Montalcino vacation rentals

We found 1,910 vacation rentals — enter your dates for availability

Discover a selection of 35 homes, 53 apartments, and other vacation rentals in Montalcino that are perfect for your trip. Whether you’re staying in a vacation home with your kids or with friends, you'll find the amenities you need and want, which might include a fireplace and a washer and dryer. Whatever you're looking for, you're sure to find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Montalcino

Showing deals for:Nov 14 - Nov 21
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Find out more about Montalcino

Find out more about Montalcino

Why visit Montalcino

  1. Charming Historic Town: Montalcino features picturesque streets, historic monasteries, and stunning churches, immersing visitors in its rich cultural heritage.
  2. Breathtaking Countryside: Explore the captivating Montalcino countryside, perfect for outdoor adventures and leisurely hikes amidst beautiful landscapes.
  3. Wine Experience: Montalcino is renowned for its fine wines, particularly Brunello, making it a must-visit for wine enthusiasts.
  4. Welcoming Locals: Enjoy the warmth and friendliness of the locals who contribute to the town's inviting atmosphere.
  5. Variety of Accommodations: Choose from a range of charming villas, cozy apartments, and vacation rentals tailored to different preferences.

Popular types of accommodation in Montalcino

Planning your getaway to Montalcino? The excitement begins with finding the perfect accommodation! Explore a variety of options, from charming villas and houses to cozy apartments. Whether you seek a luxurious villa with a sauna or a quaint holiday rental, Montalcino offers something for everyone. Dive into the enchanting Tuscan landscape and discover your ideal vacation rental today!

  • Villas: Luxurious and spacious, villas are the top choice for visitors looking to soak in the beauty of Montalcino.
  • Houses: Ideal for families or groups, these homes offer a cozy and personalized experience during your stay.
  • Apartments: Conveniently located, apartments provide a comfortable and home-like atmosphere for solo travellers and couples.
  • Cottages: Quaint and charming, cottages offer a rustic escape amidst the picturesque Tuscan landscape.
  • Caravan Parks: For a unique experience, caravan parks provide a blend of nature and community for adventurous travellers.**

Top attractions in Montalcino

Montalcino, nestled in the heart of Tuscany, offers a charming blend of romance and outdoor adventure, making it perfect for a memorable getaway. Explore captivating sites like the local piazza, historic monasteries, and stunning churches, all while soaking in the cultural essence of the region. For those seeking additional experiences, consider sightseeing in Tuscany and Italy, or look into vacation rentals in Rome for a well-rounded Italian escape.

  1. Fortress of Montalcino: A historic fort offering stunning views of the surrounding Tuscan landscape. Explore its ancient walls and immerse yourself in the rich history and culture of the region.
  2. Abbazia di Sant'Antimo: This serene monastery showcases remarkable Romanesque architecture. Experience the tranquil atmosphere and attend a Gregorian chant service to connect with its spiritual heritage.
  3. Pienza Cathedral: Located 16.1km from Montalcino, this stunning cathedral is a masterpiece of Renaissance architecture, featuring beautiful frescoes and a peaceful ambiance that invites contemplation.

Things to do recommended for couples

For a romantic getaway in Montalcino, indulge in wine at Castello Banfi, relish the luxury of the Chapel of Our Lady of Vitaleta just 11.3km away, or unwind at San Giovanni Terme Rapolano, a serene spa 25.7km from town. Each offers a unique couple's experience.

Things to do recommended for families

Families vacationing in Montalcino can splash around at the Parco Piscine Capenti Outdoor Pool, perfect for a fun day under the sun, located 20.9km away. For thrill-seekers, the Siena Circuit offers exciting karting adventures, just 29.0km away, ensuring a day full of excitement.

Things to do recommended for groups

In Montalcino, groups can shop at RI Crea RE, enjoy family fun at Valdichiana Outlet Village, or experience outdoor adventure at Saltalbero Adventure Park. Each destination offers unique vibes, perfect for creating lasting memories with friends or family during your Italian getaway.

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

When planning your trip, whether you're travelling with a group, family, pets, or seeking extended stays, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Montalcino with a group: Think about how many bedrooms you'll require, as well as any amenities like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Montalcino with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety while also looking for age-appropriate amenities, like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Montalcino: For many, a family getaway isn't truly fulfilling without their furry companion by their side. If that resonates with you, be sure to explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Montalcino: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Montalcino

Experience the enchanting charm of Montalcino, a historic town in Tuscany perfect for romantic getaways and outdoor adventures. Explore the stunning Montalcino countryside, unwind in wellness retreats, and wander through the lovely village that boasts friendly locals and breathtaking scenery. With its rich heritage and secluded ambiance, Montalcino offers a delightful vacation in Italy, allowing travellers to immerse themselves in its unique atmosphere and captivating history.

