Montalcino Holiday Rentals from €92: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Montalcino has to offer?

Il Palazzetto : This holiday home rental outside of Montalcino is located in a rural location, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and an espresso maker. Make the most of garden in this rental home to help you unwind.

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Holiday Rentals in Montalcino

Relax on the patio surrounded by lush greenery and take in the breathtaking views of the rolling hills.

"Struttura molto curata nei particolari, ha una veranda di fronte all'ingresso molto bella dove è possibile ammirare un panorama incantevole...."

includes taxes & fees

23 Jul - 24 Jul

Traditional building with a rustic door, brass knocker, and wooden shutters.

"Looking for a village away from the tourist crowds, this is it!"

includes taxes & fees

25 Jul - 26 Jul

Enjoy a romantic dinner for two under a picturesque pergola with a vineyard view.

"Owners live on property and were very helpful for our first visit to beautiful Montalcino in Tuscany. Spotless apartment. Walking to city center which is just lovely. Beautiful setting. We would return."

includes taxes & fees

23 Jul - 24 Jul

Relax by the serene pool surrounded by breathtaking views of rolling hills and mountains.

includes taxes & fees

24 Jul - 25 Jul

"We were traveling with a group of friends before a wedding and wanted to spend some time in wine country. Montalcino was the perfect location. The town was beautiful. It was quiet and charming. The house was amazing. Everything was recently updated. The pictures do not do this place justice, even better in person. Spacious, modern, but with some serious roots in Montalcino history. Brian gave us some excellent recommendations for dinners and wine tastings, also handled the...

includes taxes & fees

23 Jul - 24 Jul

Relax in a serene outdoor space with a stone wall, dining table, and comfortable seating.

"Charming and attentive hosts, stunning terrace with amazing views and a modern, attractive and well equipped rental that was a short walk to downtown Montalcino. We had a fabulous time and would go back again."

includes taxes & fees

23 Jul - 24 Jul

"The home was lovely, location difficult to get to by car and difficult to find transportation. "

includes taxes & fees

23 Jul - 24 Jul

"Pros: Schöne Poolanlage, sehr saubere Anlage Cons: Etwas abseits gelegen"

includes taxes & fees

26 Jul - 27 Jul

includes taxes & fees

23 Jul - 24 Jul

includes taxes & fees

29 Jul - 30 Jul

Enjoy meals in this cozy dining area with a view of the surrounding trees.

includes taxes & fees

24 Jul - 25 Jul

includes taxes & fees

28 Jul - 29 Jul

Enjoy a romantic dinner on the balcony with a breathtaking view of the lush landscape.

"Anche se solo punto di appoggio, Grosseto si raggiunge rapidamente.Non lontano molto da vedere, tra sacro e profano...Grazie."

includes taxes & fees

23 Jul - 24 Jul

"Pros: Ottima posizione a pochi minuti a piedi dal centro del paese, posto tranquillo con comodo parcheggio. Letto comodo, bagnetto un po' piccolino ma funzionale con prontezza e kit cortesia, buona idea kit con spazzolino e dentifricio. Cucina in comune ben equipaggiata. Host premurosa e attenta, ci ha fornito prontamente tutte le indicazioni necessarie e consigli sui locali nelle vicinanze."

includes taxes & fees

23 Jul - 24 Jul

Relax by the serene pool surrounded by lush greenery and a stone wall.

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Top Montalcino Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Stayed for 4 nights on part of a long gal pal trip to France & Italy. This place was simple extraordinary . Starting each day with a breakfast that had every imaginable food options to suit your style. No lunch needed after feasting in style. Happy hour could not have been better, the cocktails were a work of art, as were the complimentary appetizers! Each day we thought we would try some other restaurant in Cortona, but ultimately always chose to eat in the dinning room, and we were never disappointed. The wine, food, service, ...all outstanding. Oh my, the rooms, sheer indulgence, the views, the linens, the daily treats left for our enjoyment, the accessories, space & lighting options in the powder room. The ambiance of this hotel, combined with the staff, made our stay memorable indeed. I hope to be lucky enough to return!"

Precise Tale Poggio Alla Sala

10/10 Excellent

"The staff were incredibly kind and helpful. I got a flat tire the day I was leaving the hotel and the staff went above and beyond to help me get the tire fixed so I could be on my way. The hotel is beautiful and the food was excellent. I also requested a more private room and the staff changed the room for me right away. Highly recommended for beauty, serene peace and quiet "

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, apart-hotels, 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 favorite 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 depends 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 €92 per night. Entering your travel dates in the search wizard you might find 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?

Il Palazzetto: This holiday home rental outside of Montalcino is located in a rural location, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and an espresso maker. Make the most of garden in this rental home to help you unwind.

How many holiday rentals are there in Montalcino?

With 35 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 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 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.

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Holiday Rentals in Montalcino

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Holiday Rentals in Montalcino

Podere Belsogno-camera Lavanda

The Casetta di Brunello, quiet and breathtaking views

Podere Belsogno-camera Rosmarino

Agritourism in val d'orcia

Palazzo Tamanti - Historic 4 Bedroom Villa In Montalcino Center

Podere Belsogno

Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning

Agriturismo Ginepro Poderone with Garden, Shared Pool & Wi-Fi

Casa vacanze Melograno Poderone with Terrace, Shared Pool & Wi-Fi

Studio - studio apartment with kitchenette - in the Tuscan countryside

Sequerciani: Maison de Ville 3 Chambres

Amiata mountain house w terrace, top of the medieval village with stunning views

Sequerciani: Maison de Vacances

Spacious apartment with beautiful views of the Ombrone River and Mount Amiata

Room 'Castagno' with Private Terrace, Shared Garden and Wi-Fi

Room 'Ulivo' with Shared Terrace, Shared Garden and Wi-Fi

Room 'Ginepro' with Shared Terrace, Shared Garden and Wi-Fi

Renovated Tuscan-style country house

Top Montalcino Hotel Reviews

Monastero di Cortona Hotel & Spa

Hotel Athena

Nuovo Etruria Resort

Precise Tale Poggio Alla Sala

Hotel Italia

Castello di Velona Resort Thermal SPA & Winery

SI Montalcino Hotel

Palazzo Ravizza

NH Siena

Find out more about Montalcino

Frequently asked questions