Montalcino holiday homes

We found 1,777 holiday rentals — enter your dates for availability
Discover a selection of 32 homes, 57 apartments and other holiday rentals in Montalcino that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, which might include parking and a pool. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Montalcino

Showing deals for:11 Dec - 18 Dec

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

Pool
10 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)

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

Montalcino

10% off
Price is NZ$32,416
for 7 nights, 1 villa
NZ$4,631 per night
includes taxes & fees
Recently restored Villa in Tuscany, sleeps 12, sw.pool, gym, big garden.

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

Explore the picturesque setting in Montalcino

Come and experience Montalcino and its wineries, history and monuments. This city is well-known for its spas and local tours. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Montalcino

Are you hoping to discover things to do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Montalcino a one-of-a-kind holiday spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Tenuta Greppo Franco Biondi Santi (1 mi / 1.6 km)
  • Castiglion del Bosco Winery (4.1 mi / 6.5 km)
  • Castello Banfi (6.9 mi / 11.1 km)
  • Terme Petriolo (9.8 mi / 15.7 km)
  • Parco Piscine Capenti Outdoor Pool (13.5 mi / 21.7 km)
  • Baths of San Filippo (13.8 mi / 22.2 km)

Exploring the natural features in Montalcino

Whether you're an active traveller or just want to spend some time taking in the scenery, Montalcino is a great place to get out in nature. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Historic Centre of Pienza (9.7 mi / 15.6 km)
  • Garden of Daniel Spoerri (10 mi / 16 km)
  • Mount Amiata Fauna Park (12.9 mi / 20.7 km)
  • Monte Amiata (13.4 mi / 21.6 km)
  • La Foce (14.8 mi / 23.8 km)
  • Val di Merse (15.7 mi / 25.2 km)

Frequently asked questions

What is the best area to stay in Montalcino when booking a holiday rental?
When considering a holiday rental in Montalcino, Tuscany, a popular area to stay is the historic centre. This charming part of town is characterised by its medieval architecture and offers a delightful atmosphere that truly captures the essence of Tuscany. Here, you can find a variety of properties ranging from rustic villas to quaint apartments, allowing for a pleasant selection to suit different preferences.

Staying in the historic centre places you within walking distance of several top attractions. The stunning Fortress of Montalcino, with its panoramic views of the surrounding vineyards and countryside, is a must-visit. Additionally, the beautiful Abbey of Sant'Antimo, located just a short drive away, offers a serene experience and showcases the region's rich history.

Another appealing area is the countryside surrounding Montalcino, where you can immerse yourself in the breathtaking landscapes of vineyards and olive groves. This area features a selection of villas that provide a more secluded retreat while still being a short drive from the town's amenities and attractions. Here, you can enjoy wine tours and tastings, particularly of the renowned Brunello di Montalcino, making it an ideal choice for wine enthusiasts.
What is the most popular type of holiday rental accomodation in Montalcino?
In Montalcino, villas are the most popular type of holiday rental, with around 244 available throughout the picturesque Tuscan countryside. These villas often feature luxurious amenities, including private pools, expansive gardens, and stunning views of the surrounding vineyards and rolling hills. Many come with fully equipped kitchens, spacious living areas, and outdoor dining spaces, great for enjoying the mild Italian climate.

Apartments are also a popular choice, with approximately 212 options in the town centre, providing easy access to local attractions like the historic fortress and charming piazzas. These typically include essential amenities such as kitchen facilities and comfortable living areas, ideal for couples or small groups.

For those looking for a homier feel, there are about 128 holiday houses available, which often offer multiple bedrooms and private outdoor spaces, making them suitable for families or groups. Several cottages can also be found, providing a quaint and rustic option for travellers seeking a great experience in the heart of Tuscany.
Are there any family house rentals in Montalcino?
In Montalcino, Tuscany, there is a wealth of family-friendly house rentals available, with around 94 properties to choose from. This picturesque town, renowned for its vineyards and stunning landscapes, offers a variety of homes suitable for families. Many of these rentals feature spacious living areas, fully equipped kitchens for preparing hearty Italian meals, and outdoor terraces or gardens where children can play in a safe environment.

Visitors can enjoy amenities such as swimming pools, BBQ facilities, and sometimes even game rooms, ensuring that both relaxation and entertainment are at hand. The charming town centre is just a short distance away, where families can explore local shops, enjoy the vibrant market scene, and sample the famous Brunello di Montalcino wine.

Moreover, the surrounding countryside invites outdoor activities like hiking and cycling, making it a fantastic destination for families looking to immerse themselves in the natural beauty and culture of Tuscany.
Can I rent a holiday home with a pool or hot tub in Montalcino?
In Montalcino, Tuscany, there are plenty of holiday homes available for rent that come with pools or hot tubs, with around 84 options to choose from. This picturesque medieval town, renowned for its wine and stunning landscapes, offers a variety of properties located among the rolling hills of the Val d'Orcia. Travellers can find charming villas and rustic farmhouses, many featuring private pools, outdoor terraces, and hot tubs, ideal for relaxing after a day of exploring the beautiful countryside.

