Montepulciano vacation rentals

We found 2,644 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Montepulciano by choosing from 37 houses, 141 apartments, and other vacation rentals. Vacation homes provide the amenities you need and want for your stay with friends, family, or just your pet, like air conditioning and cable TV. At the end of the day, you'll be able to choose a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Montepulciano

Showing deals for:Mar 27 - Apr 3

Image gallery for Luxury Tuscan villa, spectacular views, beautiful pool and garden.

House and main courtyard
10 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)

Luxury Tuscan villa, spectacular views, beautiful pool and garden.

Pienza

5% off
Price is CA $1,328
CA $10,087 total
includes taxes & fees
Luxury Tuscan villa, spectacular views, beautiful pool and garden.

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Find out more about Montepulciano

Why visit Montepulciano

  • Cultural Exploration: Discover charming piazzas, stunning churches, and rich heritage throughout Montepulciano.
  • Outdoor Adventures: Rent a bike to explore the beautiful Tuscan countryside at your own pace.
  • Relaxing Hot Springs: Unwind in nearby natural hot springs, perfect for rejuvenation.
  • Quaint Streets: Stroll through picturesque streets that exude warmth and rustic charm.
  • Variety of Accommodations: Choose from charming villas, spacious homes, or cozy apartments for a memorable stay.

Popular types of accommodation in Montepulciano

Vrbo offers a variety of vacation rentals in Montepulciano, perfect for any type of getaway. Whether you’re seeking a charming villa, a spacious private vacation home, or a cozy apartment, we have options to suit your needs. With beautiful holiday villas nestled in the heart of Tuscany, you’re sure to find the ideal accommodation for your adventure. Explore the possibilities and make your Montepulciano experience unforgettable.

  • Villas: Our top choice for travellers in Montepulciano, offering luxurious spaces with stunning views and ample amenities.
  • Houses: Ideal for families or groups, these homes provide a comfortable and personal atmosphere for your stay.
  • Apartments: A popular option for those seeking convenience and a local experience in the heart of Montepulciano.
  • Cottages: These quaint and charming retreats offer a cozy ambiance for a romantic getaway or a peaceful escape.
  • Agritourism: Experience authentic Tuscan life by staying on a working farm, enjoying local produce and rustic charm.**

Top attractions in and around Montepulciano

Montepulciano offers a delightful blend of culture, outdoor activities, and romance, making it an ideal vacation spot. Visitors can explore charming piazzas, stunning churches, and relaxing hot springs, all showcasing the region's rich heritage. For those seeking adventure, bike rentals are available, allowing you to discover the beautiful Tuscan countryside at your own pace. Whether you're traveling solo or with loved ones, Montepulciano promises a memorable experience filled with cultural and outdoor exploration.

  • Piazza Grande: This vibrant square is the heart of Montepulciano, brimming with local culture and stunning architecture. It's a perfect spot to soak in the city vibes while enjoying a coffee or gelato.
  • Piscine Termali Theia: Located 6.4km away, this relaxing hot spring offers wellness experiences amidst beautiful outdoor settings, ideal for a rejuvenating soak after a day of exploration.
  • Val di Chiana: Just 4.8km from Montepulciano, this picturesque valley invites adventure enthusiasts with its stunning landscapes, perfect for hiking or cycling amidst nature.

Things to do recommended for couples

Looking for a romantic getaway in Montepulciano? Indulge in wellness at the Terme di Chianciano spa, savor exquisite wines at Cantina del Redi, and enjoy the enchanting atmosphere at Consorzio del Vino Nobile. Experience the charm of Tuscany together.

Things to do recommended for families

Families will love the Tavernelle Aquatic Park, located 29.0km from Montepulciano. This exciting waterpark offers thrilling slides, wave pools, and family-friendly activities, ensuring a fun-filled day for all ages amidst a vibrant atmosphere.

Things to do recommended for groups

Explore the Valdichiana Outlet Village for shopping and entertainment, or visit RI Crea RE for unique local goods. For a fun outdoor activity, head to Golf Club Valdichiana, where you can enjoy a round of golf amidst beautiful Tuscan scenery.

*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 Montepulciano

If you're planning a trip with a group, family, pets, or seeking extended stays, be sure to prioritize your preferences when filtering your options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Montepulciano with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group get-togethers. Luckily, you can easily refine your search for these options and more on Vrbo.
  • Traveling to Montepulciano with young kids: Traveling with young kids can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Montepulciano: For many, a family getaway wouldn’t feel complete without their furry companion. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Montepulciano: If you're in search of vacation rentals offering discounts for month-long stays 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 options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Montepulciano

Montepulciano offers a delightful blend of culture and rustic charm, perfect for a relaxing vacation in Tuscany. Explore its rolling hills, quaint streets, and historic sites, all while enjoying the friendly atmosphere and secluded spots. Nearby, you'll find charming towns that enhance your Italian holiday experience, making it an excellent location for romantic getaways or family-friendly adventures. Discover the beauty of this enchanting region, where every corner exudes warmth and history.

