiara and Samantha who took a desert request seriously and made two of my evenings! Michael and David’s were also wonderful!"

Le Ragnaie

10/10 Excellent

"This was a top-notch stay from beginning to end. We stayed 3 nights in the panoramic suite. Every night we watched the sunset. The suite was incredible!! We even made dinner one night. The staff were so helpful - even when my husband thought he lost his backpack! Juliana helped us find it! The owner was gracious and told us we could walk through the vineyards. It was the last day of harvest when we did. Great breakfast with lots of variety. Best stay! Can’t wait to come back!!! Grazie mille!"

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."

Find out more about Montalcino

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Montalcino. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Montalcino?

Yes, you can find vacation rentals in Montalcino close to Bosco della Ragnaia, or you can choose a more secluded option if you're looking for a relaxing stay. Discover why Montalcino is known for its spas and countryside. While you're here, grab a bite or have a drink at the wineries.

What's the top vacation rental that Montalcino has to offer?

Borgo Argiano: You might want to consider this vacation rental near Montalcino, 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 kitchenware. You can relax into your vacation with a garden and a library. Another good choice for your trip to Montalcino is The House of Alice, charm and relaxation.

How many vacation rentals are there in Montalcino?

With 32 Expedia vacation rentals, you're sure to find just the right place for your Montalcino stay.

What’s there to see and do in Montalcino?

Enjoy the outdoors at Val di Merse and Val di Chiana, or simply take in cultural attractions like Civic and Diocesan Museum of Sacred Art of Montalcino and Museum of Brunello. Other places in town to visit include Fortress of Montalcino and Tenuta Greppo Franco Biondi Santi.

What’s a vacation rental in Montalcino like?

Vacation rentals are privately owned properties you can book for several days or longer in Montalcino. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.

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Check prices for these dates

Our top choices for Montalcino vacation rentals

1. Idolina Guest House

2. B&B Le Scalette di Piazza

3. Palazzo Saloni

4. Montalcino your Tuscan home - Casa Vacanza Via Spagni 44

5. Charming apartment in the historic center with large terrace and beautiful view

6. Corte Francigena - Apartments

7. Podere Belsogno-camera Lavanda

8. Room 'Camera Rossa' with Shared Terrace and Wi-Fi

9. Bergamot with Garden

10. Podere Belsogno-apartment rose garden

11. Coriander with Terrace

12. A typical Tuscan country house

13. Divina Suite Montalcino & Wine Experience

14. Il Borghetto - La Ghibellina Townhouse, private apartment with balcony

15. Detached apartment

16. Agritourism in val d'orcia

17. Il Borghetto - The House of Elba, rooftop panoramic terrace

18. Apartment 'Casa Francesca' with Hills View & Courtyard

19. Borgo Lucignanello Bandini

20. Locanda di Montisi Grancia Room among the Hills of Montalcino

Find vacation rentals that suit your style

Top Montalcino Hotel Reviews

Precise Tale Poggio Alla Sala

Castiglion del Bosco, A Rosewood Hotel

Palazzo Saloni

La Certosa di Pontignano

Podere Brizio

Hotel Minerva

Le Ragnaie

Grand Hotel Continental Siena – Starhotels Collezione

Castello di Velona Resort Thermal SPA & Winery

Find out more about Montalcino

Frequently asked questions

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