Montalcino holiday rentals

We found 1,792 holiday rentals — enter your dates for availability
Discover a selection of 27 homes, 55 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.
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Why visit Montalcino

  • Historic Fortress: Discover the impressive fortress that dominates Montalcino's skyline, offering panoramic views of Tuscany.
  • Piazza Charm: Wander through the picturesque piazzas, where centuries-old architecture creates an enchanting local atmosphere.
  • Cultural Landmarks: Visit historic monasteries and stunning churches that showcase the town's rich heritage.
  • Museum Insights: Explore the Montalcino Museum for a deep dive into local history and traditions.
  • Scenic Strolls: Enjoy leisurely walks through streets lined with breathtaking hillside views, perfect for romantic moments.

Popular types of accommodation in Montalcino

Nestled in the heart of Tuscany, Montalcino is renowned for its breathtaking landscapes and rich cultural heritage. This charming hilltop town offers an array of holiday rentals, including luxurious villas, private homes, and cosy apartments. Visitors can explore historic landmarks such as the impressive fortress and indulge in the local cuisine and famed Brunello wine. Experience an unforgettable stay in Montalcino, where every corner reveals the beauty and charm of Italy.

  • Villas: Enjoy luxurious and spacious accommodations with private pools and extensive gardens, the top choice for visitors.
  • Private Holiday Homes: Experience the charm of a secluded retreat with full privacy and a homely atmosphere.
  • Apartments: Ideal for smaller groups, these cosy flats offer convenience and local character.
  • Cottages: Quaint and picturesque, these dwellings provide a traditional countryside escape.
  • Agritourism: Embrace rural living with these farm-based lodgings, perfect for an authentic Tuscan experience.**

Top attractions near Montalcino

Montalcino, Tuscany, is a charming city perfect for romantic and outdoor holidays, boasting a rich cultural heritage. Visitors can explore the picturesque piazzas, historic monasteries, and stunning churches, immersing themselves in the local atmosphere. The Montalcino Museum offers insights into the area's history, while various tours cater to those seeking adventure and sightseeing opportunities. This enchanting destination provides an unforgettable experience for those wishing to indulge in the beauty and culture of Tuscany.

  • Historic Centre of Pienza: A UNESCO World Heritage site, this picturesque village boasts Renaissance architecture, charming streets, and stunning views of the Val d'Orcia. Enjoy local pecorino cheese and experience the vibrant culture.
  • Monte Oliveto Maggiore Abbey: Nestled in serene countryside, this Benedictine monastery features breathtaking frescoes and peaceful gardens. The tranquil atmosphere and spiritual heritage provide a unique retreat.
  • Collegiate Church of San Quirico: An exquisite example of Romanesque architecture, this church is adorned with beautiful artwork and offers a serene setting for reflection amidst historical significance.

Things to do recommended for couples

Montalcino offers a delightful escape for couples. Wander through charming streets, savour exquisite Brunello wines at local vineyards, and indulge in a candlelit dinner featuring Tuscan cuisine. Don't miss a romantic sunset over the Val d'Orcia, creating unforgettable memories together in this enchanting landscape.

Things to do recommended for families

Families will delight in exploring Montalcino’s enchanting vineyards, engaging in local culinary workshops, and enjoying scenic picnics amid rolling Tuscan hills, ensuring a memorable and immersive local experience.

Things to do recommended for groups

Groups visiting Montalcino can enjoy the thrilling Saltalbero Adventure Park, a zipline and ropes course set in a picturesque outdoor environment just 27km away. It's perfect for those seeking adventure and a unique experience in the beautiful Tuscan landscape.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Montalcino

Whether you're journeying with a group, travelling as a family, bringing your pets along, or seeking extended stays, ensure you use the appropriate filters. Here are some Stayz booking tips for you.

  • Traveling to Montalcino with a group: Consider how many bedrooms you'll require, along with facilities such as a fully equipped kitchen or an outdoor area for group gatherings. Fortunately, you can refine your search for all of these features, and more, on Stayz.
  • Traveling to Montalcino with young kids: Travel with young children can be challenging. You must prioritise their comfort and safety, along with age-appropriate facilities, such as a private swimming pool. It’s also wise to consider how close you are to attractions that are family-friendly.
  • Taking your pets with you to Montalcino: For many, a family holiday isn’t complete without the company of their four-legged friend. If you identify with this sentiment, explore Stayz properties that welcome pets. Many pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Montalcino: If you’re in search of holiday lets offering discounts for extended stays of a month or more, you have come to the right place. By applying the appropriate filter, you can effortlessly locate and save on monthly rentals. You may also want to include options such as off-street parking, a well-equipped kitchen, or a private pool in your search.

