Montalcinello holiday lettings

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August 2025

September 2025

Discover a selection of holiday rentals in Montalcinello that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you need and want for your stay, which might include Wi-Fi and a fireplace. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Montalcinello

Showing deals for:21 Nov - 28 Nov

Villa Le Caggia.........your home away from home in Tuscany!!!! .

Exceptional

(9 reviews)

ALL PROPERTY 7BR - Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km

Sovicille, Toscana

23% off

£916 nightly

Includes taxes & fees

Exceptional

(12 reviews)

Superb holiday home with private terrace, panoramic swimming pool and wi-fi wi-fi

Casole d'Elsa, Tuscany

8% off

£126 nightly

Includes taxes & fees

PePergola's terrace near the kitchen, with teak wood table.

Exceptional

(18 reviews)

Farmhouse from 17th century with antique furniture and many flowers.

Castelnuovo di Val di Cecina, Italy

7% off

£72 nightly

Includes taxes & fees

Exceptional

(25 reviews)

ALL PROPERTY 7BR - Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km

Sovicille, Toscana

23% off

£916 nightly

Includes taxes & fees

Wonderful

(6 reviews)

Wonderful apartment in a Tuscan farmhouse with swimming pool and panoramic terrace

Casole d'Elsa, Tuscany

8% off

£100 nightly

Includes taxes & fees

Exceptional

(16 reviews)

ALL PROPERTY 7BR - Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km

Sovicille, Tuscany

23% off

£916 nightly

Includes taxes & fees

Exceptional

(30 reviews)

The cherry tree Podere il Giglio: Romantic apartment on the hills and swimming pool

Radicondoli, Provincia di Siena

9% off

£163 nightly

Includes taxes & fees

Exceptional

(120 reviews)

ALL PROPERTY 7BR- Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km

Sovicille, Italy

23% off

£916 nightly

Includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Montalcinello

Elegant villa with private pool near San Galgano

Sleeps 13 · 8 bedrooms · 4+ bathrooms

Top rated rentals - Montalcinello

Wonderful stay and great hosts

What a lovely property in mid Tuscany. Privacy of the pool and hot tub was great. It was tempting to stay there all the time but was well located for trips out to San Gimignano, volterra Siena and Chianti Classico region. Hosts Gina and Franco were so welcoming and helpful. They generously ensured we had some food, drink and some Italian desserts. We would love to come again.

Phil W.

Stayed May 2025

External view of Tuscany Villa with pool and jacuzzi

Fantastic home for the week!

We have had the best time staying here! Myself, husband and family. The communication and help prior to staying was excellent. The accommodation is excellent, well equipped and very clean, well laid out but above all beautiful. The views from the house are stunning, as is the local area. Everything we imagined Tuscany would be. So many nice touches that are not depicted in the photo’s. The pool / hottub area is fantastic. Beds comfortable. Showers great. Shutters on windows for a good nights sleep. Very quiet. Basically every convenience but still authentic and real. The local village is 5 min walk up hill, so pretty with amazing views, and felt very real and authentic. The area overall is great for getting around to Pisa, Florence, Siena, Chianti, Volterra, and many more in car. There’s also a train station under an hour which we used to get into Florence hassle free. Gina and Franco were really lovely and came very early each morning to make sure the pool and hot tub was ok. The pool and hot tub were both immaculate everyday. We were also left homemade treats which were absolutely delicious and very appreciated- thank you! The holiday was the absolute best!

craig c.

Stayed Sept 2024

Premier Host

Exceptional!

Wonderful two weeks in Il Torrione. The house is very well presented and very clean

Mike M.

Stayed Sept 2024

Premier Host

Magical time in Tuscany

We could not have had a better stay (or a better host) for this trip with my elderly parents. The house is wonderful and easily sleeps 6-8 with privacy and comfort. We cooked and ate most meals at home and the kitchen is exceptionally well set up. Leo (the host) is one of the nicest people we have met: generous, informative and genuinely interested in solving any issues that arose. We had a pump failure in the heating one morning and he got it fixed within a few hours. Cannot recommend more highly.

Jonathan B.

Stayed Dec 2023

Beautiful and lovely place to stay

Maria and Mario are the perfect hosts. The property is located near the hilltop village of Belforte .it overlooks the Tuscan hills and is an ideal location to relax. You maybe lucky to see wild deer and boar.there are many hiking routes nearby through the forests.the property is spotlessly clean and has all that you require. This was our second visit and we will go again

BRIAN D.

