Holiday Rentals Montalcino from ฿3,021: Find Short-Term Rentals & Holiday Accommodations

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 an espresso maker. You can relax into your holiday with a garden and a library.

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Our top choices for Montalcino holiday rentals

Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets

1. B&B Le Scalette di Piazza

Montalcino

Chris

฿5,599 total

includes taxes & fees

23 Aug - 24 Aug

2. Palazzo Saloni

Montalcino

Victoria

฿12,266 total

includes taxes & fees

18 Aug - 19 Aug

3. Idolina Guest House

Montalcino

Bradley

฿4,511 total

includes taxes & fees

31 Aug - 1 Sept

4. Corte Francigena - Apartments

Montalcino

Hanna

฿6,535 total

includes taxes & fees

30 Aug - 31 Aug

5. Borgo Lucignanello Bandini

Montalcino

Marc

฿14,495 total

includes taxes & fees

8 Sept - 9 Sept

6. Meublé Il Riccio

Montepulciano

Marlenne

฿6,164 total

includes taxes & fees

22 Aug - 23 Aug

7. B&B Il Corso

Siena City Centre

Katherine

฿4,423 total

includes taxes & fees

21 Aug - 22 Aug

8. A Casa Mastacchi

Siena City Centre

Christina

฿4,931 total

includes taxes & fees

17 Aug - 18 Aug

Superior Penthouse, City View | Desk, laptop workspace, soundproofing, iron/ironing board

9. The Altana- Siena Views

Siena City Centre

฿15,722 total

includes taxes & fees

13 Sept - 14 Sept

Comfort Studio, Hill View | Soundproofing, iron/ironing board, free WiFi

10. Belvedere Nada

San Rocco A Pilli

฿7,334 total

includes taxes & fees

24 Aug - 25 Aug

Couples treatment room(s), sauna, hot tub, steam room, body treatments

11. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

San Quirico d'Orcia

Elena

฿4,448 total

includes taxes & fees

17 Aug - 18 Aug

12. Hotel San Gregorio

Pienza

Nancy

฿8,579 total

includes taxes & fees

25 Aug - 26 Aug

13. La Locanda di San Francesco

Montepulciano

Isabelle

฿5,944 total

includes taxes & fees

27 Aug - 28 Aug

14. Siena Vip

Siena City Centre

Andrew

฿4,756 total

includes taxes & fees

18 Aug - 19 Aug

15. Delcorto Suites

Montepulciano

Melissa Hyun Joo

฿7,262 total

includes taxes & fees

18 Aug - 19 Aug

16. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

Jarkko

฿6,902 total

includes taxes & fees

31 Aug - 1 Sept

17. Bed & Breakfast Vicolo dell'Oste

Montepulciano

Shelly

฿4,916 total

includes taxes & fees

22 Aug - 23 Aug

18. Residenza Fabroni

Montepulciano

Nicholas

฿3,021 total

includes taxes & fees

18 Aug - 19 Aug

19. La Piccola Locanda

Chiusi

Jeffery

฿4,557 total

includes taxes & fees

17 Aug - 18 Aug

20. Bosco della Spina

Murlo

Lizl

฿5,990 total

includes taxes & fees

14 Sept - 15 Sept

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Top Montalcino Hotel Reviews

Monastero di Cortona Hotel & Spa

8/10 Good

"Great property, location and views.The staff is running a bit thin but helpful...Some training re. customer service attention could be improved, management is clearly not on top for oversight or direct feedback from guests (some supposedly G.M. women passed through the lobby on her way to her week end as we were checking in without bothering to take the opportunity to greet us...never to be seen again for the next 2 days !).The parking and directions are not very practical, the restaurant is too pretentious and lifeless compared to many great options 5 mn away in town).The landscaping and maintenance of pool area could be better for such a gorgeous architecture. All in all, I would recommend ownership to invest a little bit more and hire a more attentive and hands on leadership figure for day to day management to make this property deliver a true 5 stars experience as per global standards and surrounding luxury competitors...(the Nun Assisi provided us with a real Luxury service !)."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."

