Montalcino Vacation Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Vacation Rentals in Montalcino

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (110)
"Very nice staff, great service, super clean. Will stay again."
The price is P7,741
P8,879 total
includes taxes & fees
Feb 17 - Feb 18
Hotel San Gregorio

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (150)
"Wonderful location!!! Everything within walking distance. Friendly staff, clean modern room. Shower needs repairing. Will definitely return to stay here. If you are driving to the hotel, It’s a ZTL zone so contact the hotel to make arrangements for your car to be garaged. Don’t need a car here. It is in the best location!!!"
The price is P8,292
P9,364 total
includes taxes & fees
Feb 21 - Feb 22
Il Battistero Siena - Residenza d'Epoca

ApartHotel Anghel

8.2 out of 10, Very Good, (311)
"Nice place, quiet and clean!"
The price is P4,484
P5,175 total
includes taxes & fees
Feb 20 - Feb 21
ApartHotel Anghel

Residenza d'Epoca Palazzo Borghesi

9.6 out of 10, Exceptional, (108)
"This property is gorgeous and the stay here was amazing! Our room had the private terrace and we had breakfast out there the next morning! I can’t tell you how picturesque, stunning and just plain peaceful our breakfast was out in the terrace! The morning fog covered the valley, all you could see were the church steeples peaking through, you heard the nice old ladies talking in the streets below while going out for morning bread, the birds were tweeting and cooing. I’m serious here, it was a...
The price is P7,945
P8,982 total
includes taxes & fees
Feb 22 - Feb 23
Residenza d'Epoca Palazzo Borghesi

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (155)
"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "
The price is P4,379
P5,000 total
includes taxes & fees
Mar 9 - Mar 10
Abbadia Sicille Relais

Il Tosco

10.0 out of 10, Exceptional, (103)
"beautiful property with perfect service. "
The price is P16,243
P18,110 total
includes taxes & fees
Mar 1 - Mar 2
Il Tosco

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (42)
"It was a nice property- unfortunate what they charge to just swim"
Casanova - Panoramic Rooms and Suites

Residenza Fabroni

8.8 out of 10, Excellent, (79)
"This is a very large apartment in a 500 year old well maintained building. It is in the beautiful historic area. Do be aware that this is a VERY hilly area and you will have to walk up and down steep streets everywhere you go. That includes from the parking area. Cars are restricted from the area around the apartment without a permit. "
The price is P5,517
P6,312 total
includes taxes & fees
Feb 17 - Feb 18
Residenza Fabroni

Bosco della Spina

9.4 out of 10, Exceptional, (142)
"We were met by the property owner who was pleasant and informative. The room was exactly as depicted in the photos and property was in excellent condition. We would recommend to anyone staying the area at any time of year/ "
Bosco della Spina

La Terrazza Sul Campo Rooming House

9.6 out of 10, Exceptional, (221)
"Excellent location. Excellent service. Great view from the balcony. "
The price is P5,824
P6,649 total
includes taxes & fees
Feb 19 - Feb 20
La Terrazza Sul Campo Rooming House

Osteria del Borgo

9.2 out of 10, Wonderful, (142)
"Communication with owner excellent. Was able to drop bags at unit and then park car in space provided by hotel about a 10 minute walk down or up depending on direction. Apartment large and comfortable. Breakfast nice continental assortment. Owner helped with bags up 2 flights of stairs checking in. Excellent location. Every thing nearby. We would book again"
Osteria del Borgo

Regis Condo

9.2 out of 10, Wonderful, (55)
"We loved the Regis Condo. It was perfectly located next to all major attractions and lots of restaurants and markets nearby. It was spacious and very comfortable. Would definitely stay there again."
The price is P5,542
P6,338 total
includes taxes & fees
Feb 23 - Feb 24
Regis Condo
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.
Don't see what you're looking for?
See all available properties in Montalcino
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Montalcino you may be interested in

Rosewood Castiglion del Bosco

5.0 star property
10.0 out of 10, Exceptional, (57)
"Rosewood Castiglion Del Bosco is an exceptional hotel offering a stunning view of Val d'Orcia, a beautiful valley in Tuscany. The picturesque surroundings provide a truly memorable experience for guests seeking a peaceful retreat. The hotel's ambiance and service are top-notch, creating a luxurious and comfortable stay. One minor drawback that I encountered during my visit in the winter was that the temperature of the indoor pool was not as warm as I would have preferred. While the pool area is...
Rosewood Castiglion del Bosco

Castello di Velona Resort Thermal SPA & Winery

5.0 star property
9.0 out of 10, Wonderful, (311)
"This is a very unique property We really enjoyed our stay there. Our only complaint is we didn't stay long enough. Next time!"
Castello di Velona Resort Thermal SPA & Winery

Mastrojanni Relais

9.8 out of 10, Exceptional, (37)
"This is a beautiful Tuscany experience. Very small property perched on a hill, very well appointed and large rooms, gorgeous views, beautiful surrounding vineyards for endless walking, spectacular pool, ultra-foodie restaurant. One warning, do not recommend this if anyone in the party gets carsick. It is far off the beaten track, with lots of curvy roads, and a considerable amount of gravel roads."
The price is P15,999
P18,206 total
includes taxes & fees
Mar 11 - Mar 12
Mastrojanni Relais
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.

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.

How many vacation rentals are there in Montalcino?

With 37 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 Basso Merse Nature Reserve, 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.