Stayed Jul 2020

Premier Host

July get away from it all

Lovely property and gardens. A real taste of Tuscany. Our hosts were super friendly too. Can’t fault it. My wife and I stayed for a week with our two dogs and they loved it too. Not too far to drive to Siena, Volterra and San Gimignano. The local village Radicondoli is sweet and slow paced. It has a couple of restaurants and a cafe. It also has a small supermarket. About 1.5 km from the property. Would like to go back.

Alan R.

Stayed Jun 2020

Traditional Tuscan Getaway

Unique experience on a farm surrounded by olive trees and vineyards. Hosts very friendly and generous with their local knowledge and home produce. Loved our stay and would not hesitate to return one day.

Susan G.

Stayed Sept 2019

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Find out more about Montalcinello

Book a holiday rental for your Montalcinello getaway

Learn about the unique charm of Montalcinello with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Montalcinello

Do you want to discover things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Montalcinello a fun spot to go on holiday. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

Terme Petriolo (13.9 mi / 22.4 km)
Podere Ristella Vineyards and Winery (15.3 mi / 24.6 km)
Biolago Geotermico Acqua Harda (11 mi / 17.7 km)
Fattoria Il Palagio Winery (14.3 mi / 22.9 km)
Terre di Vini (8.1 mi / 13 km)
Mens Sana Basket Siena (15.2 mi / 24.5 km)

Exploring the natural landscape of Montalcinello

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Montalcinello is a great place to get outside. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

Val di Merse (7.5 mi / 12.1 km)
I Canaloni del Torrente Farma (9 mi / 14.6 km)
Alta Val d'Elsa River Park (13.4 mi / 21.5 km)
Le Caldane Thermal Baths (13.6 mi / 21.8 km)
Enoteca Italiana (15 mi / 24.1 km)
Hedonistic Hiking (10.5 mi / 16.8 km)

Frequently asked questions

What is the best area to stay in Montalcinello when booking a holiday rental?

When considering a holiday rental in Montalcinello, Tuscany, the most appealing area to stay is the historic centre. This charming neighbourhood is characterised by its quaint cobbled streets and stunning medieval architecture, making it an ideal base for exploring the rich cultural heritage of the region. You'll find a delightful selection of properties here, ranging from traditional Tuscan villas to cosy apartments, providing a unique and authentic experience.

One of the top attractions nearby is the impressive Abbey of Sant'Antimo, a beautiful Romanesque church set in the picturesque countryside, which often hosts enchanting choral performances. Additionally, the nearby town of Montalcino is renowned for its Brunello wine, and you can easily visit local vineyards to indulge in wine tastings and tours, immersing yourself in the local culture.

How much does it cost to rent a holiday home in Montalcinello?

Prices for holiday rentals in Montalcinello vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Montalcinello to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.

Are there any discounts for Montalcinello holiday house rentals?

You can find great discounts on house rentals in Montalcinello on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

Can I find long-stay holiday rentals in Montalcinello?

A long-stay holiday rental in Montalcinello is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Are there any Montalcinello holiday rentals with parking?

Vrbo offers a wide selection of holiday rentals in Montalcinello with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

How early should I book a Montalcinello holiday rental?

Book your Montalcinello holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

Can I change or cancel my Montalcinello home rental booking on Vrbo?

To find Montalcinello holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.

Why should I join Vrbo as a host?

Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.

Are all fees included in the Montalcinello holiday rental prices shown on Vrbo?

Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

Montalcinello holiday lettings

Holiday rentals with weekly discounts - Montalcinello

Image gallery for ALL PROPERTY 7BR - Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km

ALL PROPERTY 7BR - Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km

Find spaces that suit your style

Find the best place to stay - Montalcinello

Elegant villa with private pool near San Galgano

Top rated rentals - Montalcinello

Wonderful stay and great hosts

Peace of mind

More quality time

All the privacy of home

More for less

Find out more about Montalcinello

Find out more about Montalcinello

Book a holiday rental for your Montalcinello getaway

Activities and attractions in and around Montalcinello

Exploring the natural landscape of Montalcinello

Frequently asked questions

Holiday Rental options in Montalcinello

More Holiday Rentals ideas

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