Montalcinello Holiday Rentals

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Our top choices for Montalcinello holiday rentals

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (25)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is NZ$169
includes taxes & fees
25 Dec - 26 Dec
Tuscasì Aparthotel

Comfort, relaxation and nature

Comfort, relaxation and nature
Monticiano
10.0 out of 10, Exceptional, (1)
"Appartamento perfetto non manca nulla e proprietari accoglienti, e gentilissimi. Da tornare"
Italy
Sandra V.
The price is NZ$207
includes taxes & fees
25 Dec - 26 Dec
Comfort, relaxation and nature

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (19)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
Casa di Campagna in Toscana

Palazzo Malfatti - Appartamento deluxe con vista Piazza Garibaldi

Palazzo Malfatti - Appartamento deluxe con vista Piazza Garibaldi
Massa Marittima
10.0 out of 10, Exceptional, (3)
"We enjoyed being right in the center of such a lovely town. Enrico was very helpful to us during our stay."
United States
Leslie T.
The price is NZ$299
includes taxes & fees
18 Jan - 19 Jan 2026
Palazzo Malfatti - Appartamento deluxe con vista Piazza Garibaldi

Private House with Exclusive Swimming Pool Heated and Amazing View

Private House with Exclusive Swimming Pool Heated and Amazing View
Boccheggiano
9.6 out of 10, Exceptional, (56)
"Everything was great. The pool was warm. Views are fantastic stretching out to the sea. The town has a good supermarket. Only went to one restaurant, Dell'Upo, but it was good so went back most nights. The hosts were helpful and informative. Planning a return."
United Kingdom
Patrick H.
Private House with Exclusive Swimming Pool Heated and Amazing View

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (422)
"A great location!"
Canada
Cheryl
The price is NZ$275
includes taxes & fees
4 Jan - 5 Jan 2026
Siena Vip

Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (96)
"Hotel is a one block from main square of the city also have a good restaurant around the corner "
United States
Guillermo
The price is NZ$176
includes taxes & fees
20 Jan - 21 Jan 2026
Al Mercato B&B

Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16)
"Great host, lovely place near Siena"
United Kingdom
Prem
Il Pozzo di Sant'Andrea

Detached house with garden a few minutes from the abbey of San Galgano

Detached house with garden a few minutes from the abbey of San Galgano
Toscana
The price is NZ$246
includes taxes & fees
7 Jan - 8 Jan 2026
Detached house with garden a few minutes from the abbey of San Galgano

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (335)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is NZ$127
includes taxes & fees
24 Dec - 25 Dec
ApartHotel Anghel

Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.8 out of 10, Exceptional, (7)
"The tower was a perfect place for our trip to Tuscany! It had a ton of space with a full kitchen and living room. The town it is located in is fantastic. There is a small grocery store, a pizza place, and a fantastic restaurant where two people can get a delicious meal and drinks for about €30 all within walking distance. You can easily drive from the tower to Siena, Florence, Montalcino, Montepulciano, and I'm sure many other places that we didn't have time to get to. Sauro was a great host and...
United States
Michael G.
The price is NZ$302
includes taxes & fees
6 Jan - 7 Jan 2026
Exclusive Stone Tower.

B&B Dei Rossi

B&B Dei Rossi
Siena City Centre
8.2 out of 10, Very good, (18)
"Wonderful stay. Large room, shared kitchen and great location to shops and restaurants. A lot of stairs, but it comes with a beautiful view. "
Canada
Alana
The price is NZ$150
includes taxes & fees
19 Jan - 20 Jan 2026
B&B Dei Rossi

La Casa di Ines

La Casa di Ines
San Gimignano City Centre
9.6 out of 10, Exceptional, (7)
"Love this town. Location is great "
United States
William
The price is NZ$152
includes taxes & fees
6 Jan - 7 Jan 2026
La Casa di Ines

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (81)
"Convenient for parking, clean and relatively easy access to the town. The rooms were functional, getting into the place after hours was easy ( check in). No breakfast but a supermarket was 300 meters away"
Canada
Marcus
Domus il Palio B&B

La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (42)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is NZ$238
includes taxes & fees
13 Jan - 14 Jan 2026
La Coroncina Lodging

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (192)
"Safe, clean, close to all attractions"
Canada
Carlo
B&B Il Corso

Apartment "Casa di Franca a San Galgano" in Historical Centre

Apartment "Casa di Franca a San Galgano" in Historical Centre
CHIUSDINO
10.0 out of 10, Exceptional, (1)
"Pros: De ligging"
Netherlands
Anonymous traveller
The price is NZ$332
includes taxes & fees
6 Jan - 7 Jan 2026
Apartment "Casa di Franca a San Galgano" in Historical Centre

Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8)
"Personal people are very good. "
Switzerland
Wenjuan
The price is NZ$182
includes taxes & fees
28 Dec - 29 Dec
Villa le Camelie Siena

LOVE NEST SIENA YOUR LOVE NEST

LOVE NEST SIENA YOUR LOVE NEST
Toscana
The price is NZ$264
includes taxes & fees
29 Dec - 30 Dec
LOVE NEST SIENA YOUR LOVE NEST
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 Montalcinello Hotel Reviews

Find out more about Montalcinello

Everything you need to know about Montalcinello 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 Montalcinello 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 Montalcinello holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Montalcinello holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montalcinello. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montalcinello 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 Montalcinello holiday rentals we have selected for you start as low as NZ$127 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montalcinello rentals

At Expedia, we put the best Montalcinello 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 Montalcinello 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 Montalcinello 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 Montalcinello. 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

Can I find holiday rentals in Montalcinello?

Yes, there are holiday rentals close to the most popular sights in Montalcinello, or you can select a more secluded option if you're looking for a relaxing stay.

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

Villa with large garden in the Chianti hills: This holiday home rental outside of Montalcinello is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

What’s there to see and do in Montalcinello?

While exploring the area, visit family-friendly sights like Terme Petriolo, or get outside and enjoy nature at Val di Merse. In the wider area, you’ll find Abbazia di San Galgano and Le Caldane Thermal Baths.

What’s a holiday rental in Montalcinello like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montalcinello. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety 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 option for a family getaway.