Montalcino Vacation Rentals

Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Montalcino vacation rentals

Property grounds

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
$7,504 nightly
The price is $7,504
May 9 - May 10
Total with taxes and fees
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Terrace/patio

Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
$410 nightly
The price is $422
May 20 - May 21
Total with taxes and fees
Charming Siena Countryside Stay
Exterior

Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (6 reviews)
"Loved everything about my stay"
United States
Svetlana
$128 nightly
The price is $152
May 10 - May 11
Total with taxes and fees
Corte Francigena - Apartments
Terrace/patio

Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful stay "
United States
Marc
$338 nightly
The price is $384
May 20 - May 21
Total with taxes and fees
Borgo Lucignanello Bandini
Fridge, microwave, oven, stovetop

Montalcino Tuscany Home - Apartment "C" Terrace

Montalcino Tuscany Home - Apartment "C" Terrace
Montalcino
$195 nightly
The price is $202
May 20 - May 21
Total with taxes and fees
Montalcino Tuscany Home - Apartment "C" Terrace
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
$141 nightly
The price is $160
May 17 - May 18
Total with taxes and fees
B&B Le Scalette di Piazza
Exterior

Idolina Guest House

Idolina Guest House
Montalcino
9.4 out of 10, Exceptional, (108 reviews)
"Excellent service, ideal location"
United Kingdom
Nigel
$106 nightly
The price is $125
May 14 - May 15
Total with taxes and fees
Idolina Guest House
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
$157 nightly
The price is $162
May 9 - May 10
Total with taxes and fees
Room 'Camera Rossa' with Shared Terrace and Wi-Fi
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.
$443 nightly
The price is $446
May 23 - May 24
Total with taxes and fees
Podere Belsogno
Dining

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
San Giovanni d'Asso
9.8 out of 10, Exceptional, (37 reviews)
"Wonderful Graziella and Constantino present a Villa with unique flair. We had the time of our life with cooking and eating too much. Great vacation!! thank You"
Germany
Stephan C.
$817 nightly
The price is $822
May 13 - May 14
Total with taxes and fees
INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
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.
$387 nightly
The price is $392
May 11 - May 12
Total with taxes and fees
Apartment 'Casa Francesca' with Hills View & Courtyard
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.
$162 nightly
The price is $164
May 11 - May 12
Total with taxes and fees
Podere Belsogno-camera Lavanda
Outdoor spa tub

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

Sant'Antimo Montalcino Holiday Home with Garden View and Private Parking
Montalcino
$323 nightly
The price is $328
May 12 - May 13
Total with taxes and fees
Sant'Antimo Montalcino Holiday Home with Garden View and Private Parking
Pool

Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
$390 nightly
The price is $390
May 9 - May 10
Total with taxes and fees
Agritourism in val d'orcia
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
$386 nightly
The price is $391
May 17 - May 18
Total with taxes and fees
Apartment "La Porticina" with Wi-Fi & A/C
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.
$515 nightly
The price is $519
May 9 - May 10
Total with taxes and fees
Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning
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.
$162 nightly
The price is $164
Jun 8 - Jun 9
Total with taxes and fees
Podere Belsogno-camera Rosmarino
Outdoor dining

Podere Belsogno-apartment rose garden

Podere Belsogno-apartment rose garden
Montalcino
$162 nightly
The price is $162
May 27 - May 28
Total with taxes and fees
Podere Belsogno-apartment rose garden
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.
$130 nightly
The price is $135
May 20 - May 21
Total with taxes and fees
Apartment "Casa Vacanze del Borgo" with Garden and Wi-Fi
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montalcino Hotel Reviews

Drogheria & Locanda Franci

Drogheria & Locanda Franci

10/10 Excellent
"Great location, beautiful clean comfortable accommodation and wonderful people. Sara in particular stood out as a warm and helpful member of their team."
Sandra 3-night trip
Posted 1 day ago
Drogheria & Locanda Franci

Find out more about Montalcino

Everything you need to know about Montalcino vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montalcino vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montalcino vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montalcino vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montalcino. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Montalcino in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $82 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Montalcino rentals

At Expedia, we put the best Montalcino vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Montalcino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montalcino vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montalcino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 espresso 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 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 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.