Montalcino vacation rentals

We found 1,812 vacation rentals — enter your dates for availability

Discover a selection of 27 homes, 46 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.

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Find out more about Montalcino

Why visit Montalcino

  • Romantic Atmosphere: Montalcino offers a picturesque setting perfect for couples seeking a romantic getaway.
  • Historic Landmarks: Discover charming squares, stunning churches, and historic monasteries that showcase the city’s rich heritage.
  • Outdoor Adventures: Explore the breathtaking Tuscan countryside, ideal for hiking and enjoying nature.
  • Culinary Delights: Indulge in local wines and traditional Tuscan cuisine, highlighting the region's culinary excellence.
  • Relaxing Accommodation: Choose from a range of cozy villas and apartments that enhance your Italian escape.

Popular types of accommodation in Montalcino

Planning a getaway to Montalcino? You're in for a treat. Explore a range of fantastic vacation rentals, from stunning villas and houses to cozy apartments. Whether you're seeking luxury vacation rentals or a charming holiday home, Montalcino has the perfect accommodation to make your stay unforgettable. Dive into our selection and find the ideal spot to relax and enjoy your Italian escape.

  • Villas: The top choice for travelers in Montalcino, offering luxurious spaces and stunning views for a memorable getaway.
  • Houses: A great option for families or groups seeking comfort and privacy in a home-like setting.
  • Apartments: Ideal for couples or solo travelers, these provide a convenient base to explore the charming town.
  • Cottages: A quaint and cozy retreat, perfect for those looking for a peaceful escape in the countryside.
  • Caravan Parks: A unique lodging experience, offering outdoor living with amenities for a fun-filled stay.**

Top attractions in and around Montalcino

Montalcino, Tuscany, is perfect for a romantic outdoor getaway, featuring charming squares, historic monasteries, and beautiful churches. This destination offers rich cultural experiences that cater to travelers seeking romance and city exploration. For additional vacation ideas, consider Florence vacation rentals and sightseeing options throughout Tuscany and Italy to enhance your visit.

  • Fortress of Montalcino: This historic fort provides stunning views of the surrounding countryside and offers a glimpse into the region's rich history. Explore its ancient walls and enjoy the cultural vibes that resonate throughout.
  • Monte Amiata: Located 13 miles from Montalcino, this majestic mountain is perfect for outdoor enthusiasts. Enjoy adventure activities, breathtaking scenery, and hiking trails that showcase the natural beauty of Tuscany.
  • Abbazia di Sant'Antimo: Nestled within Montalcino, this serene monastery is a masterpiece of Romanesque architecture. Experience its peaceful ambiance and rich cultural heritage, making it a spiritual retreat.

Things to do recommended for couples

Embark on a romantic getaway in Montalcino. Enjoy wine tasting at Castello Banfi, indulge in luxury at the Chapel of Our Lady of Vitaleta, or relax at San Giovanni Terme Rapolano. Each experience offers a unique blend of romance, luxury, and wellness, perfect for couples.

Things to do recommended for families

Your family will love splashing around at Parco Piscine Capenti Outdoor Pool, just 13 miles from Montalcino, or experiencing the thrill of racing at the Siena Circuit karting, located 18 miles away. Both spots offer fun-filled adventures suitable for all ages.

Things to do recommended for groups

Groups visiting Montalcino can enjoy shopping at the Valdichiana Outlet Village, experience creativity at RI Crea RE, and embark on an adventure at Saltalbero Adventure Park with its exhilarating zipline course, all while soaking in the beautiful Tuscan countryside.

*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

When planning your trip, whether you're traveling with a group, family, pets, or opting for extended stays, it's important to prioritize your filters effectively. Here are some helpful Vrbo booking tips for you.

