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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sep - 20 Sep

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, (93 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is 3.960.295 ₫
4.479.069 ₫ total
includes taxes & fees
14 Jun - 15 Jun
B&B Le Scalette di Piazza
Exterior

Idolina Guest House

Idolina Guest House
Montalcino
9.4 out of 10, Exceptional, (114 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 3.338.385 ₫
3.917.652 ₫ total
includes taxes & fees
25 Jun - 26 Jun
Idolina Guest House
Superior Suite, Hill View | Hypo-allergenic bedding, cots/infant beds, rollaway beds

Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Excellent boutique hotel with a very welcoming staff. Rooms were wonderful. Location was terrific - very easy short walk to restaurants in town. Would highly recommend"
United States
BRIAN
The price is 10.224.071 ₫
11.553.225 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Palazzo Saloni
Exterior

Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (6 reviews)
"Loved everything about my stay"
United States
Svetlana
The price is 5.114.004 ₫
5.993.547 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Corte Francigena - Apartments
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 10.263.372 ₫
11.596.496 ₫ total
includes taxes & fees
16 Jun - 17 Jun
Borgo Lucignanello Bandini
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (99 reviews)
"Loved it!"
United States
Michael
The price is 4.371.695 ₫
4.931.578 ₫ total
includes taxes & fees
12 Jun - 13 Jun
Meublé Il Riccio
Room amenity

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (450 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 3.507.313 ₫
3.980.759 ₫ total
includes taxes & fees
18 Jun - 19 Jun
Siena Vip
Breakfast meal

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (203 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is 3.105.295 ₫
3.538.538 ₫ total
includes taxes & fees
25 Jun - 26 Jun
B&B Il Corso
Double Room (Ginevra) | View from room

A Casa Mastacchi

A Casa Mastacchi
Siena City Centre
8.0 out of 10, Very good, (28 reviews)
"Pleasant place"
France
Claude
The price is 3.667.245 ₫
4.156.668 ₫ total
includes taxes & fees
12 Jun - 13 Jun
A Casa Mastacchi
Exterior

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (136 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 3.117.524 ₫
3.551.990 ₫ total
includes taxes & fees
2 Jun - 3 Jun
Bed & Breakfast Vicolo dell'Oste
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 2.956.473 ₫
3.374.818 ₫ total
includes taxes & fees
5 Jun - 6 Jun
Il Pozzo di Sant'Andrea
Property entrance

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (103 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is 2.259.058 ₫
2.607.678 ₫ total
includes taxes & fees
2 Jun - 3 Jun
Residenza Fabroni
Food court

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (142 reviews)
"Great location."
United States
James
The price is 4.322.356 ₫
4.877.290 ₫ total
includes taxes & fees
11 Jun - 12 Jun
La Locanda di San Francesco
Suite Aria | Terrace/patio

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (37 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 5.224.698 ₫
5.869.881 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Delcorto Suites
Interior

Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
The price is 2.534.837 ₫
2.911.019 ₫ total
includes taxes & fees
3 Jun - 4 Jun
Villa Fontis Rapolano
Aerial view

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (65 reviews)
"Pros: 1. Beautiful property with an amazing view. 2. Spacious family suite 3. Comfortable bed 4. Quiet, waking up to birds singing in the morning. Cons: 1. Stink bugs in the suite; once we understood they are common this time of year and easy to capture and release outside, it was ok. 2. Showers are very small. 3. A/C not turned on this time of year; was not offered fans until the last day. 4. Minimal amenities. 5. Few outlets The villa is beautiful, just be prepared for a “rustic”...
United States
Niyo
The price is 4.267.081 ₫
4.939.248 ₫ total
includes taxes & fees
21 Jun - 22 Jun
Villa Curina Resort
Daily continental breakfast for a fee

Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (123 reviews)
"Excellent location on heart of Siena .. staff were lovely"
United Kingdom
Thomas
The price is 6.498.277 ₫
7.270.819 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Residenza d'Epoca Palazzo Borghesi
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 3.087.128 ₫
3.518.555 ₫ total
includes taxes & fees
5 Jun - 6 Jun
Piazza Paradiso Accomodation
Classic Apartment, 2 Bedrooms | Terrace/patio

FonteLiving

FonteLiving
San Casciano dei Bagni
9.8 out of 10, Exceptional, (10 reviews)
"Excellent experience, location, and environment."
Taiwan
Chia-Hung
The price is 2.233.957 ₫
2.518.709 ₫ total
includes taxes & fees
4 Jun - 5 Jun
FonteLiving
1 treatment room, massages

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (88 reviews)
"We loved our stay and wish we could have stayed longer. Our room was clean & comfortable. The view was AMAZING. We had breakfast included daily which was very good and had a bunch of gluten free options. Our bodies were tired after the hustle & bustle of Florence & Rome so we booked into the “light spa” and had the hot pools to ourselves. It was a short walk to town. We wish we could have stayed longer and plan to be back. "
Canada
Ron
The price is 5.072.700 ₫
5.702.837 ₫ total
includes taxes & fees
4 Jun - 5 Jun
Casanova - Panoramic Rooms and 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

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Well located, useful parking, and helpful staff"
Gilbert 2-night trip
Posted 5 hours ago
Palazzo Ravizza

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 28 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.