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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Montalcino holiday rentals

Exterior

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (92 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is ฿4,613
฿5,226 total
includes taxes & fees
3 May - 4 May
B&B Le Scalette di Piazza
Exterior

Idolina Guest House

Idolina Guest House
Montalcino
9.4 out of 10, Exceptional, (107 reviews)
"Excellent service, ideal location"
United Kingdom
Nigel
The price is ฿3,254
฿3,886 total
includes taxes & fees
4 May - 5 May
Idolina Guest House
Exterior

Corte Francigena

Corte Francigena
Montalcino
9.8 out of 10, Exceptional, (6 reviews)
"Loved everything about my stay"
United States
Svetlana
The price is ฿5,209
฿6,187 total
includes taxes & fees
18 May - 19 May
Corte Francigena
Terrace/patio

Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful stay "
United States
Marc
The price is ฿11,947
฿13,522 total
includes taxes & fees
11 May - 12 May
Borgo Lucignanello Bandini
Terrace/patio

Antico Brunello

Antico Brunello
Montalcino
The price is ฿251,403
฿276,924 total
includes taxes & fees
13 May - 14 May
Antico Brunello
Double Room (Ginevra) | View from room

A Casa Mastacchi

A Casa Mastacchi
Siena City Centre
8.0 out of 10, Very good, (26 reviews)
"Pleasant place"
France
Claude
The price is ฿4,554
฿5,162 total
includes taxes & fees
17 May - 18 May
A Casa Mastacchi
Standard Double Room | Bathroom | Deep-soaking bathtub, rainfall showerhead, free toiletries, hair dryer

Piazza Paradiso Accomodation

Piazza Paradiso Accomodation
Siena City Centre
9.2 out of 10, Wonderful, (155 reviews)
"What my girlfriend loved the most was the bathtub! We have been busy traveling the last week and a half and she was overjoyed with a chance to soak in a bath tub. Room was spacious and clean, the staff was helpful and friendly. The hotel was centrally located and within easy walking distance to Piazza del Campo. Looking forward to staying with Piazza Paradiso accommodation again. We will definitely recommend Piazza Paradiso to all our friends visiting Siena!"
United States
Niels G.
The price is ฿3,605
฿4,118 total
includes taxes & fees
8 May - 9 May
Piazza Paradiso Accomodation
Lobby

B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.6 out of 10, Exceptional, (21 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is ฿4,145
฿4,712 total
includes taxes & fees
18 May - 19 May
B&B Piccolo Hotel
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (93 reviews)
"Nothing negative could be said about this absolutely fabulous property. Great staff, great location, best room of our 22 day, 11 stop trip. Easy luggage so off, great everything. We will be back and will definitely stay here again. "
United States
Michael
The price is ฿5,428
฿6,123 total
includes taxes & fees
3 May - 4 May
Meublé Il Riccio
Exterior

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 ฿3,467
฿3,966 total
includes taxes & fees
17 May - 18 May
Il Pozzo di Sant'Andrea
Interior entrance

Residence Il Boschetto

Residence Il Boschetto
Grosseto
9.0 out of 10, Wonderful, (6 reviews)
"The house is gorgeous! The area is very nice and the amenities were great! "
United States
Enrique
The price is ฿3,297
฿3,741 total
includes taxes & fees
4 May - 5 May
Residence Il Boschetto
Classic Apartment, 2 Bedrooms | Terrace/patio

FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (9 reviews)
"Excellent experience, location, and environment."
Taiwan
Chia-Hung
The price is ฿2,462
฿2,784 total
includes taxes & fees
7 May - 8 May
FonteLiving
Exterior

La Locanda Di Cetona

La Locanda Di Cetona
Cetona
9.4 out of 10, Exceptional, (6 reviews)
"A lovely hotel and very welcoming staff. Cetona is a delight. "
Australia
Julian
The price is ฿4,675
฿5,142 total
includes taxes & fees
9 May - 10 May
La Locanda Di Cetona
Exterior

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (130 reviews)
"Loved this place ! Clean, modern, large rooms, perfect location and the owner kind and beyond attentive."
United States
Melissa
The price is ฿4,480
฿5,080 total
includes taxes & fees
6 May - 7 May
Bed & Breakfast Vicolo dell'Oste
Bar (on property)

La Piccola Locanda

La Piccola Locanda
Chiusi
7.8 out of 10, Good, (10 reviews)
"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "
United States
Jeffery
The price is ฿4,046
฿4,527 total
includes taxes & fees
3 May - 4 May
La Piccola Locanda
Exterior

Country House il Ciliegio

Country House il Ciliegio
Roccastrada
9.2 out of 10, Wonderful, (7 reviews)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
The price is ฿2,575
฿2,909 total
includes taxes & fees
3 May - 4 May
Country House il Ciliegio
Breakfast meal

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (201 reviews)
"Excellent B&B, very helpful host"
United States
Anushya
The price is ฿3,889
฿4,430 total
includes taxes & fees
13 May - 14 May
B&B Il Corso
Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub

DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (28 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is ฿3,124
฿3,589 total
includes taxes & fees
17 May - 18 May
DormiVeglia B&B
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (172 reviews)
"The room was really clean and as described. Unfortunately, the hotel restaurant was closed and that was not mentioned on the site. I learned about it the day before my arrival. Fortunately, the host had good restaurant suggestions. The hotel advertise a pool and a jacuzzi, they have both but the pool was VERY cold (normal in April) and the jacuzzi was not inviting (bee nest, Luke warm, in the shade...). Concerning the breakfast, note that it is not a buffet, a box get delivered to your room. You...
Canada
Chantal
The price is ฿6,922
฿7,729 total
includes taxes & fees
31 May - 1 Jun
Abbadia Sicille Relais
Room amenity

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (435 reviews)
"Nice place!"
United States
Pavel
The price is ฿5,138
฿5,804 total
includes taxes & fees
14 May - 15 May
Siena Vip
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

Hotel Athena

Hotel Athena

10/10 Excellent
"Excellent service! Outstanding breakfast included !"
Alvin 1-night trip
Posted 11 hours ago
Hotel Athena

Find out more about Montalcino

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

  • View our selection of featured holiday rentals in Montalcino
  • Use the map to find apartments and other holiday homes in the Montalcino neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday 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 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.

What are some of the best holiday rentals that Montalcino has to offer?

Borgo Argiano: This holiday home rental outside of Montalcino is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an espresso maker. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in Montalcino?

With 29 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 Chiana and Bosco della Ragnaia, 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.