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

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sep - 27 Sep
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Montalcino holiday rentals

Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets

1. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (99 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is 3.630.384 ₫
4.113.345 ₫ total
includes taxes & fees
2 Aug - 3 Aug
B&B Le Scalette di Piazza
Breakfast, lunch and dinner served

2. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (4 reviews)
"Amazing stay! The staff are exceptional- so helpful and kind with every aspect of the stay. The rooms are beautiful and lovely amenities upon arrival. Would definitely go back again!"
United States
Victoria
The price is 6.660.800 ₫
7.566.815 ₫ total
includes taxes & fees
1 Aug - 2 Aug
Palazzo Saloni
Exterior

3. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (117 reviews)
"This is a wonderful B&B that is part of the historic district. Sloping uneven floors, which is the charm of having the chance to stay in a piece of history. A very comfortable room, with breakfast at a cafe nearby. Parking option is nearby, just talk with your host who is so helpful. Wonderful location to walk and enjoy all the town has to offer."
United States
Sophie
The price is 2.717.759 ₫
3.231.114 ₫ total
includes taxes & fees
18 Aug - 19 Aug
Idolina Guest House
Exterior

4. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
10.0 out of 10, Exceptional, (11 reviews)
"was such a beautiful location I dont have anything bad to say about it...would definitely go again for a relaxing and tranquil stay - you definitely need a car to get there though and to go around.."
United States
Hanna
The price is 4.602.894 ₫
5.365.156 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Corte Francigena - Apartments
Couples treatment room(s), sauna, hot tub, steam room, body treatments

5. 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 2.614.232 ₫
2.996.444 ₫ total
includes taxes & fees
31 Jul - 1 Aug
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
Food and drink

6. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (152 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is 5.929.847 ₫
6.704.106 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Hotel San Gregorio
Interior

7. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (115 reviews)
"It was very well located ."
Canada
Marlenne
The price is 4.272.242 ₫
4.819.390 ₫ total
includes taxes & fees
11 Aug - 12 Aug
Meublé Il Riccio
Exterior

8. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (139 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 3.526.024 ₫
3.998.519 ₫ total
includes taxes & fees
5 Aug - 6 Aug
Bed & Breakfast Vicolo dell'Oste
Room amenity

9. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (468 reviews)
"It’s very close to the historical center but feels quiet and like you are separate from it. I loved our stay"
United States
David
The price is 3.427.524 ₫
3.890.199 ₫ total
includes taxes & fees
1 Aug - 2 Aug
Siena Vip
Breakfast meal

10. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (204 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is 3.034.155 ₫
3.457.493 ₫ total
includes taxes & fees
6 Aug - 7 Aug
B&B Il Corso
Terrace/patio

11. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (178 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is 4.570.775 ₫
5.118.445 ₫ total
includes taxes & fees
31 Jul - 1 Aug
Abbadia Sicille Relais
1 treatment room, massages

12. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (92 reviews)
"Our stay at Casanova Panoramic Rooms was absolutely wonderful. The room was beautiful, spotless, and the view was simply breathtaking. The entire check-in process was smooth and welcoming, and having convenient parking made everything even easier. We also loved the restaurant—the food was delicious, and breakfast was excellent. Every part of our stay exceeded our expectations. We would definitely stay here again and highly recommend it to anyone visiting the area."
United States
Anonymous traveller
The price is 4.968.831 ₫
5.586.503 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Casanova - Panoramic Rooms and Suites
Aerial view

13. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (175 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 4.422.534 ₫
5.106.367 ₫ total
includes taxes & fees
7 Aug - 8 Aug
Bosco della Spina
Food court

14. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (146 reviews)
"Lucca was the perfect host, very accommodating to any queries we had and was always willing to help during our stay Couldn’t recommend staying here highly enough - we had a great time staying here and would highly recommend if you are in the area definitely book here"
United Kingdom
Jonathan
The price is 3.651.157 ₫
4.137.062 ₫ total
includes taxes & fees
6 Aug - 7 Aug
La Locanda di San Francesco
Suite Aria | Terrace/patio

15. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (38 reviews)
"Time transported to the Renaissance at this beautiful, well-kept palazzo… Riccardo’s family did a truly amazing job restoring this place and the facilities are modern & without any discomfort."
American Samoa
Melissa Hyun Joo
The price is 4.602.894 ₫
5.183.972 ₫ total
includes taxes & fees
31 Jul - 1 Aug
Delcorto Suites
Monolocale Exclusive, vista città, secondo piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi

16. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
The price is 2.561.487 ₫
2.938.425 ₫ total
includes taxes & fees
31 Jul - 1 Aug
TuscanyLettings Studio&Room
Exterior

17. Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is 3.169.181 ₫
3.606.888 ₫ total
includes taxes & fees
29 Aug - 30 Aug
Il Pozzo di Sant'Andrea
Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio

18. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (5 reviews)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is 2.722.831 ₫
3.115.903 ₫ total
includes taxes & fees
31 Jul - 1 Aug
PienzaLettings Suites
Front of property

19. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.6 out of 10, Exceptional, (7 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is 2.334.802 ₫
2.719.269 ₫ total
includes taxes & fees
31 Jul - 1 Aug
RESIDENCE LECCIO
Double Room (Ginevra) | View from room

20. A Casa Mastacchi

A Casa Mastacchi
Siena City Centre
7.8 out of 10, Good, (29 reviews)
"Christiana was the perfect hostess. Accommodations were quaint. Rooms and common areas were spotless. Breakfast and cafe were amazing. A true gem located in the heart of Siena. Close to shops, restaurants, and enotecas. I highly recommend you stay. "
United States
Christina
The price is 3.420.176 ₫
3.882.983 ₫ total
includes taxes & fees
31 Jul - 1 Aug
A Casa Mastacchi
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

SI Montalcino Hotel

SI Montalcino Hotel

10/10 Excellent
"Excellent hotel and friendly staff. Good location to explore Tuscany."
Sam 4-night trip
Posted 1 day ago
SI Montalcino Hotel

Frequently asked questions

Are there holiday rentals in Montalcino?

Yes, there are holiday rentals in Montalcino close to Bosco della Ragnaia, or you can select 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.

How many holiday rentals are there in Montalcino?

With 31 Expedia holiday rentals, you're guaranteed 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 Museum of Brunello and Civic and Diocesan Museum of Sacred Art of Montalcino. Other places in town to visit include Fortress of Montalcino and Tenuta Greppo Franco Biondi Santi.

What’s a holiday rental in Montalcino like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montalcino. Holiday rentals offer amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips or small group gatherings.