  • Pienza: Nestled approximately 9.7km from Montepulciano, Pienza is a charming Renaissance town known for its stunning architecture and breathtaking views of the Val d'Orcia. This UNESCO World Heritage site offers visitors a rich cultural experience with its narrow streets, quaint shops, and historic landmarks. Wander through the picturesque Piazza Pio II, visit the majestic Cathedral of Pienza, and indulge in local delicacies like pecorino cheese. The town is also famous for its tranquil outdoor spaces, making it a perfect spot for a romantic getaway or a leisurely day exploring.
  • Chianciano Terme: Located about 6.4km from Montepulciano, Chianciano Terme is renowned for its thermal baths and wellness retreats, drawing visitors seeking relaxation and rejuvenation. The city is surrounded by lush landscapes and offers a variety of outdoor activities, including hiking and cycling. You can pamper yourself at the luxurious spas, enjoy body treatments, and explore the vibrant shopping areas. Chianciano Terme is also home to historical sites, making it an excellent destination for those looking to blend wellness and culture during their stay.
  • San Quirico d'Orcia: Situated 16.1km from Montepulciano, San Quirico d'Orcia is a captivating town that showcases the beauty of the Tuscan countryside. Known for its charming streets and rich history, this destination offers an array of outdoor activities and romantic spots, including the enchanting Horti Leonini gardens. Enjoy a day of relaxation at local spas or visit the nearby lake for a tranquil escape. With its combination of historic landmarks and serene landscapes, San Quirico d'Orcia provides a perfect backdrop for entertainment and leisure.

Best time to go to Montepulciano

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January39.4°F (4.1°C)Light RainMostly SunnySlightly LowSlightly Low
February40.6°F (4.8°C)Light RainMostly SunnySlightly LowSlightly Low
March45.0°F (7.2°C)Light RainMostly SunnyAverageSlightly Low
April50.9°F (10.5°C)Light RainMostly SunnySlightly 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)SunnySlightly HighSlightly High
August73.0°F (22.8°C)No Rain (Dry)SunnySlightly HighSlightly High
September64.8°F (18.2°C)Light RainMostly SunnyAverageAverage
October56.7°F (13.7°C)Light RainMostly SunnySlightly LowAverage
November48.6°F (9.2°C)Light RainMostly SunnyAverageAverage
December42.1°F (5.6°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to cut costs on your next adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking an extended stay to unlock even greater savings. To discover a Vrbo property that suits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for you to plan your next adventures, resume your previous trips, or manage your travel arrangements. You can easily find your saved or booked properties organized into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

The culturally rich city of Montepulciano awaits you

Enjoy the area's wineries, culture and history and make a vacation rental your home during your stay in Montepulciano. This city's sightseeing, festivals and local tours draw many visitors. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Montepulciano

Do you want to find attractions to visit in the city? Venture out of your vacation home and experience everything that makes Montepulciano a fun place to get away. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Cantina del Redi (0.5 mi / 0.8 km)
  • Cantina Contucci (0.5 mi / 0.8 km)
  • Consorzio del Vino Nobile di Montepulciano (0.5 mi / 0.8 km)
  • Piscine Termali Theia (4 mi / 6.5 km)
  • Terme di Chianciano (4.2 mi / 6.8 km)
  • Torrenieri Montalcino Station (11.9 mi / 19.1 km)

Exploring the natural landscape of Montepulciano

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Montepulciano. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Terme di Montepulciano Spa (1.9 mi / 3.1 km)
  • Val di Chiana (1.9 mi / 3.1 km)
  • Piscine Termali Theia (4 mi / 6.5 km)
  • La Foce (5.1 mi / 8.3 km)
  • Historic Centre of Pienza (5.7 mi / 9.1 km)
  • Chiusi Lake (9.5 mi / 15.3 km)

Transportation to and around Montepulciano

The nearest airport is in Sant Egidio Airport (PEG), located 36.1 mi (58.1 km) from the city center.

If you're traveling by train, the main station serving the city is Montepulciano Station.

Frequently asked questions

What is the best area to stay in Montepulciano when booking a vacation rental?
When planning a vacation rental in Montepulciano, Tuscany, the historic centre is a popular area to stay. This charming neighbourhood offers a delightful blend of medieval architecture and vibrant local culture. You'll be just a stone's throw away from attractions such as the stunning Piazza Grande, where you can admire the impressive Palazzo Comunale and the beautiful Cathedral of Santa Maria Assunta. The cobbled streets are lined with artisan shops, quaint cafés, and excellent restaurants, making it a superb spot for those looking to immerse themselves in the local lifestyle.

