Montalcino Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Montalcino vacation 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 NT$4,720
NT$5,339 total
includes taxes & fees
Jun 14 - Jun 15
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 NT$3,588
NT$4,240 total
includes taxes & fees
Jun 29 - Jun 30
Idolina Guest House
Superior Suite, Hill View | Hypo-allergenic bedding, cribs/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 NT$10,263
NT$11,655 total
includes taxes & fees
Jun 2 - Jun 3
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 NT$6,095
NT$7,144 total
includes taxes & fees
Jun 11 - Jun 12
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 NT$12,233
NT$13,822 total
includes taxes & fees
Jun 8 - Jun 9
Borgo Lucignanello Bandini
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (100 reviews)
"Loved it!"
United States
Michael
The price is NT$5,211
NT$5,878 total
includes taxes & fees
Jun 9 - Jun 10
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 NT$4,316
NT$4,894 total
includes taxes & fees
Jun 18 - Jun 19
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 NT$3,701
NT$4,218 total
includes taxes & fees
Jun 25 - Jun 26
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 NT$4,371
NT$4,955 total
includes taxes & fees
Jun 2 - Jun 3
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 NT$3,716
NT$4,234 total
includes taxes & fees
Jun 2 - Jun 3
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 NT$3,524
NT$4,023 total
includes taxes & fees
Jun 3 - Jun 4
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 NT$2,693
NT$3,108 total
includes taxes & fees
Jun 2 - Jun 3
Residenza Fabroni
Suite, Multiple Beds, Valley View | Bathroom | Shower, rainfall showerhead, designer toiletries, hair dryer

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 NT$4,122
NT$4,680 total
includes taxes & fees
Jun 11 - Jun 12
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 NT$5,605
NT$6,311 total
includes taxes & fees
Jun 3 - Jun 4
Delcorto Suites
Interior

Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
The price is NT$3,022
NT$3,470 total
includes taxes & fees
Jun 2 - Jun 3
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 NT$5,086
NT$5,887 total
includes taxes & fees
Jun 21 - Jun 22
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, (125 reviews)
"Excellent location on heart of Siena .. staff were lovely"
United Kingdom
Thomas
The price is NT$7,745
NT$8,666 total
includes taxes & fees
Jun 15 - Jun 16
Residenza d'Epoca Palazzo Borghesi
Standard Double Room | Bathroom | Deep soaking tub, 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 NT$3,483
NT$3,978 total
includes taxes & fees
Jun 3 - Jun 4
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 NT$2,962
NT$3,331 total
includes taxes & fees
Jun 7 - Jun 8
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 NT$6,046
NT$6,797 total
includes taxes & fees
Jun 7 - Jun 8
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montalcino Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Old historic building, beautiful garden terrace for an evening drink as you watch the sun go down. Staff very helpful. Our room was small, we should have upgraded as there are better rooms. Pay attention to the directions they send you as it's impossible not to get fined if you come any other way."
Paul 3-night trip
Posted 5 hours ago
Palazzo Ravizza

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 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 an electric kettle. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Montalcino?

With 28 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 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 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.