Montalcino vacation rentals

We found 1,903 vacation rentals — enter your dates for availability

Discover a selection of 29 homes, 50 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)
  • 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)

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)
  • Val di Merse (15.7 mi / 25.2 km)
  • I Canaloni del Torrente Farma (15.8 mi / 25.5 km)

Frequently asked questions

What is the best area to stay in Montalcino, Tuscany, Italy when booking a vacation rental?
When looking for the best area to stay in Montalcino, Tuscany, a lovely choice is the historic center, which is known for its charming medieval architecture and vibrant setting. Here, visitors can immerse themselves in the local culture while exploring narrow cobblestone streets lined with delightful shops, cafes, and restaurants. A standout attraction in this area is the impressive Fortress of Montalcino, offering breathtaking views of the surrounding vineyards and countryside, making it a superb spot for memorable photographs.

Another great option is the scenic countryside surrounding Montalcino, where you can find numerous vacation rentals located among the rolling hills and vineyards. This area is renowned for its Brunello wine production, and staying here provides easy access to several wineries where you can enjoy tastings and tours. The picturesque landscape, dotted with olive groves and vineyards, creates a serene backdrop for a relaxing getaway.
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, the coastal area of the nearby Val d'Orcia region is a fantastic choice. While Montalcino itself is situated inland, the charming seaside towns of Castiglione della Pescaia and Punta Ala are just a short drive away and offer beautiful beach house options. In Castiglione della Pescaia, you'll find rentals that feature amenities such as spacious terraces with sea views, outdoor dining areas, and private gardens, allowing guests to enjoy the warm Tuscan sun and coastal breezes.

Properties near the beach in Punta Ala often come equipped with luxurious amenities, including private pools, access to beach clubs, and modern kitchens for those who prefer to cook their meals. This area is known for its sandy beaches and vibrant setting, making it ideal for families and groups seeking a lively beach experience.

Additionally, both towns provide convenient access to local seafood restaurants and shops, enhancing the overall vacation experience. The surrounding natural beauty, characterized by scenic coastal paths and nearby nature reserves, adds to the allure of renting a beach house in this picturesque part of Tuscany.
What is the most popular type of vacation rental accomodation in Montalcino?
In Montalcino, villas are the most popular type of vacation rental, with around 61 available throughout this picturesque Tuscan town. These villas typically feature expansive layouts, multiple bedrooms, fully equipped kitchens, and private outdoor spaces such as gardens or terraces that offer stunning views of the surrounding vineyards and hills.

Apartments also attract travelers, with about 53 options spread across charming neighborhoods near local attractions like the historic fortress and wine shops. Most apartments provide comfortable living areas and kitchen facilities, making them ideal for couples or small families seeking a cozy base.

Additionally, there are approximately 32 vacation houses available, which offer a more home-like feel with ample space and amenities. Cottages can also be found, providing a quaint and rustic experience for those looking to immerse themselves in the tranquil Tuscan countryside.
Are there any family house rentals in Montalcino?
In Montalcino, Tuscany, there are some family-friendly vacation rentals available, with approximately 94 options to choose from. This picturesque town is famous for its stunning landscapes and the renowned Brunello wine. Many homes in the area offer spacious living rooms, fully equipped kitchens, and outdoor dining areas, superb for family gatherings after a day of exploring.

Visitors can enjoy the charm of historic stone houses and villas, many of which feature private gardens, swimming pools, and breathtaking views of the rolling hills. The locale is also close to various vineyards and wine cellars, providing opportunities for tastings and tours, making it an ideal destination for families interested in local culture and gastronomy.

Additionally, the surrounding countryside offers numerous hiking trails and picturesque picnic spots, ensuring that families can enjoy both relaxation and adventure during their stay.
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 include pools and hot tubs, with around 84 options to choose from. This picturesque town, famous for its Brunello wine and rolling hills, offers a variety of stunning properties set amidst the beautiful Tuscan landscape. Travelers can expect amenities such as private swimming pools, relaxing hot tubs, outdoor terraces with breathtaking views, and spacious gardens, great for soaking up the sun or enjoying alfresco dining. Many rentals also feature fully equipped kitchens, cozy living areas, and traditional Tuscan decor, ensuring a comfortable and authentic experience.
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 can find a variety of pet-friendly house rentals, with around 63 options available. This picturesque town in Tuscany is renowned for its stunning landscapes and rich wine heritage, making it an appealing destination for both pets and their owners. Many vacation rentals in the area offer amenities such as spacious gardens, outdoor patios, and fully equipped kitchens, ensuring a comfortable stay while enjoying the beautiful surroundings.

