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 $9,488
CA $10,292 total
includes taxes & fees
Apr 3 - Apr 4
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (92 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is CA $155
CA $177 total
includes taxes & fees
Apr 14 - Apr 15
B&B Le Scalette di Piazza

Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is CA $434
CA $581 total
includes taxes & fees
Apr 6 - Apr 7
Charming Siena Countryside Stay

Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful stay "
United States
Marc
The price is CA $449
CA $506 total
includes taxes & fees
Apr 9 - Apr 10
Borgo Lucignanello Bandini

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 $397
CA $404 total
includes taxes & fees
Apr 3 - Apr 4
Apartment 'Casa Francesca' with Hills View & Courtyard

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 $156
CA $184 total
includes taxes & fees
Apr 12 - Apr 13
Idolina Guest House

Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is CA $241
CA $545 total
includes taxes & fees
Apr 6 - Apr 7
Agritourism in val d'orcia

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 $225 total
includes taxes & fees
Apr 14 - Apr 15
Podere Belsogno-camera Lavanda

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 $907
CA $1,562 total
includes taxes & fees
Apr 4 - Apr 5
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

Sant'Antimo Montalcino Holiday Home

Sant'Antimo Montalcino Holiday Home
Montalcino
The price is CA $373
CA $380 total
includes taxes & fees
Apr 3 - Apr 4
Sant'Antimo Montalcino Holiday Home

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 $186
CA $193 total
includes taxes & fees
Apr 6 - Apr 7
Room 'Camera Rossa' with Shared Terrace and Wi-Fi

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 $563
CA $643 total
includes taxes & fees
Apr 10 - Apr 11
Podere Belsogno

Apartment "Casa Vacanze del Borgo" with Garden and Wi-Fi

Apartment "Casa Vacanze del Borgo" with Garden and Wi-Fi
Montalcino
8.0 out of 10, Very good, (3 reviews)
"Felt like we were staying at grandma’s house. Vintage from start to finish. Kitchen could be more organized and better equipped. Nice living space. Beautiful sunrise looking over the olive trees."
United States
Emil K.
The price is CA $164
CA $171 total
includes taxes & fees
Apr 15 - Apr 16
Apartment "Casa Vacanze del Borgo" with Garden and Wi-Fi

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 $459
CA $465 total
includes taxes & fees
Apr 6 - Apr 7
Apartment "La Porticina" with Wi-Fi & A/C

Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning

Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning
Montalcino
7.0 out of 10, Good, (2 reviews)
"The home was lovely, location difficult to get to by car and difficult to find transportation. "
United States
Liz C.
The price is CA $588
CA $595 total
includes taxes & fees
Apr 15 - Apr 16
Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning

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 $225 total
includes taxes & fees
Apr 9 - Apr 10
Podere Belsogno-camera Rosmarino

Podere Belsogno-apartment rose garden

Podere Belsogno-apartment rose garden
Montalcino
The price is CA $193
CA $222 total
includes taxes & fees
Apr 7 - Apr 8
Podere Belsogno-apartment rose garden

Detached apartment

Detached apartment
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Grand logement, propre et très bien situé. La ville et les restaurants facilement accessibles à pied. Lits confortables."
Canada
Isabelle M.
The price is CA $322
CA $367 total
includes taxes & fees
Apr 3 - Apr 4
Detached apartment

Antico Brunello

Antico Brunello
Montalcino
The price is CA $10,614
CA $11,691 total
includes taxes & fees
Apr 6 - Apr 7
Antico Brunello

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

Charming apartment in the historic center with large terrace and beautiful view
Montalcino
5.0 out of 10, (2 reviews)
"Appartamento vecchio stile ma molto spazioso e con tutto quello che serve, posizione ottima "
Italy
Marco R.
The price is CA $159
CA $278 total
includes taxes & fees
Apr 3 - Apr 4
Charming apartment in the historic center with large terrace and beautiful view
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 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 Chiana and Bosco della Ragnaia, 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.