  • Traveling to Montalcino with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Montalcino with young kids: Traveling with young kids can be quite a challenge. It's important to prioritize their comfort and safety, along with having access to suitable amenities like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Montalcino: For many families, a getaway just isn't the same without their furry companion. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Montalcino: If you're searching for vacation rentals with 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 rental options. Don't forget to include features like parking, a well-equipped kitchen, or a private pool in your search.

Where to stay near Montalcino

Discover the enchanting charm of Montalcino, Tuscany, where romance meets adventure. This lovely city is perfect for outdoor enthusiasts and those seeking a relaxing getaway. Explore the breathtaking countryside retreats, indulge in wellness experiences, and immerse yourself in the rich historical culture. With its secluded atmosphere and stunning scenery, Montalcino offers a unique blend of entertainment and tranquility, making it one of the top travel destinations in Tuscany.

  • Montepulciano: Montepulciano is a charming hilltop city located 15 miles from Montalcino, renowned for its rich cultural heritage and stunning landscapes. The city is famous for its Renaissance architecture and breathtaking views of the surrounding vineyards and countryside. Travelers can indulge in spa treatments, explore local shops, and visit historic landmarks such as the Palazzo Comunale and the San Biagio Church. Outdoor enthusiasts will enjoy the scenic walking paths that lead to picturesque vistas, making it a perfect destination for a romantic getaway or a cultural retreat.
  • Pienza: Situated 10 miles from Montalcino, Pienza is celebrated as a UNESCO World Heritage Site, known for its exceptional Renaissance architecture and beautiful landscapes. This quaint city offers a delightful outdoor experience, where visitors can stroll through its charming streets and enjoy local shops. Pienza is also home to notable attractions such as the stunning Cathedral of Pienza and the picturesque views from the surrounding hills. With its rich culinary scene featuring local cheeses, and inviting spas, Pienza is an ideal spot for those seeking a blend of relaxation and culture.
  • San Quirico d'Orcia: Located just 6 miles from Montalcino, San Quirico d'Orcia offers a serene escape with its enchanting landscapes and historic charm. This city is perfect for outdoor lovers, boasting beautiful parks and scenic walking trails. Visitors can relax at local spas, indulge in body treatments, or explore the nearby hot springs. The charming streets are filled with historic sites such as the Collegiata di San Quirico and the ancient Horti Leonini gardens. With its romantic atmosphere and vibrant entertainment options, San Quirico d'Orcia is an excellent choice for a relaxing yet engaging vacation.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 Vrbo is simple

Are you hoping to save on your upcoming travel plans? Being flexible with your travel dates can really help, as prices often vary. Additionally, booking a longer stay can lead to significant savings. To help you find the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on the full booking amount. Being the planner definitely has its perks. When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and earn OneKeyCash on qualifying reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board is designed to help you plan your travels with ease. It provides a convenient platform where you can create new trips, manage your ongoing plans, and review your bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for your convenience. To discover more about Trip Boards, feel free to visit: https://www.vrbo.com/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)
  • Poggio Antico (2.7 mi / 4.3 km)
  • Torrenieri Montalcino Station (3.9 mi / 6.2 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)

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:

  • 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 vacation rental?
When planning a vacation in Montalcino, Tuscany, one of the best areas to consider for a rental is the historic center. This charming neighborhood is characterized by its medieval architecture, cobblestone streets, and stunning views of the surrounding vineyards and countryside. Staying here puts you in close proximity to key attractions such as the magnificent Fortress of Montalcino, which offers panoramic views and a glimpse into the town's rich history. Additionally, the beautiful Abbey of Sant'Antimo, a short drive away, provides a serene setting and a chance to experience Gregorian chants during services.

