A historic tower with arches and a bell, surrounded by traditional buildings with tiled roofs and satellite dishes.

Montalcino Vacation Rentals

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Our top choices for Montalcino vacation rentals

Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (7 reviews)
"Loved everything about my stay"
United States
Svetlana
The price is CA $222
CA $260 total
includes taxes & fees
Jul 10 - Jul 11
Corte Francigena - Apartments

Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Excellent boutique hotel with a very welcoming staff. Rooms were wonderful. Location was terrific - very easy short walk to restaurants in town. Would highly recommend"
United States
BRIAN
The price is CA $435
CA $491 total
includes taxes & fees
Jul 8 - Jul 9
Palazzo Saloni

Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is CA $243
CA $548 total
includes taxes & fees
Jul 4 - Jul 5
Agritourism in val d'orcia

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (96 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is CA $201
CA $227 total
includes taxes & fees
Jul 6 - Jul 7
B&B Le Scalette di Piazza

Locanda di Montisi San Martino Room among Montalcino Hills

Locanda di Montisi San Martino Room among Montalcino Hills
Montisi
The price is CA $181
CA $188 total
includes taxes & fees
Jul 5 - Jul 6
Locanda di Montisi San Martino Room among Montalcino Hills

Idolina Guest House

Idolina Guest House
Montalcino
9.4 out of 10, Exceptional, (115 reviews)
"This is a wonderful B&B that is part of the historic district. Sloping uneven floors, which is the charm of having the chance to stay in a piece of history. A very comfortable room, with breakfast at a cafe nearby. Parking option is nearby, just talk with your host who is so helpful. Wonderful location to walk and enjoy all the town has to offer."
United States
Sophie
The price is CA $135
CA $162 total
includes taxes & fees
Jul 26 - Jul 27
Idolina Guest House

Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is CA $437
CA $591 total
includes taxes & fees
Jul 8 - Jul 9
Charming Siena Countryside Stay

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 $184
CA $190 total
includes taxes & fees
Jul 15 - Jul 16
Apartment "Casa Vacanze del Borgo" with Garden and Wi-Fi

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

Room 'Camera Verde' with Shared Terrace and Wi-Fi
Montalcino
The price is CA $217
CA $224 total
includes taxes & fees
Jul 7 - Jul 8
Room 'Camera Verde' with Shared Terrace and Wi-Fi

Anise with Terrace

Anise with Terrace
Montalcino
The price is CA $239
CA $286 total
includes taxes & fees
Jul 18 - Jul 19
Anise with Terrace

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is CA $9,546
CA $10,354 total
includes taxes & fees
Jul 8 - Jul 9
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Sant'Antimo Montalcino Holiday Home with Garden View and Private Parking

Sant'Antimo Montalcino Holiday Home with Garden View and Private Parking
Montalcino
The price is CA $638
CA $644 total
includes taxes & fees
Jul 8 - Jul 9
Sant'Antimo Montalcino Holiday Home with Garden View and Private Parking

Podere Belsogno-camera Lavanda

Podere Belsogno-camera Lavanda
Montalcino
10.0 out of 10, Exceptional, (5 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 $194
CA $227 total
includes taxes & fees
Jul 7 - Jul 8
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, (3 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 $809
CA $1,431 total
includes taxes & fees
Aug 1 - Aug 2
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

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 $217
CA $224 total
includes taxes & fees
Jul 7 - Jul 8
Room 'Camera Rossa' with Shared Terrace and Wi-Fi

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 $324
CA $371 total
includes taxes & fees
Jul 6 - Jul 7
Detached apartment

Podere Belsogno-apartment rose garden

Podere Belsogno-apartment rose garden
Montalcino
2.0 out of 10, (1 review)
"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...
Hong Kong SAR China
Tsz Yeung
The price is CA $194
CA $223 total
includes taxes & fees
Jul 8 - Jul 9
Podere Belsogno-apartment rose garden

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 $592
CA $598 total
includes taxes & fees
Jul 15 - Jul 16
Apartment "La Porticina" with Wi-Fi & A/C

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 $160
CA $280 total
includes taxes & fees
Jul 4 - Jul 5
Charming apartment in the historic center with large terrace and beautiful view

Podere Giardino Wine & Bed – Ginepro Apartment: Country House with Pool, Wi-Fi & AC

Podere Giardino Wine & Bed – Ginepro Apartment: Country House with Pool, Wi-Fi & AC
Montalcino
8.0 out of 10, Very good, (2 reviews)
"Pros: Uitzicht, helaas op twee houten eetstoelen, geen makkelijke stoelen beschikbaar. Cons: Te klein"
Netherlands
Anonymous traveller
Podere Giardino Wine & Bed – Ginepro Apartment: Country House with Pool, Wi-Fi & AC
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 an electric kettle. 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 26 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.