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 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Montalcino vacation rentals

Breakfast, lunch and dinner served

1. Palazzo Saloni

Palazzo Saloni
Montalcino
9.8 out of 10, Exceptional, (8 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is ₩517,207
₩584,880 total
includes taxes & fees
Sep 22 - Sep 23
Palazzo Saloni
Standard Double Room (La Piazza) | Desk, soundproofing, WiFi (free), bed sheets

2. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (101 reviews)
"Great location. Staff was accommodating and very helpful."
Canada
François
The price is ₩185,325
₩210,242 total
includes taxes & fees
Sep 30 - Oct 1
B&B Le Scalette di Piazza
Front of property

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 ₩133,931
₩160,085 total
includes taxes & fees
Oct 21 - Oct 22
Idolina Guest House
Exterior

4. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (16 reviews)
"We absolutely loved staying here - the location was very central in Tuscany, it was a beautiful property with a lovely view and a very nice pool area. The staff was amazing and the value was incredible. We would definitely stay here again."
United States
Davide
The price is ₩210,125
₩243,898 total
includes taxes & fees
Oct 7 - Oct 8
Corte Francigena - Apartments
Terrace/patio

5. Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.4 out of 10, Exceptional, (13 reviews)
"Beautiful stay "
United States
Marc
The price is ₩500,298
₩566,279 total
includes taxes & fees
Oct 1 - Oct 2
Borgo Lucignanello Bandini
Couples treatment rooms, sauna, hot tub, steam room, body treatments

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, (49 reviews)
"Our stay was great. "
United States
Elena
The price is ₩244,425
₩275,244 total
includes taxes & fees
Oct 21 - Oct 22
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
1 treatment room, massages

7. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (96 reviews)
"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"
Finland
Jarkko
The price is ₩242,463
₩273,090 total
includes taxes & fees
Oct 4 - Oct 5
Casanova - Panoramic Rooms and Suites
Massages

8. Chalet Il Cristallo

Chalet Il Cristallo
Castel del Piano
7.6 out of 10, Good, (4 reviews)
"Camera impeccabile, personale cortese e disponibile, colazione ottima ,come la cena. Struttura molto accogliente. Ottima per famiglie."
Italy
Federico
The price is ₩69,607
₩81,353 total
includes taxes & fees
Sep 27 - Sep 28
Chalet Il Cristallo
Property grounds

9. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (97 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is ₩94,258
₩110,065 total
includes taxes & fees
Oct 22 - Oct 23
Domus il Palio B&B
Food and drink

10. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (157 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is ₩283,596
₩321,527 total
includes taxes & fees
Oct 6 - Oct 7
Hotel San Gregorio
Studio | Terrace/patio

11. La Dimora di Dida

La Dimora di Dida
Seggiano
The price is ₩108,319
₩119,151 total
includes taxes & fees
Sep 22 - Sep 23
La Dimora di Dida
Suite, 2 Bedrooms | Courtyard view

12. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is ₩1,004,947
₩1,111,823 total
includes taxes & fees
Oct 18 - Oct 19
L'Olmo
Interior

13. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (118 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is ₩227,309
₩256,421 total
includes taxes & fees
Sep 23 - Sep 24
Meublé Il Riccio
Front of property

14. 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 ₩111,588
₩130,723 total
includes taxes & fees
Oct 8 - Oct 9
RESIDENCE LECCIO
Food court

15. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (147 reviews)
"Incredible views from our room"
United Kingdom
Isabelle
The price is ₩298,724
₩334,978 total
includes taxes & fees
Sep 27 - Sep 28
La Locanda di San Francesco
Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio

16. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (5 reviews)
"Clean room with friendly and helpful staff. Thank you so much for the wonderful stay"
United States
Pearlyn
The price is ₩143,832
₩164,597 total
includes taxes & fees
Oct 18 - Oct 19
PienzaLettings Suites
Panoramic Cottage, 1 Bedroom | Exterior

17. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (66 reviews)
"A fantastic stay in such a beautiful part of Tuscany. Hosts were friendly and went out of their way to help. Breakfast was lovely and the room was clean and comfortable. Would highly recommend!"
United Kingdom
Christopher
The price is ₩154,658
₩209,844 total
includes taxes & fees
Oct 7 - Oct 8
Affitacamere Maria Gabriella
Exterior

18. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (141 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is ₩187,606
₩212,746 total
includes taxes & fees
Sep 29 - Sep 30
Bed & Breakfast Vicolo dell'Oste
Front of property

19. Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
5.6 out of 10, (5 reviews)
"Na"
United States
Abel
The price is ₩96,750
₩112,806 total
includes taxes & fees
Oct 6 - Oct 7
Bellarmino Boutique Apartments
Suite Aria | Terrace/patio

20. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (44 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is ₩270,155
₩303,558 total
includes taxes & fees
Oct 6 - Oct 7
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

Drogheria & Locanda Franci

Drogheria & Locanda Franci

10/10 Excellent
"Hard to separate the charm of Montalcino from that of our hotel and staff but this hotel and staff would have stood out in any location. Our suite was elegant and spacious situated in the heart of Montalcino's many shops and cafés. The staff made us feel like family they were hosting, always gracious, never mercenary. It felt a bit like staying at a friends beautiful home with the butler and staff remaining to attend to our needs. The food was delicious, artfully and graciously presented. Our stay included a free small group private tasting and tour of the Tassi winery, founded by the hotel owner's grandfather (who was himself a sharecropper for the Brunello-founding Biondi Santi family). If we could only ever revisit one place in our Italian tour, I think we'd choose this one. Five stars all around."
Christopher 2-night trip
Posted 2 days ago
Drogheria & Locanda Franci

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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  • 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 home 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.