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

Montalcino Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Montalcino vacation rentals

A view through a window of a town with traditional architecture, cobblestone streets, and a rural landscape.

1. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (14 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is ₩339,038
₩387,674 total
includes taxes & fees
Dec 14 - Dec 15
Palazzo Saloni
A building with a large wooden door and an arched entrance, a sign with a number, and a small window with a view of the interior.

2. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (118 reviews)
"A truly special place!"
United States
Jaiden
The price is ₩117,389
₩140,917 total
includes taxes & fees
Nov 26 - Nov 27
Idolina Guest House
A kitchen area with a marble countertop, a refrigerator, and various food items.

3. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (106 reviews)
"We had a great stay in this conveniently located property. The breakfast was good with many options and staff to assist."
Canada
Morris
The price is ₩156,713
₩178,277 total
includes taxes & fees
Nov 15 - Nov 16
B&B Le Scalette di Piazza
A infinity pool with a stone edge, wooden deck, and lounge chairs.

4. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.6 out of 10, Exceptional, (23 reviews)
"The unit is very clean, awesome breakfast, beautiful view"
Canada
Ivan
The price is ₩159,426
₩187,155 total
includes taxes & fees
Nov 15 - Nov 16
Corte Francigena - Apartments
A rustic dining area with a brick fireplace, wooden furniture, and hanging lanterns.

5. Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.6 out of 10, Exceptional, (14 reviews)
"Beautiful stay "
United States
Marc
The price is ₩456,746
₩517,154 total
includes taxes & fees
Nov 15 - Nov 16
Borgo Lucignanello Bandini
A pool area with lounge chairs and umbrellas, surrounded by tall cypress trees and a view of distant hills.

6. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (105 reviews)
"Hotel had beautiful views and amenities like breakfast and spa were amazing."
United States
Oscar
The price is ₩223,953
₩252,241 total
includes taxes & fees
Nov 18 - Nov 19
Casanova - Panoramic Rooms and Suites
A narrow cobblestone street with a rustic building featuring a brick archway and ivy-covered walls. There is a wooden chair and a table with a checkered tablecloth outside.

7. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.0 out of 10, Wonderful, (50 reviews)
"Our stay was great. "
United States
Elena
The price is ₩121,288
₩139,307 total
includes taxes & fees
Nov 26 - Nov 27
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A swimming pool with a water feature, surrounded by greenery and a table with chairs.

8. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (172 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is ₩180,377
₩207,255 total
includes taxes & fees
Nov 16 - Nov 17
Hotel San Gregorio
An outdoor dining table with a meal consisting of bread, tomatoes, and cured meat, accompanied by a glass of white wine.

9. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (152 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
The price is ₩186,175
₩210,686 total
includes taxes & fees
Nov 26 - Nov 27
La Locanda di San Francesco
A stone building with a courtyard, outdoor seating, and a warm light setting.

10. Sarna Residence

Sarna Residence
San Quirico d'Orcia
9.4 out of 10, Exceptional, (40 reviews)
"We enjoyed our stay. The room was very clean. The staff was helpful."
United States
Bokang
The price is ₩145,997
₩178,278 total
includes taxes & fees
Nov 25 - Nov 26
Sarna Residence
A garden with two chairs under trees, a table, and a view of the landscape.

11. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (75 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is ₩142,850
₩193,822 total
includes taxes & fees
Dec 1 - Dec 2
Affitacamere Maria Gabriella
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

12. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (142 reviews)
"Amazing location, unique and beautiful setting, unforgettable delicious plentiful breakfast, and the kindest hoteliers one could imagine."
United States
Janine
The price is ₩303,782
₩340,053 total
includes taxes & fees
Nov 15 - Nov 16
Il Tosco
A person in a swimming pool with a view of trees and distant hills.

13. Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
10.0 out of 10, Exceptional, (3 reviews)
"Location was perfect, restaurants were excellent, views spectacular. Will highly recommend!"
United States
David
The price is ₩262,555
₩296,177 total
includes taxes & fees
Nov 15 - Nov 16
Albergo Diffuso Borgo Santo
An interior courtyard with stone columns, arches, and a mosaic.

14. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (122 reviews)
"The room was beautifully designed, clean and fresh with stunning views in a truly historic building. Family run and a special experience!!"
United States
Slimane
The price is ₩209,956
₩236,844 total
includes taxes & fees
Dec 1 - Dec 2
Meublé Il Riccio
A terrace with a table set for breakfast, overlooking a scenic landscape.

15. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (50 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is ₩225,836
₩254,313 total
includes taxes & fees
Nov 15 - Nov 16
Delcorto Suites
A historic building with a tower, a courtyard, and a well-lit entrance.

16. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
The price is ₩85,590
₩98,569 total
includes taxes & fees
Nov 26 - Nov 27
Abbadia Sicille Relais
A bakery display with pastries and a coffee station.

17. B&B Il Corso

B&B Il Corso
Siena City Centre
9.6 out of 10, Exceptional, (219 reviews)
"Very clean and comfortable, great location and staff"
United States
Heather
The price is ₩96,833
₩112,409 total
includes taxes & fees
Dec 9 - Dec 10
B&B Il Corso
A hotel reception area with a green counter, yellow chairs, and a balcony with a view.

18. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (34 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ₩85,862
₩113,602 total
includes taxes & fees
Nov 19 - Nov 20
Tuscasì Aparthotel
A stone building with a tiled roof, surrounded by tall trees and a gravel path.

19. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (13 reviews)
"Amazing location, beautiful property"
United States
Joseph
The price is ₩157,916
₩179,604 total
includes taxes & fees
Nov 15 - Nov 16
montorio
A patio with a white table and chairs, a laptop, a basket of fruit, and a glass of juice.

20. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is ₩92,762
₩109,405 total
includes taxes & fees
Nov 16 - Nov 17
RESIDENCE LECCIO
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

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Great breakfast and amazing property. Staff oa there to please at every moment."
Sean 3-night trip
Posted 3 hours ago
Castello di Velona Resort Thermal SPA & Winery

Find out more about Montalcino

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

  • View our selection of featured Vacation rentals in Montalcino
  • Use the map to find apartments and other Vacation homes in the Montalcino neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation 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 kitchenware. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Montalcino?

With 32 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 Merse and Val di Chiana, 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.