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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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Montalcino vacation rentals

A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

1. Palazzo Saloni

Palazzo Saloni
Montalcino
9.8 out of 10, Exceptional, (10 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is ₩307,028
₩352,736 total
includes taxes & fees
Nov 8 - Nov 9
Palazzo Saloni
A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

2. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (105 reviews)
"Great location. Staff was accommodating and very helpful."
Canada
François
The price is ₩156,479
₩178,131 total
includes taxes & fees
Oct 14 - Oct 15
B&B Le Scalette di Piazza
A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

3. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (118 reviews)
"Felt like home. The central kitchen / coffee area felt like home."
United States
Bradley
The price is ₩113,822
₩137,213 total
includes taxes & fees
Oct 27 - Oct 28
Idolina Guest House
A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

4. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (19 reviews)
"The unit is very clean, awesome breakfast, beautiful view"
Canada
Ivan
The price is ₩163,826
₩192,212 total
includes taxes & fees
Nov 8 - Nov 9
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 ₩462,818
₩524,111 total
includes taxes & fees
Oct 12 - Oct 13
Borgo Lucignanello Bandini
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

6. 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 ₩162,385
₩184,631 total
includes taxes & fees
Nov 2 - Nov 3
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

7. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (28 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is ₩600,426
₩666,473 total
includes taxes & fees
Nov 2 - Nov 3
L'Olmo
A poolside area with two glasses of water, candles, and a stone pathway.

8. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (101 reviews)
"Great location and lovely pool. Rooms were large but the place is definitely dated. Breakfast was decent with a lot of options. Parking wasn’t all that great but nevertheless on the property itself"
Canada
Sunil
The price is ₩224,066
₩252,476 total
includes taxes & fees
Oct 30 - Oct 31
Casanova - Panoramic Rooms and Suites
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

9. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (161 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is ₩173,313
₩199,656 total
includes taxes & fees
Nov 8 - Nov 9
Hotel San Gregorio
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

10. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (183 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is ₩108,289
₩131,172 total
includes taxes & fees
Oct 27 - Oct 28
Bosco della Spina
A stone building with a courtyard, outdoor seating, and a warm light setting.

11. 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 ₩148,740
₩181,629 total
includes taxes & fees
Nov 3 - Nov 4
Sarna Residence
A crowded restaurant with brick walls and multiple tables and chairs.

12. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (149 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 ₩244,268
₩274,699 total
includes taxes & fees
Oct 17 - Oct 18
La Locanda di San Francesco
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

13. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (134 reviews)
"Beautiful hotel in the best location. We so enjoyed our stay, especially the amazing breakfast and sweets they had available all day long."
United States
Margaret
The price is ₩309,492
₩346,445 total
includes taxes & fees
Nov 6 - Nov 7
Il Tosco
A patio area with outdoor seating, potted plants, and a view of the landscape.

14. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (70 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is ₩145,535
₩197,464 total
includes taxes & fees
Oct 12 - Oct 13
Affitacamere Maria Gabriella
A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

15. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (31 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ₩83,279
₩111,120 total
includes taxes & fees
Nov 2 - Nov 3
Tuscasì Aparthotel
A person in a swimming pool with a view of trees and distant hills.

16. Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
10.0 out of 10, Exceptional, (2 reviews)
"Location was perfect, restaurants were excellent, views spectacular. Will highly recommend!"
United States
David
The price is ₩297,211
₩334,437 total
includes taxes & fees
Oct 21 - Oct 22
Albergo Diffuso Borgo Santo
Front of property

17. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful place, view and city."
United States
Federico
The price is ₩151,067
₩172,172 total
includes taxes & fees
Oct 18 - Oct 19
montorio
A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

18. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (251 reviews)
"Great stay. Thanks for the hospitality and kindness."
United Kingdom
Agnieszka
The price is ₩134,298
₩153,731 total
includes taxes & fees
Nov 2 - Nov 3
La Terrazza Sul Campo Rooming House
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

19. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (222 reviews)
"The room was so unique and convenient for everything we wanted to do. Wish we could have spent more than one night!"
United States
Kellie
The price is ₩176,853
₩200,542 total
includes taxes & fees
Nov 5 - Nov 6
Il Battistero Siena - Residenza d'Epoca
A terrace with a table set for breakfast, overlooking a scenic landscape.

20. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (46 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is ₩254,220
₩285,652 total
includes taxes & fees
Oct 12 - Oct 13
Delcorto Suites
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

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"Great, peaceful place to stay. Gorgeous property with pools and spa. Could use another food option but otherwise excellent."
Brett 3-night trip
Posted 1 day ago
Precise Tale Poggio Alla Sala

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
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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.