Another appealing area is the outskirts of Montalcino, where you can find numerous properties located among the vineyards. This region is superb for those looking to immerse themselves in the Tuscan landscape while still being a short distance from the town center. Here, you can explore wine estates and enjoy tastings of the renowned Brunello di Montalcino.
How much does it cost to rent a vacation home in Montalcino?
Prices for vacation rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Montalcino 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 Montalcino vacation house rentals?
You can find great discounts on house rentals in Montalcino 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.
Where are the best areas for renting a beach house in Montalcino?
For renting a beach house in Montalcino, Tuscany, Italy, it's important to note that Montalcino itself is situated inland, renowned for its wine production, particularly Brunello di Montalcino. However, travelers seeking beach experiences can explore coastal areas nearby, such as the charming towns along the southern coast of Tuscany, particularly around the Maremma region.

The nearest beach access can be found in towns like Castiglione della Pescaia or Punta Ala, which are approximately a 30-minute drive from Montalcino. In these areas, visitors can find a range of beach houses that offer stunning views of the Tyrrhenian Sea, often featuring amenities such as private terraces, outdoor dining areas, and easy access to sandy beaches. Many properties come equipped with full kitchens, making it convenient for families to prepare meals after a day at the beach.

Additionally, the coastal area offers vibrant beach clubs and restaurants where travelers can enjoy local seafood and Tuscan cuisine. The nearby nature reserves provide opportunities for hiking and exploring the scenic coastal landscape.
What is the most popular type of vacation rental accomodation in Montalcino?
In Montalcino, villas are the most popular type of vacation rental, with about 56 available throughout this picturesque Tuscan town. These villas often feature luxurious amenities such as spacious living areas, fully equipped kitchens, and private outdoor spaces with stunning views of the surrounding vineyards and hills. Many also come with swimming pools, great for relaxing after a day of exploring.

Apartments are also quite common, numbering around 42, and are typically situated in charming historic buildings within the town. These accommodations provide a cozy atmosphere, often including kitchen facilities and comfortable living spaces to enhance the travel experience.

For those seeking a more secluded stay, there are approximately 31 vacation houses available, which tend to offer multiple bedrooms and outdoor areas for gatherings. Additionally, there are several cottages that provide a quaint and rustic charm, ideal for a peaceful retreat in the Tuscan countryside.
Are there any family house rentals in Montalcino?
In Montalcino, Tuscany, there are numerous family-friendly vacation rentals available, with around 78 options to choose from. This charming hilltop town is renowned for its picturesque landscapes, vineyards, and rich history, making it an ideal spot for families seeking a memorable escape. Many of these homes feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces superb for children to play and explore.

Visitors can enjoy amenities such as private gardens, swimming pools, and even barbecue facilities, enhancing the overall experience. The town is also near local attractions, including the famous Brunello di Montalcino wineries and the stunning Val d'Orcia region, where families can take leisurely strolls or bike rides through the scenic countryside.
Can I rent a vacation home with a pool or hot tub in Montalcino?
In Montalcino, Tuscany, there are plenty of vacation homes available for rent that feature pools and hot tubs, with around 76 options to consider. This picturesque town, renowned for its stunning landscapes and world-class wines, offers a variety of properties located in the beautiful Tuscan countryside. Many of these rentals come with private pools, ideal for relaxing under the sun, and some even feature hot tubs for unwinding after a day of exploring.

Travelers can expect amenities such as spacious outdoor areas, fully equipped kitchens, and cozy living spaces that blend traditional Tuscan charm with modern comforts. Many homes also offer breathtaking views of the surrounding vineyards and hills, enhancing the overall experience. Additionally, the area is rich in local culture and gastronomy, providing opportunities to enjoy wine tastings and authentic Italian cuisine nearby. Find your rental in Montalcino with a pool or a hot tub.
Can I find long-stay vacation rentals in Montalcino?
A long-stay vacation rental in Montalcino is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Montalcino?
In Montalcino, travelers will find a variety of pet-friendly house rentals that cater to those looking to enjoy the beautiful Tuscan countryside with their furry friends. With around 53 options available, guests can choose from charming villas and rustic farmhouses that often feature amenities such as fully equipped kitchens, outdoor terraces, and private gardens, making them ideal for families or groups seeking a home away from home.