The town is surrounded by rolling hills and vineyards, providing ample opportunities for outdoor activities like hiking and exploring the countryside with pets. Moreover, local wineries and restaurants often welcome dogs, allowing travelers to enjoy wine tastings and dining experiences together with their furry companions. See all pet-friendly rentals in Montalcino.
Are there any remote work vacation rentals in Montalcino?
In Montalcino, Tuscany, there are numerous remote work vacation rentals available, with around 129 options to choose from. This picturesque town, renowned for its stunning landscapes and famous Brunello wine, offers a variety of properties that cater to remote workers. Many rentals come equipped with essential amenities such as high-speed Wi-Fi, allowing guests to stay connected while enjoying the serene Tuscan countryside.

Travelers can expect accommodations ranging from charming villas with private gardens to cozy apartments in the heart of the town. These properties often feature dedicated workspaces or quiet areas suitable for productivity, along with comfortable living spaces for relaxation after a day of work.

Additionally, Montalcino's rich cultural heritage and proximity to beautiful vineyards provide ample opportunities for exploration during downtime. 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 kitchens, allowing travelers to prepare their own meals with local Tuscan ingredients. Many properties also feature onsite parking, which is especially convenient for those exploring the picturesque countryside. Cozy fireplaces are common, adding a warm ambiance for relaxing evenings. Additionally, numerous rentals offer decks or patios, great for enjoying the stunning views of the surrounding vineyards. For pet owners, a number of rentals permit pets, making Montalcino an accommodating destination for those traveling with furry companions.
When is the best time to visit Montalcino for a vacation rental?
The most popular time to visit Montalcino for a vacation rental is in September, a month when the region bursts with vibrant harvest activity, especially for wine enthusiasts. This time of year coincides with the grape harvest, allowing visitors to immerse themselves in the rich culinary traditions and wine-tasting experiences that Tuscany is famous for. The weather is typically pleasant, with daytime temperatures ranging from the mid-60s to mid-80s Fahrenheit, superb for exploring the picturesque landscapes and historic sites nearby, such as the stunning fortress of Montalcino itself.

While September is a prime time to enjoy the lively option and local festivals, the peak travel season generally spans from March to May. During these months, Montalcino welcomes visitors eager to experience the beauty of blooming vineyards and partake in various outdoor activities like hiking and cycling through the scenic hills.

For those seeking a more budget-friendly option, consider visiting in December. This month offers a unique charm, with fewer tourists and the opportunity to explore the town's rich history and extraordinary landscapes in a quieter setting. Although temperatures dip into the low 30s to mid-50s Fahrenheit, the holiday season brings a cozy ambiance, making it a delightful time to savor local cuisine and enjoy intimate wine tastings.
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, Tuscany, Italy?
In Montalcino, visitors can immerse themselves in the region's renowned wine culture, particularly the famous Brunello di Montalcino. The town itself is home to the historic Fortezza di Montalcino, a fortress offering panoramic views of the surrounding vineyards and countryside. Strolling through the charming streets, you'll discover local enotecas where you can sample exquisite wines and regional delicacies.

The Abbey of Sant'Antimo, located just a short drive from the town, is another highlight, known for its stunning Romanesque architecture and tranquil setting, often featuring Gregorian chants during services. Additionally, Montalcino's position within the Val d'Orcia makes it an ideal base for exploring the picturesque landscapes of rolling hills, cypress trees, and small medieval villages like Pienza and San Quirico d'Orcia, which are also rich in history and culture.

For food enthusiasts, the area is dotted with excellent restaurants serving traditional Tuscan cuisine, and the local olive oil is a must-try.
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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