  • Montepulciano: Nestled approximately 24.1km from Montalcino, Montepulciano enchants visitors with its rich cultural heritage and stunning hilltop views. Known for its Renaissance architecture, the city offers a romantic ambiance ideal for couples. Explore the charming streets, indulge in spa treatments, or shop for local artisanal goods. Key attractions include the historic Piazza Grande, the beautiful San Biagio Church, and nearby lakes that provide a perfect backdrop for leisurely strolls amidst breathtaking landscapes.
  • San Quirico d'Orcia: Located just 9.7km from Montalcino, San Quirico d'Orcia is a picturesque town that captivates with its serene countryside and vibrant atmosphere. A haven for outdoor enthusiasts, visitors can enjoy scenic hikes and explore the beautiful hotsprings that the area is famous for. The town's historic centre features charming streets and landmarks like the Horti Leonini gardens. With its romantic settings and entertainment options, including country clubs and spas, San Quirico d'Orcia promises a delightful experience for all travellers.
  • Castiglione del Bosco: Situated in the vicinity of Montalcino, Castiglione del Bosco is a quaint village that offers a unique blend of romance, entertainment, and outdoor activities. This charming locale is perfect for those looking to unwind in luxurious spas or explore local shopping areas. Notable attractions include stunning historic sites, impressive monuments, and a majestic castle that provides insight into the region's rich history. The scenic landscapes and tranquil atmosphere make Castiglione del Bosco an ideal destination for a relaxing getaway.

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 October 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 HighAverage
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 SunnyModerately LowAverage
November48.6°F (9.2°C)Light RainMostly SunnyModerately LowSlightly Low
December42.1°F (5.6°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save on your next adventure? Being flexible with your travel dates can be beneficial, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's unique Trip Board offers you a dedicated space to plan new trips, pick up right where you left off, and effectively manage your travel arrangements. You can easily access properties you've previously saved or booked, now categorized under Potential, Upcoming, or Current Trips. To explore and utilize Trip Boards, please visit: https://www.vrbo.com/en-ca/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 accommodations with space to entertain friends and family, Vrbo 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

Do you want to discover attractions to visit in the city? Venture out of your vacation home and experience everything that makes Montalcino a fun spot to vacation. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Baths of San Filippo (13.8 mi / 22.2 km)
  • Consorzio del Vino Nobile di Montepulciano (15 mi / 24.1 km)

Exploring the natural features in Montalcino

Whether you're an active traveler or just want to take in the scenery, Montalcino is a great place to spend some time outside. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Horti Leonini (5.8 mi / 9.4 km)
  • Historic Centre of Pienza (9.7 mi / 15.6 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)
  • 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 vacation rental?
San Giovanni dAsso is among the more popular locations to get a Vrbo vacation rental 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 vacation rental accommodation in Montalcino?
The most popular types of vacation rentals in Montalcino are villas. Searching for something different? Vrbo has plenty of options to match our guests' needs, so you'll see vacation 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 vacation rental in Montalcino?
Length of stay, property type and time of year are some of the conditions that can determine the price of a vacation home. Simply add your travel dates to find your dream escape. From comfy cabins to plush villas, all Vrbo vacation rentals 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 vacation rental. Put in your Montalcino travel dates to see all your options on Vrbo. 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 rental.
Are there pet-friendly vacation rentals in Montalcino?
There are, yes. You'll have a choice of 82 vacation homes that roll out the welcome mat in Montalcino on Vrbo. Our furry kids need a break too, so simply use our search function for pet-friendly vacation rentals 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 vacation 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 Vrbo, and then spend leisurely days playing and splashing in a swimming pool that's just for you.
What are popular rental amenities in Montalcino?
The most popular rental amenities people look for in Montalcino include an electric car charging station, mountain views and tennis. Whether you're traveling with family, friends or even pets, Vrbo vacation properties come with the best amenities for making new memories with your loved ones.
Are there large group vacation rentals in Montalcino?
Choose from 22 vacation rentals in Montalcino that can host a group of 10 or more people. Whether you're organizing a vacation 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 vacation rentals in Montalcino that welcome kids?
Montalcino has 82 family-friendly vacation rentals to pick from. And tracking down a stay that welcomes kiddos is easy with Vrbo'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 vacation rentals in Montalcino?
Take your pick from six one-bedroom rentals in Montalcino. Whether you want a secluded cottage or a condo, Vrbo'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 vacation rentals in Montalcino?
Montalcino has 25 two-bedroom vacation rentals that you can choose from. Enjoy a vacation home with all the comfort and space you want at a price you'll love on Vrbo.
Are there vacation rentals with WiFi in Montalcino?
Pick from 35 vacation rentals 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 Vrbo.
How can I find vacation rentals with air conditioning in Montalcino?
You'll find 50 vacation 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 vacation rental in Montalcino?
The minimum age is generally 16, 18 or 21. It can change between properties on Vrbo, so check the rules of your chosen Montalcino vacation rental before you book.
How long can I rent a vacation rental in Montalcino for?
The amount of time you can stay in a Montalcino vacation rental 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 vacation homes may also offer weekly or monthly discounts, so you can have a longer stay for less.

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