Montalcino Vacation Rentals

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Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Montalcino vacation rentals

Property grounds

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is ￥1,080,292
￥1,171,842 total
includes taxes & fees
Apr 2 - Apr 3
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Terrace/patio

Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is ￥49,437
￥66,282 total
includes taxes & fees
Apr 9 - Apr 10
Charming Siena Countryside Stay
Interior

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

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 ￥16,829
￥19,246 total
includes taxes & fees
Apr 14 - Apr 15
B&B Le Scalette di Piazza
Exterior

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 ￥17,748
￥20,991 total
includes taxes & fees
Apr 12 - Apr 13
Idolina Guest House
Interior

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 ￥103,473
￥175,214 total
includes taxes & fees
Apr 4 - Apr 5
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Interior

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 ￥45,218
￥45,950 total
includes taxes & fees
Apr 3 - Apr 4
Apartment 'Casa Francesca' with Hills View & Courtyard
Terrace/patio

Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful stay "
United States
Marc
The price is ￥50,622
￥57,152 total
includes taxes & fees
Apr 8 - Apr 9
Borgo Lucignanello Bandini
Property grounds

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 ￥21,214
￥21,946 total
includes taxes & fees
Apr 2 - Apr 3
Room 'Camera Rossa' with Shared Terrace and Wi-Fi
Terrace/patio

Antico Brunello

Antico Brunello
Montalcino
The price is ￥1,208,462
￥1,331,139 total
includes taxes & fees
Apr 7 - Apr 8
Antico Brunello
Outdoor dining

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 ￥64,085
￥73,606 total
includes taxes & fees
Apr 14 - Apr 15
Podere Belsogno
Pool

Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is ￥27,465
￥62,620 total
includes taxes & fees
Apr 2 - Apr 3
Agritourism in val d'orcia
Outdoor spa tub

Sant'Antimo Montalcino Holiday Home

Sant'Antimo Montalcino Holiday Home
Montalcino
The price is ￥42,479
￥43,211 total
includes taxes & fees
Apr 2 - Apr 3
Sant'Antimo Montalcino Holiday Home
Terrace/patio

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 ￥66,989
￥67,721 total
includes taxes & fees
Apr 14 - Apr 15
Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning
Interior

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 traveler
The price is ￥52,360
￥53,094 total
includes taxes & fees
Apr 2 - Apr 3
Apartment "La Porticina" with Wi-Fi & A/C
Outdoor dining

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 ￥21,972
￥25,634 total
includes taxes & fees
Apr 3 - Apr 4
Podere Belsogno-camera Lavanda
Dining

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 ￥18,730
￥19,464 total
includes taxes & fees
Apr 13 - Apr 14
Apartment "Casa Vacanze del Borgo" with Garden and Wi-Fi
Exterior detail

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 ￥36,620
￥41,198 total
includes taxes & fees
Apr 11 - Apr 12
Detached apartment
Outdoor dining

Podere Belsogno-apartment rose garden

Podere Belsogno-apartment rose garden
Montalcino
The price is ￥21,972
￥25,268 total
includes taxes & fees
Apr 11 - Apr 12
Podere Belsogno-apartment rose garden
Dining

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 ￥21,972
￥25,634 total
includes taxes & fees
Apr 11 - Apr 12
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

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Everything here was excellent. Would highly recommend. "
Lauren 1-night trip
Posted 6 days ago
Palazzo Ravizza

Find out more about Montalcino

Search for holiday rentals in Montalcino on Expedia! You can easily find your home rentals, villas, holiday apartments in Montalcino using one of the methods below:

  • View our selection of featured holiday rentals in Montalcino
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  • Enter your travel dates to view the best deals on holiday rentals in Montalcino while they last

Look no further and take a look at our great range of rental properties in Montalcino!

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.