Where to stay near Montalcino

Montalcino, nestled in the heart of Tuscany, offers a captivating blend of historical charm and stunning scenery. Visitors can explore the impressive fortress, enjoy wine tastings at local vineyards, and take leisurely strolls through picturesque streets. The breathtaking views of the surrounding hillsides create a perfect backdrop for romantic moments or adventurous outings. With its rich culture and serene atmosphere, Montalcino is an ideal destination for a relaxing holiday immersed in the beauty of Tuscany.

  • Montepulciano: Nestled 24km away from Montalcino, Montepulciano offers a stirring blend of history and modernity. Its romantic ambience and outdoor charm attract travellers keen on cultural excursions. The city is renowned for its historic sites and picturesque piazza squares, perfect for leisurely strolls. Enjoy a rejuvenating spa or indulge in a body treatment after exploring local shopping areas. A serene lake adds a tranquil touch to your visit, making Montepulciano a captivating destination for a well-rounded travel experience.
  • Pienza: Situated 16km from Montalcino, Pienza is a city where outdoor beauty meets romantic allure. This destination is celebrated for its vibrant entertainment scene and natural attractions. Visitors can enjoy a soothing spa experience or a body treatment, and even partake in the ambience of a charming country private club. The city’s proximity to historic sites, a rejuvenating hotspring, and a scenic lake ensures that every moment spent in Pienza is steeped in both relaxation and cultural richness.
  • San Quirico d'Orcia: Positioned 10km from Montalcino, San Quirico d'Orcia is a city that radiates a romantic and lively atmosphere. Known for its outdoor pursuits and engaging entertainment options, it provides an inviting mix of activities. Enhance your visit with a spa session, a body treatment, or a round of golf. The area’s attractions include a restorative hotspring, historic landmarks, and a beautiful lake, offering travellers a diverse palette of experiences in this charming setting.

Best time to go to Montalcino

If you're planning a trip to Montalcino, it's a good idea to check both the weather and property rates. The warmest months are July and August. Peak season runs in March to April and September, while off-peak times, like November to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January39.4°F (4.1°C)Light RainMostly SunnyAverageSlightly Low
February40.6°F (4.8°C)Light RainMostly SunnyAverageSlightly Low
March45.0°F (7.2°C)Light RainMostly SunnyModerately HighSlightly Low
April50.9°F (10.5°C)Light RainMostly SunnyModerately HighAverage
May57.4°F (14.1°C)Light RainMostly SunnyAverageAverage
June66.7°F (19.3°C)Light RainSunnyAverageSlightly High
July73.0°F (22.8°C)No Rain (Dry)SunnyAverageSlightly High
August73.0°F (22.8°C)No Rain (Dry)SunnyAverageSlightly High
September64.8°F (18.2°C)Light RainMostly SunnyModerately HighAverage
October56.7°F (13.7°C)Light RainMostly SunnyAverageAverage
November48.6°F (9.2°C)Light RainMostly SunnyModerately LowAverage
December42.1°F (5.6°C)Light RainMostly SunnyModerately LowAverage

Booking with Stayz is simple

Are you aiming to cut costs on your upcoming journey? Adjusting your travel dates might be beneficial, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Stayz property that aligns with your budget, simply utilise our filters to sort by price, location, and type of holiday accommodation.

