Montalcino Holiday Rentals

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Holiday Rentals in Montalcino

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Siena
9.4 out of 10, Exceptional, (67)
"What a lovely place, I will recommend this fabulous home to friends and family and will be returning sometime soon."
United Kingdom
peter H.
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Hilltop house in the heart of Tuscany with private pool

Montisi
9.8 out of 10, Exceptional, (94)
"Wonderful, quiet, beautiful. Everything you could want in country stay near a small village."
United States
Timothy C.
Hilltop house in the heart of Tuscany with private pool

The House of Alice, charm and relaxation

Montalcino (SI)
9.8 out of 10, Exceptional, (66)
"We absolutely loved this place! We only wish we got to stay longer. Great location, quiet and peaceful"
United States
Hannah S.
The price is AU$387
includes taxes & fees
19 Nov - 20 Nov
The House of Alice, charm and relaxation

Villa in Montalcino, exclusive for you, stunning view!!!

Montalcino
10.0 out of 10, Exceptional, (86)
"Lovely villa in a beautiful location. "
United Kingdom
helen S.
Villa in Montalcino, exclusive for you, stunning view!!!

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Montisi
10.0 out of 10, Exceptional, (59)
"Beautiful property comfortable beds. Amazing views room two sit outside and enjoy sunsets."
United States
Darrel W.
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Montalcino Villa - Breathtaking Views of the Val d'Orcia

Montalcino
9.8 out of 10, Exceptional, (48)
"We had a wonder stay at the villa. Gave a true Tuscan countryside experience in a luxurious, comfortable and convenient location."
Canada
Ramutis G.
Montalcino Villa - Breathtaking Views of the Val d'Orcia

Antico Brunello

Montalcino
The price is AU$12,535
includes taxes & fees
19 Nov - 20 Nov
Antico Brunello

Recently restored Villa in Tuscany, sleeps 12, sw.pool, gym, big garden.

San Giovanni d' Asso
10.0 out of 10, Exceptional, (13)
"Impeccable property. Property manager was simply amazing, welcoming, caring, friendly and always willing to help. We would love to come back! "
United States
Francesca P.
Recently restored Villa in Tuscany, sleeps 12, sw.pool, gym, big garden.

ApartHotel Anghel

Siena
8.4 out of 10, Very good, (331)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
ApartHotel Anghel

Hotel San Gregorio

3.0 star property
Pienza
9.4 out of 10, Exceptional, (133)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is AU$310
includes taxes & fees
5 Dec - 6 Dec
Hotel San Gregorio

Il Battistero Siena - Residenza d'Epoca

Siena City Centre
9.6 out of 10, Exceptional, (188)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca

Abbadia Sicille Relais

4.0 star property
Trequanda
8.8 out of 10, Excellent, (163)
"We stayed there for 1 night our our way to Rome. BEAUTIFUL. Bed was very comfortable as well. 10/10 will recommend to everyone "
United States
Brittnay
The price is AU$140
includes taxes & fees
3 Dec - 4 Dec
Abbadia Sicille Relais

Farmhouse in the hills with panoramic view and swimming pool

Ristonchia
9.6 out of 10, Exceptional, (75)
"Was wonderful and beautiful. "
United States
Alana A.
Farmhouse in the hills with panoramic view and swimming pool

Tuscasì Aparthotel

Sovicille
9.0 out of 10, Wonderful, (24)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is AU$104
includes taxes & fees
28 Nov - 29 Nov
Tuscasì Aparthotel

Regis Condo

Siena City Centre
9.4 out of 10, Exceptional, (65)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
United States
Ben
Regis Condo

Casanova - Panoramic Rooms and Suites

3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
The price is AU$314
includes taxes & fees
19 Nov - 20 Nov
Casanova - Panoramic Rooms and Suites

Bellarmino Boutique Apartments

Montepulciano
The price is AU$128
includes taxes & fees
18 Dec - 19 Dec
Bellarmino Boutique Apartments

Gite Montemirello, with garden and swimming pool

Casciano di Murlo - Siena
9.8 out of 10, Exceptional, (60)
"Very nice stay and very nuce Host :)"
Germany
Timo
Gite Montemirello, with garden and swimming pool

Residenza d'Epoca Palazzo Borghesi

Siena City Centre
9.6 out of 10, Exceptional, (116)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
The price is AU$279
includes taxes & fees
19 Nov - 20 Nov
Residenza d'Epoca Palazzo Borghesi

PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

chiusi
10.0 out of 10, Exceptional, (54)
"We had a very nice stay and a well organized pizza night in the villa. Glad to come again:) "
Germany
Florian Maria W.
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
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

Find out more about Montalcino

Everything you need to know about Montalcino holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montalcino holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montalcino holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Montalcino holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montalcino. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montalcino holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montalcino holiday rentals we have selected for you start as low as AU$104 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Montalcino rentals

At Expedia, we put the best Montalcino holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Montalcino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montalcino holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montalcino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 a coffee maker. You can relax into your holiday with a garden and a library. Some other top choices in Montalcino are The House of Alice, charm and relaxation and Enchanting tuscan house, private garden, wellness, stunning views, easy to reach.

How many holiday rentals are there in Montalcino?

With 40 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 Val di Merse, or simply take in cultural attractions like Civic and Diocesan Museum of Sacred Art of Montalcino and Museum of Brunello. 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.