Another lovely area to consider is the outskirts of Montepulciano, where you can find a more tranquil atmosphere amidst the rolling vineyards and scenic landscapes. This area is ideal for those who appreciate wine, with the renowned Vino Nobile di Montepulciano being produced nearby. Staying here allows for easy access to wine tours and tastings, as well as a number of picturesque walking trails that showcase the breathtaking Tuscan countryside.
How much does it cost to rent a vacation home in Montepulciano?
Prices for vacation rentals in Montepulciano 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. Vrbo offers something for every taste and budget, from affordable rentals in Montepulciano to more spacious homes.
Are there any discounts for Montepulciano vacation house rentals?
You can find great discounts on house rentals in Montepulciano 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.
What is the most popular type of vacation rental accomodation in Montepulciano?
In Montepulciano, apartments are the most popular type of vacation rental, with around 134 available throughout the picturesque town. Many of these are located in charming neighbourhoods close to local attractions such as the Piazza Grande and the historic Palazzo Comunale, providing easy access to the town's rich culture and fine wine. Most apartments come equipped with modern amenities, including fully fitted kitchens, comfortable living areas, and often, lovely views of the surrounding Tuscan countryside.
Are there any family house rentals in Montepulciano?
In Montepulciano, Tuscany, there is a wealth of family-friendly house rentals available, with around 120 options to choose from. This charming hilltop town is renowned for its stunning landscapes, vineyards, and historic architecture, making it an ideal location for families looking to explore the region. Many properties in the area offer spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor terraces with breathtaking views of the surrounding countryside.

Visitors can find homes with amenities like private gardens, swimming pools, and even game rooms for entertainment. The town centre, with its medieval streets, is not far away, where families can stroll and discover local shops, cafes, and eateries serving delicious Tuscan cuisine. Additionally, nearby attractions such as the beautiful Val d'Orcia and various wineries provide ample opportunities for family outings and exploration.
Can I rent a vacation home with a pool or hot tub in Montepulciano?
In Montepulciano, there are plenty of vacation homes available for rent that come with pools or hot tubs, with around 144 options to choose from. This picturesque town in Tuscany offers a stunning backdrop of rolling hills and vineyards, making it an idyllic location for a relaxing getaway. Many of these properties are situated in the countryside or on the outskirts of the town, providing both privacy and beautiful views.
Can I find long-stay vacation rentals in Montepulciano?
A long-stay vacation rental in Montepulciano 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Montepulciano?
In Montepulciano, Tuscany, there are numerous pet-friendly house rentals available, offering a delightful mix of comfort and charm. Many of these properties come equipped with amenities such as fully equipped kitchens, outdoor spaces, and sometimes even private gardens, allowing both pets and their owners to enjoy the beautiful Tuscan landscape.

The town itself is renowned for its historic architecture and stunning views over the vineyards and rolling hills, making it a picturesque destination for travellers. In addition, the nearby Val d'Orcia region is ideal for outdoor activities, with plenty of walking and hiking trails that cater to pet owners.
Are there any remote work vacation rentals in Montepulciano?
In Montepulciano, Tuscany, there are numerous remote work vacation rentals available, with around 210 options to choose from. This picturesque town, known for its stunning Renaissance architecture and beautiful vineyards, offers a tranquil environment ideal for working remotely. Many properties come equipped with dedicated office spaces featuring desks, chairs, and computer monitors, ensuring a productive work setup. Additionally, Wi-Fi is commonly provided, allowing for seamless connectivity during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Montepulciano vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Montepulciano 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 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 Montepulciano?
In Montepulciano, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals, and refrigerators for storing fresh produce and local delicacies. Many properties also feature pools, offering a refreshing escape during the warm Tuscan days. Additionally, rentals often come with essential cookware, dishware, and utensils to facilitate a comfortable dining experience. Coffeemakers are also commonly found, enabling travellers to enjoy a nice cup of coffee while taking in the stunning views of the surrounding countryside.
How early should I book a Montepulciano vacation rental?
Book your Montepulciano 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 Montepulciano?
In Montepulciano, visitors can experience firsthand a rich tapestry of attractions that highlight the town's historical and cultural significance. The Piazza Grande serves as the heart of the town, featuring the impressive Palazzo Comunale and the stunning Cathedral of Montepulciano, superb for those staying in nearby vacation rentals that offer easy access to these landmarks.

As you wander through the charming streets, you can discover numerous wine cellars where the region's renowned Vino Nobile di Montepulciano is produced, providing a delightful experience for wine enthusiasts. For those interested in art, the town is home to the beautiful Church of San Biagio, which boasts remarkable Renaissance architecture and panoramic views of the surrounding countryside.
Can I change or cancel my Montepulciano home rental booking on Vrbo?
To find Montepulciano 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 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 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, Vrbo 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 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 Montepulciano 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.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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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