Montalcino Vacation Rentals

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Jan 5 - Jan 6
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Jan 6 - Jan 7
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Montalcino vacation rentals

Pool
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Villa in Montalcino

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
$7,559 nightly
The price is $7,559
Jan 6 - Jan 7
Total with taxes and fees
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Outdoor pool
Antico Brunello

Villa in Montalcino

Antico Brunello
$7,735 nightly
The price is $8,520
Jan 6 - Jan 7
Total with taxes and fees
Antico Brunello
Deluxe Condo | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher
Corte Francigena

Apartment in Montalcino

Corte Francigena
9.8 out of 10, Exceptional, (6)
"Loved everything about my stay"
United States
Svetlana
Corte Francigena
Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets
B&B Le Scalette di Piazza

Townhouse in Montalcino

B&B Le Scalette di Piazza
9.4 out of 10, Exceptional, (90)
"Great location and excellent staff. "
Canada
Jacek
B&B Le Scalette di Piazza
Front of property
Idolina Guest House

Townhouse in Montalcino

Idolina Guest House
9.4 out of 10, Exceptional, (105)
"The building is lovely - traditional Italian construction with big Chestnut beams in the ceiling. The owner/manager is very pleasant and helpful. Overall, a very nice place to stay. "
Canada
Carl
Idolina Guest House
Free WiFi
Affittacamere Mariuccia

Townhouse in Montalcino

Affittacamere Mariuccia
9.0 out of 10, Wonderful, (11)
"The apartment was big enough, the owner very polite and helpful. But, there were bugs at our mattress... "
United Kingdom
Angeliki
Affittacamere Mariuccia
Interior
Il Borghetto - La Ghibellina Townhouse, private apartment with balcony

Apartment in Castelnuovo dell'abate

Il Borghetto - La Ghibellina Townhouse, private apartment with balcony
9.0 out of 10, Wonderful, (2)
"Great location and a well maintained property"
United Kingdom
Matt D.
$185 nightly
The price is $190
Jan 6 - Jan 7
Total with taxes and fees
Il Borghetto - La Ghibellina Townhouse, private apartment with balcony
Outdoor dining
Charming apartment in the historic center with large terrace and beautiful view

Apartment in Montalcino

Charming apartment in the historic center with large terrace and beautiful view
8.0 out of 10, Very Good, (1)
"Appartamento vecchio stile ma molto spazioso e con tutto quello che serve, posizione ottima "
Italy
Marco R.
$196 nightly
The price is $200
Jan 6 - Jan 7
Total with taxes and fees
Charming apartment in the historic center with large terrace and beautiful view
Property grounds
Room 'Camera Rossa' with Shared Terrace and Wi-Fi

Apartment in Montalcino

Room 'Camera Rossa' with Shared Terrace and Wi-Fi
10.0 out of 10, Exceptional, (1)
"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
$136 nightly
The price is $140
Jan 6 - Jan 7
Total with taxes and fees
Room 'Camera Rossa' with Shared Terrace and Wi-Fi
1 bedroom, free WiFi, bed sheets
Room 'Camera Beige' - Beb del Musico with Private Terrace, Balcony and Wi-Fi

Apartment in Montalcino

Room 'Camera Beige' - Beb del Musico with Private Terrace, Balcony and Wi-Fi
10.0 out of 10, Exceptional, (1)
"Host is very nice. The view is stunning. "
United States
Yufen Bebie W.
$157 nightly
The price is $162
Jan 6 - Jan 7
Total with taxes and fees
Room 'Camera Beige' - Beb del Musico with Private Terrace, Balcony and Wi-Fi
Fridge, oven, stovetop, coffee/tea maker
Charming Siena Countryside Stay

Vacation Home in Monterongriffoli

Charming Siena Countryside Stay
Charming Siena Countryside Stay
Outdoor dining
Montalcino Tuscany Home - Apartment "C" Terrace

Apartment in Montalcino

Montalcino Tuscany Home - Apartment "C" Terrace
$209 nightly
The price is $213
Jan 18 - Jan 19
Total with taxes and fees
Montalcino Tuscany Home - Apartment "C" Terrace
Outdoor dining
Il Borghetto - The House of Elba, rooftop panoramic terrace

Vacation Home in Castelnuovo dell'Abate

Il Borghetto - The House of Elba, rooftop panoramic terrace
$185 nightly
The price is $190
Jan 6 - Jan 7
Total with taxes and fees
Il Borghetto - The House of Elba, rooftop panoramic terrace
Dining
Podere Belsogno-camera Rosmarino

Vacation Home in Montalcino

Podere Belsogno-camera Rosmarino
9.0 out of 10, Wonderful, (4)
"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
Jan 6 - Jan 7
Total with taxes and fees
Podere Belsogno-camera Rosmarino
Outdoor dining
Podere Belsogno-apartment rose garden

Apartment in Montalcino

Podere Belsogno-apartment rose garden
$162 nightly
The price is $162
Jan 6 - Jan 7
Total with taxes and fees
Podere Belsogno-apartment rose garden
Outdoor dining
Podere Belsogno-camera Lavanda

Vacation Home in Montalcino

Podere Belsogno-camera Lavanda
10.0 out of 10, Exceptional, (4)
"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
Jan 6 - Jan 7
Total with taxes and fees
Podere Belsogno-camera Lavanda
Pool
Agritourism in val d'orcia

Vacation Home in montalcino

Agritourism in val d'orcia
$397 nightly
The price is $397
Jan 6 - Jan 7
Total with taxes and fees
Agritourism in val d'orcia
Dining
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

Vacation Home in Montalcino

Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
10.0 out of 10, Exceptional, (2)
"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.
$962 nightly
The price is $972
Jan 6 - Jan 7
Total with taxes and fees
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Exterior detail
The Casetta di Brunello, quiet and breathtaking views

Vacation Home in Montalcino

The Casetta di Brunello, quiet and breathtaking views
9.6 out of 10, Exceptional, (17)
"Very beautiful location, clean exactly represented as advertised. A little limited for local eating. We cooked dinner in. Would recommend it to others. Cheers"
United States
David & Teri B.
$233 nightly
The price is $238
Jan 11 - Jan 12
Total with taxes and fees
The Casetta di Brunello, quiet and breathtaking views
Living area
Detached apartment

Apartment in Montalcino

Detached apartment
10.0 out of 10, Exceptional, (1)
"Grand logement, propre et très bien situé. La ville et les restaurants facilement accessibles à pied. Lits confortables."
Canada
Isabelle M.
$267 nightly
The price is $267
Jan 6 - Jan 7
Total with taxes and fees
Detached apartment
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

Borgo Grondaie

Borgo Grondaie

10/10 Excellent
"Amazing place, super clean, great staff, beautiful and cozy."
Elizabeth 1-night trip
Posted 2 days ago
Borgo Grondaie

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 $63 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 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 28 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 Val di Merse, 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.