The area is renowned for its stunning views of vineyards and rolling hills, providing a picturesque backdrop for a relaxing getaway. Many of the rentals also offer easy access to local attractions, including the historic town center of Montalcino, famous for its Brunello wine. Pet-friendly walking trails are plentiful, allowing for leisurely strolls amidst the enchanting landscape.
Are there any remote work vacation rentals in Montalcino?
In Montalcino, Tuscany, there are numerous options for remote work vacation rentals, with about 110 available throughout the area. This picturesque town, known for its stunning vineyards and medieval architecture, offers a range of properties that cater to remote workers. Many rentals feature dedicated workspaces, including desks and comfortable chairs, alongside high-speed Wi-Fi to ensure productivity during your stay.

Travelers can enjoy amenities such as fully equipped kitchens, outdoor spaces for breaks, and cozy living areas superb for unwinding after a day of work. The charming countryside surrounding Montalcino is ideal for leisurely walks or bike rides, allowing for a nice balance between work and relaxation. Additionally, the town's proximity to local wineries and restaurants provides opportunities to explore the rich culinary culture of Tuscany. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Montalcino vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Montalcino with parking available—perfect for families or travelers 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.
What are popular rental amenities in Montalcino?
In Montalcino, popular vacation rental amenities include WiFi, kitchens, and private pools, suiting travelers seeking comfort and convenience during their stay in this picturesque Tuscan town. Many rentals also come equipped with coffee and tea makers, allowing guests to enjoy warm beverages at their leisure. Onsite parking is another feature that enhances the convenience for those exploring the surrounding vineyards and historical sites.
When is the best time to visit Montalcino for a vacation rental?
September is the most popular time to visit Montalcino, as it coincides with the grape harvest season. This vibrant month is a delightful opportunity for wine enthusiasts and travelers seeking to immerse themselves in Tuscany's famed vineyards and stunning landscapes. With mild temperatures typically ranging from the mid-50s to the mid-70s Fahrenheit, visitors can comfortably explore the picturesque countryside and indulge in wine tastings at local wineries.

The peak travel season in Montalcino generally spans from March to May, when the region comes alive with blooming flowers and outdoor festivals. This is an ideal time for travelers who enjoy cultural activities and scenic hikes through the rolling hills. The warm spring weather creates superb conditions for wandering through the charming medieval streets of Montalcino, known for its rich history and exquisite cuisine.

For those looking for a more budget-friendly option, visiting in December can be quite advantageous. While this month is part of the low season, it offers a serene atmosphere, allowing you to enjoy the beauty of Montalcino with fewer crowds. The holiday season brings a unique charm to the town, with festive decorations and local markets that showcase traditional crafts and delicacies.

Ultimately, the best time to visit Montalcino for a vacation rental depends on your preferences.
How early should I book a Montalcino vacation rental?
Book your Montalcino vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Montalcino?
In Montalcino, travelers can immerse themselves in the rich history and stunning landscapes of Tuscany. The historic center is a must-visit, featuring the impressive Fortezza di Montalcino, a fortress that offers panoramic views of the surrounding vineyards and countryside. Vacation rentals in this area often provide charming rustic decor and easy access to local trattorias serving authentic Tuscan cuisine.

For wine enthusiasts, the region is famous for its Brunello di Montalcino wineries, with several estates located just outside the town. These wineries often offer tours and tastings, allowing visitors to experience the local viticulture firsthand. The scenic countryside surrounding Montalcino is dotted with olive groves and vineyards, making it great for leisurely walks or bike rides.

Additionally, the nearby Abbey of Sant'Antimo, a stunning Romanesque church, is a short drive away and offers a serene atmosphere for visitors.
Can I change or cancel my Montalcino home rental booking on Vrbo?
To find Montalcino vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Montalcino vacation 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing 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 favorites, and build the perfect itinerary together.

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