Stayz Trips: Planning as easy as it gets

Stayz’s Trip Board offers a user-friendly space where you can create new journeys, continue with previous plans, or review and organise your upcoming adventures. Here, you’ll find properties you have saved or booked, neatly categorised as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

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)
  • Poggio Antico (2.7 mi / 4.3 km)
  • Castiglion del Bosco Winery (4.1 mi / 6.5 km)
  • Valdorcia Terre Senesi (5.1 mi / 8.3 km)
  • Castello Banfi (6.9 mi / 11.1 km)
  • Terme Petriolo (9.8 mi / 15.7 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:

  • Horti Leonini (5.8 mi / 9.4 km)
  • 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)
  • I Canaloni del Torrente Farma (15.8 mi / 25.5 km)

Frequently asked questions

What is the best area to stay in Montalcino when booking a holiday home?
San Giovanni dAsso is among the more popular locations to get a Stayz holiday home in Montalcino. Pick from our relaxing stays and then go out and experience this destination like a local.
What is the most popular type of holiday home accommodation in Montalcino?
The most popular types of holiday homes in Montalcino are villas. Searching for something different? Stayz has plenty of options to match our guests' needs, so you'll see holiday properties in all shapes and sizes. The ideal fit is ready and waiting for you — find yours today.
How much does it cost to rent a holiday home in Montalcino?
Length of stay, property type and time of year are some of the conditions that can determine the price of a holiday home. Simply add your travel dates to find your dream escape. From comfy cabins to plush villas, all Stayz holiday homes provide unbeatable value.
How much does it cost to rent a beach house in Montalcino?
When you travel and the size and style of the property will influence how much you'll pay for your beachside holiday home. Put in your Montalcino travel dates to see all your options on Stayz. Can't live without a hot tub, or maybe a private pool? Use our filters to pick the features and amenities you want in your home.
Are there pet-friendly holiday homes in Montalcino?
There are, yes. You'll have a choice of 82 holiday homes that roll out the welcome mat in Montalcino on Stayz. Our furry kids need a break too, so simply use our search function for pet-friendly holiday homes to book a perfect pad where Rover can lap up the fun.
Can I rent a house with a pool in Montalcino?
Add a whole new level of fun to your holiday by booking your crew into one of the 48 houses with a private pool in Montalcino. Use our handy search filter to find the kind of property you want on Stayz, and then spend leisurely days playing and splashing in a swimming pool that's just for you.
What are popular home amenities in Montalcino?
The most popular home amenities people look for in Montalcino include an electric car charging station, mountain views and tennis. Whether you're travelling with family, friends or even pets, Stayz holiday properties come with the best amenities for making new memories with your loved ones.
Are there large group holiday homes in Montalcino?
Choose from 22 holiday homes in Montalcino that can host a group of 10 or more people. Whether you're organising a holiday with extended family or a special event like a birthday party, there's plenty of room to get your loved ones together under the same roof.
Are there holiday homes in Montalcino that welcome kids?
Montalcino has 82 family-friendly holiday homes to pick from. And tracking down a stay that welcomes kiddos is easy with Stayz's "Properties good for families" filter. As well as having the entire place to yourselves, you'll also get amenities and perks such as bunk beds, full kitchens and yards.
What are the top attractions for families in Montalcino?
Keep the kids happy at these fabulous family-friendly attractions in Montalcino:

  • Castello di Montepescini
  • Palazzo Chigi
  • Museo della Mezzadria

Are there one-bedroom holiday homes in Montalcino?
Take your pick from six one-bedroom homes in Montalcino. Whether you want a secluded cottage or a condo, Stayz's one-bedroom properties are ideal if you don't require a lot of space. One of the major perks of having your own place? You won't ever need to share your adventure with strangers.
Can I find two-bedroom holiday homes in Montalcino?
Montalcino has 25 two-bedroom holiday homes that you can choose from. Enjoy a holiday home with all the comfort and space you want at a price you'll love on Stayz.
Are there holiday homes with WiFi in Montalcino?
Pick from 35 holiday homes with WiFi in Montalcino. If you want to disconnect from the world during your trip, but still need to be connected to the web, these properties have just what you need. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in Montalcino?
You'll find 50 holiday homes with air conditioning in Montalcino offering that gentle, cool breeze and extra element of comfort. Simply enter your dates of travel and then take advantage of our filters to help you find stays with air conditioning.
How old do you have to be to rent a holiday home in Montalcino?
The minimum age is generally 16, 18 or 21. It can change between properties on Stayz, so check the rules of your chosen Montalcino holiday home before you book.
How long can I rent a holiday home in Montalcino for?
The amount of time you can stay in a Montalcino holiday home for depends on the property. Simply tap in your travel dates to find options offering longer term stays. They come with the things you need to make your extended break more comfortable and enjoyable, such as air conditioning and kitchens. Some holiday homes may also offer weekly or monthly discounts, so you can have a longer stay for less.