Amenities in these rentals often include fully equipped kitchens for preparing local Tuscan cuisine, spacious living areas for family gatherings, and sometimes even outdoor dining spaces with breathtaking views of the vineyards. The region is also known for its wine tours and local culinary experiences, making it a superb destination for those looking to indulge in the flavours of Tuscany while enjoying a luxurious stay.
Are there pet-friendly house rentals in Montalcino?
In Montalcino, there are numerous pet-friendly house rentals available, offering travellers the chance to enjoy the beautiful Tuscan countryside alongside their furry companions. Many of these properties are situated amidst picturesque vineyards and olive groves, providing a serene backdrop for a relaxing getaway.

Holiday rentals in this area typically feature amenities such as spacious outdoor terraces, private gardens, and fully equipped kitchens, which are ideal for those looking to self-cater and enjoy al fresco dining. Additionally, some properties may include swimming pools, barbecue areas, and comfortable living spaces, making them superb for families or groups.

Montalcino itself is renowned for its wine production, particularly the famous Brunello di Montalcino, and visitors can explore local wineries that often welcome pets. The charming medieval town centre offers quaint shops and restaurants, where dogs are generally welcomed, allowing for a delightful experience for pet owners.
Are there any remote work holiday rentals in Montalcino?
In Montalcino, Tuscany, there are numerous remote work-friendly holiday rentals available, with around 516 properties suiting this need. The area is renowned for its stunning landscapes, rolling hills, and famous vineyards, providing an inspiring backdrop for those looking to blend work and leisure. Many of the rentals offer essential amenities such as free Wi-Fi, dedicated workspaces, and comfortable seating arrangements, ensuring that remote workers can maintain productivity while enjoying the tranquillity of the Tuscan countryside.

Travellers can find a variety of accommodation types, from charming villas to rustic farmhouses, often equipped with modern conveniences like kitchens and outdoor spaces for relaxation. The town itself is steeped in history, with delightful restaurants and local shops offering a taste of authentic Tuscan culture. Additionally, the nearby vineyards and olive groves present opportunities for exploration and unwinding after a productive workday. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Montalcino?
In Montalcino, popular rental amenities include well-equipped kitchens, allowing guests to prepare local Tuscan dishes with ease. Many properties also offer onsite parking, which is a convenient feature for those exploring the stunning countryside by car. The presence of fireplaces adds a touch of charm and warmth, superb for the cooler evenings. Outdoor spaces such as decks or patios are common, providing lovely spots to relax and enjoy the breathtaking views of the surrounding vineyards. Additionally, some rentals are pet-friendly, accommodating those who wish to travel with their furry companions.
When is the best time to visit Montalcino for a holiday rental?
September is the most popular time to visit Montalcino, as this month captures the essence of the grape harvest season in Tuscany. The landscape is adorned with vibrant colours, and the pleasant weather, typically ranging from 15 to 25 degrees Celsius, makes it ideal for exploring the picturesque vineyards and historic sites. This period attracts wine enthusiasts and those who enjoy the outdoor charm of the Tuscan countryside, with plenty of opportunities for sightseeing and leisurely strolls through the quaint streets of Montalcino.

The peak tourist season spans from March to May, when visitors flock to experience the blooming landscapes and participate in various local festivals. During these months, the atmosphere is bustling, with many events celebrating the region's rich winemaking heritage. If you relish a lively environment brimming with activities, this is the time for you.

For those seeking a quieter escape with excellent value, consider visiting in December. Although this is the low season, Montalcino offers a unique charm during this time, with fewer crowds and a chance to enjoy the tranquillity of the region. You can savour the peaceful winter landscape and perhaps indulge in some local culinary delights without the hustle and bustle.
What are the top attractions in Montalcino?
In Montalcino, visitors can experience firsthand the rich cultural and historical tapestry of this charming hilltop town. The stunning Fortress of Montalcino stands as a prominent landmark, offering panoramic views of the surrounding vineyards and countryside. Nearby, the historic centre features narrow cobblestone streets lined with quaint shops and local eateries, superb for sampling the renowned Brunello di Montalcino wine.

Another must-visit is the Abbey of Sant'Antimo, a beautiful Romanesque church located just a short drive from the town, surrounded by picturesque landscapes and serene grounds. For those interested in local history, the Civic and Diocesan Museum of Montalcino showcases a collection of art and artefacts that reflect the region's heritage.

Wine enthusiasts will appreciate the many vineyards and wineries in the area, where guided tours and tastings provide insight into the winemaking process.
Are all fees included in the Montalcino holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Montalcino holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Montalcino 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 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.
Are there any discounts for Montalcino holiday homes?
You can find great discounts on holiday homes in Montalcino on Bookabach, 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 change or cancel my Montalcino holiday home booking on Bookabach?
To find Montalcino holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Montalcino?
A long-stay holiday home in Montalcino 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Montalcino holiday home?
Book your Montalcino holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Montalcino?
Prices for holiday homes in Montalcino 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Montalcino to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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