Montalcino Vacation Rentals

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Our top choices for Montalcino vacation rentals

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is CA $8,555
CA $9,361 total
includes taxes & fees
Mar 14 - Mar 15
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is CA $363
CA $504 total
includes taxes & fees
Mar 9 - Mar 10
Charming Siena Countryside Stay

The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views
Montalcino
9.6 out of 10, Exceptional, (17 reviews)
"Love this apartment and the quiet little town. Great place to spend a week. "
United States
Stan F.
The price is CA $242
CA $325 total
includes taxes & fees
Mar 14 - Mar 15
The Casetta di Brunello, quiet and breathtaking views

Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Montalcino
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely the most stunning VRBO we have ever stayed at. Majestic In both stature and comfort. Every need anticipated and met. Communication with host and Valentina perfect. The standard of luxury located in a fairy tale setting! A must visit - we did not want to leave!! Cannot say enough about this special villa."
United States
Robert K.
The price is CA $869
CA $1,519 total
includes taxes & fees
Mar 1 - Mar 2
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (91 reviews)
"Great location and excellent staff. "
Canada
Jacek
B&B Le Scalette di Piazza

Il Borghetto - La Ghibellina Townhouse, private apartment with balcony

Il Borghetto - La Ghibellina Townhouse, private apartment with balcony
Castelnuovo dell'abate
9.0 out of 10, Wonderful, (2 reviews)
"Great location and a well maintained property"
United Kingdom
Matt D.
The price is CA $193
CA $261 total
includes taxes & fees
Mar 14 - Mar 15
Il Borghetto - La Ghibellina Townhouse, private apartment with balcony

Idolina Guest House

Idolina Guest House
Montalcino
9.4 out of 10, Exceptional, (105 reviews)
"Excellent service, ideal location"
United Kingdom
Nigel
The price is CA $125
CA $151 total
includes taxes & fees
Mar 30 - Mar 31
Idolina Guest House

Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful stay "
United States
Marc
The price is CA $446
CA $504 total
includes taxes & fees
Mar 22 - Mar 23
Borgo Lucignanello Bandini

Podere Belsogno

Podere Belsogno
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Charming and attentive hosts, stunning terrace with amazing views and a modern, attractive and well equipped rental that was a short walk to downtown Montalcino. We had a fabulous time and would go back again."
Canada
David P.
The price is CA $564
CA $644 total
includes taxes & fees
Mar 14 - Mar 15
Podere Belsogno

Podere Belsogno-camera Lavanda

Podere Belsogno-camera Lavanda
Montalcino
10.0 out of 10, Exceptional, (4 reviews)
"The stay was very pleasant, the room was very tidy and cosy. The view when waking up is breathtaking, as well as the whole place. Exactly as stated in the pictures. We were very welcomed by the host and you get a good breakfast. Would definitely come back again if I‘m in the area! Thank you very much for the stay!"
Austria
Johannes S.
The price is CA $193
CA $226 total
includes taxes & fees
Mar 3 - Mar 4
Podere Belsogno-camera Lavanda

Il Borghetto - The House of Elba, rooftop panoramic terrace

Il Borghetto - The House of Elba, rooftop panoramic terrace
Castelnuovo dell'Abate
The price is CA $193
CA $261 total
includes taxes & fees
Mar 14 - Mar 15
Il Borghetto - The House of Elba, rooftop panoramic terrace

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

Room 'Camera Rossa' with Shared Terrace and Wi-Fi
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Host was very very kind and generous, very glad to have booked with her. No AC, but fan and open windows made it very comfortable"
United States
Sam
The price is CA $187
CA $193 total
includes taxes & fees
Mar 14 - Mar 15
Room 'Camera Rossa' with Shared Terrace and Wi-Fi

Villa In Exclusive Use

Villa In Exclusive Use
Montalcino
The price is CA $6,044
CA $6,044 total
includes taxes & fees
Mar 1 - Mar 2
Villa In Exclusive Use

Apartment "La Porticina" with Wi-Fi & A/C

Apartment "La Porticina" with Wi-Fi & A/C
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Pros: The apartment was spacious and well equipped in a very rural location. The owner was super helpful. Would definitely recommend and would stay again. Appropriate for attending an event at Castello Banfi - as we did. Cons: Steep steps could be a problem for older guests."
United States
Anonymous traveller
The price is CA $472
CA $478 total
includes taxes & fees
Mar 14 - Mar 15
Apartment "La Porticina" with Wi-Fi & A/C

Antico Brunello

Antico Brunello
Montalcino
The price is CA $10,634
CA $11,713 total
includes taxes & fees
Mar 3 - Mar 4
Antico Brunello

Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is CA $242
CA $549 total
includes taxes & fees
Mar 14 - Mar 15
Agritourism in val d'orcia

Apartment 'Casa Francesca' with Hills View & Courtyard

Apartment 'Casa Francesca' with Hills View & Courtyard
Montalcino
10.0 out of 10, Exceptional, (2 reviews)
"Clean property and amazing view. Great location "
United States
Angela B.
The price is CA $390
CA $396 total
includes taxes & fees
Mar 2 - Mar 3
Apartment 'Casa Francesca' with Hills View & Courtyard

Montalcino Tuscany Home - Apartment "A" Terrace

Montalcino Tuscany Home - Apartment "A" Terrace
Montalcino
The price is CA $282
CA $353 total
includes taxes & fees
Mar 8 - Mar 9
Montalcino Tuscany Home - Apartment "A" Terrace

Charming Apartment Immersed in Nature

Charming Apartment Immersed in Nature
Montalcino
The price is CA $583
CA $583 total
includes taxes & fees
Mar 2 - Mar 3
Charming Apartment Immersed in Nature

Podere Belsogno-camera Rosmarino

Podere Belsogno-camera Rosmarino
Montalcino
9.0 out of 10, Wonderful, (4 reviews)
"Owners live on property and were very helpful for our first visit to beautiful Montalcino in Tuscany. Spotless apartment. Walking to city center which is just lovely. Beautiful setting. We would return."
United States
Larry V.
The price is CA $193
CA $226 total
includes taxes & fees
Mar 14 - Mar 15
Podere Belsogno-camera Rosmarino
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Montalcino Hotel Reviews

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 home 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 a coffee maker. 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 29 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 Museum of Brunello and Civic and Diocesan Museum of Sacred Art of Montalcino. 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.