Precise Tale Poggio Alla Sala

8/10 Good

"Precise Tale Poggio Alla Sala is a beautiful, peaceful property in a stunning and remote location near Montepulciano. The rooms and entire establishment were exceptionally clean and well maintained. The staff were friendly and welcoming, and the property is especially family- and kid-friendly, making it a great choice for families looking for a relaxing stay. Breakfast was included and offered eggs, fresh fruit, a variety of breads, and cold cuts. The selection was good, but it was essentially the same every day with little variation. The breakfast staff were pleasant, although the service could have been more attentive. Unfortunately, the service at the pool and restaurant was the biggest weakness of our stay. There is a walk-up snack and drink bar, but empty glasses and plates were rarely collected. There was no real pool service, and water was not consistently refilled. At the restaurant, tables were often left with empty plates for extended periods, and wait staff rarely checked on guests after the food was served. For a property at this price point, we expected a more attentive level of service. The setting, cleanliness, and family-friendly atmosphere are excellent, but the lack of consistent service at the pool and restaurant took away from what could otherwise be an exceptional experience. Overall, this is a gorgeous and very clean property with friendly people, a peaceful atmosphere, and a great environment for families with children. The location and surroundings"

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"We spent a wonderful week at Borgo Scopeto and thoroughly enjoyed every minute. It has everything you'd hope for from a luxury Tuscan retreat: beautiful historic buildings, immaculately kept grounds, and a peaceful atmosphere full of character. The staff were warm, attentive and genuinely welcoming without ever feeling intrusive, and the food was consistently excellent. One of the biggest advantages is its location. Siena is only a short drive away - you can even see the city's campanile while having breakfast - so it was easy to combine days by the pool with exploring one of Tuscany's most beautiful cities (and, inevitably, a bit of shopping to keep our teenage daughter happy). A fantastic place to stay, and one we'd happily recommend."

Find out more about Montalcino

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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 an espresso maker. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in Montalcino?

With 33 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. B&B Le Scalette di Piazza

2. Palazzo Saloni

3. Idolina Guest House

4. Corte Francigena - Apartments

5. Borgo Lucignanello Bandini

6. Meublé Il Riccio

7. B&B Il Corso

8. A Casa Mastacchi

9. The Altana- Siena Views

10. Belvedere Nada

11. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

12. Hotel San Gregorio

13. La Locanda di San Francesco

14. Siena Vip

15. Delcorto Suites

16. Casanova - Panoramic Rooms and Suites

17. Bed & Breakfast Vicolo dell'Oste

18. Residenza Fabroni

19. La Piccola Locanda

20. Bosco della Spina

Find holiday rentals that suit your style

Top Montalcino Hotel Reviews

Monastero di Cortona Hotel & Spa

Hotel Chiusarelli

Castello di Velona Resort Thermal SPA & Winery

Precise Tale Poggio Alla Sala

Hotel Athena

Mastrojanni Relais - Small Luxury Hotels of the World

Borgo Scopeto Wine & Country Relais

La Certosa di Pontignano

Hotel Dei Capitani

Find out more about Montalcino

Frequently asked questions

Go further with the Expedia app

Search Holiday Rentals in Montalcino

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Montalcino holiday rentals

1. B&B Le Scalette di Piazza

2. Palazzo Saloni

3. Idolina Guest House

4. Corte Francigena - Apartments

5. Borgo Lucignanello Bandini

6. Meublé Il Riccio

7. B&B Il Corso

8. A Casa Mastacchi

9. The Altana- Siena Views

10. Belvedere Nada

11. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

12. Hotel San Gregorio

13. La Locanda di San Francesco

14. Siena Vip

15. Delcorto Suites

16. Casanova - Panoramic Rooms and Suites

17. Bed & Breakfast Vicolo dell'Oste

18. Residenza Fabroni

19. La Piccola Locanda

20. Bosco della Spina

Find holiday rentals that suit your style

Top Montalcino Hotel Reviews

Monastero di Cortona Hotel & Spa

Find out more about Montalcino

Frequently asked questions

Go further with the Expedia app