Montalcino Holiday Rentals from NZ$148: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Montalcino has to offer?

Borgo Argiano : This holiday home rental outside of Montalcino 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. 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 holiday 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

includes taxes & fees

25 Oct - 26 Oct

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

includes taxes & fees

7 Oct - 8 Oct

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

3. Palazzo Saloni

Montalcino

Michael

includes taxes & fees

4 Nov - 5 Nov

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

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

Montalcino

Anonymous traveller

includes taxes & fees

7 Oct - 8 Oct

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.

includes taxes & fees

5 Oct - 6 Oct

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

6. Corte Francigena - Apartments

Montalcino

Ivan

includes taxes & fees

2 Nov - 3 Nov

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

7. Podere Belsogno-camera Lavanda

Montalcino

Johannes S.

includes taxes & fees

7 Oct - 8 Oct

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

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

Montalcino

Sam

includes taxes & fees

5 Oct - 6 Oct

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

9. Bergamot with Garden

Montalcino

includes taxes & fees

8 Oct - 9 Oct

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

includes taxes & fees

7 Oct - 8 Oct

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

11. Coriander with Terrace

Montalcino

includes taxes & fees

6 Oct - 7 Oct

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

12. A typical Tuscan country house

Montalcino

includes taxes & fees

5 Oct - 6 Oct

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

13. Divina Suite Montalcino & Wine Experience

Montalcino

includes taxes & fees

3 Nov - 4 Nov

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.

includes taxes & fees

11 Oct - 12 Oct

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

15. Detached apartment

Montalcino

Isabelle M.

includes taxes & fees

11 Oct - 12 Oct

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

includes taxes & fees

5 Oct - 6 Oct

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

includes taxes & fees

6 Oct - 7 Oct

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

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

Montalcino

Angela B.

includes taxes & fees

3 Nov - 4 Nov

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

19. Borgo Lucignanello Bandini

Montalcino

Marc

includes taxes & fees

12 Oct - 13 Oct

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

includes taxes & fees

6 Oct - 7 Oct

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Top Montalcino Hotel Reviews

Precise Tale Poggio Alla Sala

10/10 Excellent

"Unbelievable stay at this beautiful property, excellent service and the restaurant was exceptional."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"

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

Everything you need to know about Montalcino holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montalcino holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montalcino holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montalcino holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montalcino. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montalcino holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montalcino holiday rentals we have selected for you start as low as NZ$148 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montalcino rentals

At Expedia, we put the best Montalcino holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Montalcino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montalcino holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montalcino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there holiday rentals in Montalcino?

Yes, there are holiday rentals in Montalcino close to Bosco della Ragnaia, or you can select 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 are some of the best holiday rentals that Montalcino has to offer?

Borgo Argiano: This holiday home rental outside of Montalcino 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. Another good choice for your trip to Montalcino is The House of Alice, charm and relaxation.

How many holiday rentals are there in Montalcino?

With 32 Expedia holiday rentals, you're guaranteed 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 holiday rental in Montalcino like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montalcino. Holiday rentals offer amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips or small group gatherings.

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Check prices for these dates

Our top choices for Montalcino holiday 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 holiday rentals that suit your style

Top Montalcino Hotel Reviews

Precise Tale Poggio Alla Sala

Castiglion del Bosco, A Rosewood Hotel

Palazzo Saloni

Hotel Athena

La Certosa di Pontignano

Podere Brizio

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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