Montepulciano vacation rentals

We found 2,721 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Montepulciano by choosing from 32 houses, 135 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:May 22 - May 29

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Pool
9.4 out of 10, Exceptional, (23 reviews)
Exceptional
(23 reviews)

Exceptional charming villa with private pool and view

CASTIGLIONE DEL LAGO

8% off
Price is $1,549
$10,844 for 7 nights
All fees included
Exceptional charming villa with private pool and view

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Find out more about Montepulciano

Why visit Montepulciano

  • Rich Cultural Heritage: Montepulciano boasts charming streets, historic churches, and beautiful piazzas that showcase its storied past.
  • World-Class Wines: The town is renowned for its exceptional wine, particularly Vino Nobile, offering tastings and tours in local wineries.
  • Scenic Landscapes: Enjoy breathtaking views of the Tuscan countryside, perfect for leisurely strolls and photography.
  • Relaxing Hot Springs: Nearby rejuvenating hot springs provide a tranquil escape for relaxation and wellness.
  • Charming Accommodation: From luxurious villas to cozy apartments, Montepulciano offers an array of comfortable lodging options.

Popular types of accommodation in Montepulciano

If you're considering a getaway to Montepulciano, you'll find a variety of exceptional vacation rentals to choose from. Our most popular options include stunning villa rentals, cozy houses, and charming apartments. Whether you're looking for holiday villas or the best vacation villa rentals, we have something to suit every taste and budget. Explore the beauty of Montepulciano while enjoying the comfort of your ideal accommodation.

  • Villas: The top choice for travelers in Montepulciano, these spacious and luxurious homes offer stunning views and ample amenities for an unforgettable stay.
  • Houses: Ideal for families or groups, these homes provide privacy and comfort, making them a favorite among visitors seeking a home-away-from-home experience.
  • Apartments: A great option for couples or solo travelers, these convenient lodgings allow you to immerse yourself in the local culture while enjoying essential comforts.
  • Cottages: These charming, rustic retreats are perfect for a cozy getaway, offering a quaint atmosphere and a touch of Tuscany's countryside.
  • Agritourism: Experience the region's agricultural heritage by staying on a working farm, where you can enjoy authentic local produce and tranquil surroundings.**

Top attractions in Montepulciano

Montepulciano offers a delightful blend of culture, outdoor activities, and romance, making it an ideal vacation spot. Visitors can explore charming piazzas, historic churches, and rejuvenating hot springs. This picturesque town caters to travelers seeking rich cultural experiences, scenic landscapes, and a taste of Italian city life, ensuring a memorable getaway in the heart of Tuscany.

  • Piazza Grande: The heart of Montepulciano, this vibrant square is surrounded by stunning architecture and lively local culture. It's a perfect spot to enjoy a coffee, people-watch, and soak in the city's atmosphere.
  • Terme di Montepulciano Spa: A luxurious hot spring experience set in beautiful outdoor surroundings. Indulge in wellness treatments and unwind in thermal waters, making it a perfect retreat for relaxation.
  • Dome of Montepulciano: This impressive church showcases exquisite Renaissance architecture. Visitors can admire its stunning interior and learn about the rich cultural history of the region.

Things to do recommended for couples

For a romantic getaway in Montepulciano, indulge in relaxation at Terme di Chianciano spa, just 4 miles away. Explore the enchanting Cantina Contucci and Cantina del Redi wineries, where you can savor exquisite wines amidst a charming ambiance perfect for couples.

Things to do recommended for families

Your family can have a blast at Tavernelle Aquatic Park, a thrilling waterpark located 18 miles from Montepulciano. With plenty of entertainment and adventure, it's the perfect spot for family fun and relaxation under the Tuscan sun.

Things to do recommended for groups

Explore the Valdichiana Outlet Village for a fun shopping experience, just 9 miles from Montepulciano. For a unique local shop, visit RI Crea RE, 6 miles away. If your group enjoys sports, the Golf Club Valdichiana, also 9 miles out, offers a great outdoor atmosphere.

*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

When traveling with a group, family, or pets, or if you're considering longer stays, it's important to prioritize your needs when filtering options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Montepulciano with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, Vrbo allows you to filter for these options and more.
  • Traveling to Montepulciano with young kids: Traveling with young kids can be quite demanding. 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'll be to family-friendly attractions.
  • Taking your pets with you to Montepulciano: For many, a family vacation isn’t truly satisfying without their furry companion along for the ride. If this resonates with you, explore Vrbo listings that welcome pets. Many pet-friendly properties offer feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Montepulciano: If you're searching for vacation rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. You might also want to consider including amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Montepulciano

Montepulciano offers a captivating blend of culture and history, perfect for a relaxing vacation in Tuscany. Explore the charming streets lined with rustic architecture, indulge in local wines, and savor summer nights under the stars. Nearby towns provide scenic vistas and a friendly atmosphere, making it an ideal getaway for couples and families alike. Discover the enchanting vibes of this region, where every corner tells a story and every moment feels magical.

  • Pienza: Located approximately 6 miles from Montepulciano, Pienza is a charming city renowned for its stunning Renaissance architecture and scenic landscapes. Travelers flock to Pienza for a blend of outdoor adventures and cultural experiences, making it ideal for a romantic getaway. You can indulge in rejuvenating spa treatments or explore the local shops offering artisanal goods. Key attractions include the historic Palazzo Piccolomini and the beautiful surrounding countryside, dotted with places of worship and natural hot springs that invite relaxation.
  • Chianciano Terme: Just 4 miles from Montepulciano, Chianciano Terme is famous for its wellness offerings and therapeutic hot springs. This city is perfect for those seeking relaxation and romance amidst picturesque views. Visitors can enjoy luxurious spa treatments and body therapies while wandering through inviting shopping areas. Highlights include the historic thermal baths and the nearby Parco Fucoli, a lovely park perfect for outdoor strolls, making it a great spot for both rejuvenation and leisure.
  • San Quirico d'Orcia: Situated about 10 miles from Montepulciano, San Quirico d'Orcia enchants visitors with its captivating landscapes and rich history. Known for its outdoor activities and vibrant culture, this city is ideal for couples looking for entertainment and relaxation. Enjoy spa treatments and explore exclusive country clubs nearby. The area boasts several landmarks, including picturesque lakes and historic sites that enhance its romantic ambiance. Don’t miss the iconic Horti Leonini gardens, perfect for a serene afternoon stroll.

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 a breeze

Are you hoping to save on your next adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Taking on the role of planner really pays off. When you join our travel rewards program, One Key, you'll gain immediate access to member discounts and the ability to earn and redeem OneKeyCash on eligible reservations. Sign up today and begin your journey to savings.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly area to plan new trips, continue your previous ones, 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 utilizing Trip Boards, simply visit: https://www.vrbo.com/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 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)
  • Baths of San Filippo (12.5 mi / 20 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)
  • Lake Trasimeno (15.7 mi / 25.2 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, Tuscany, Italy when booking a vacation rental?
When considering a vacation rental in Montepulciano, Tuscany, a popular area to stay is within the historic center. This charming neighborhood is known for its stunning Renaissance architecture and picturesque streets, making it a delightful place to explore on foot. Here, you'll find a variety of vacation rentals, from quaint apartments to luxurious villas, offering a unique blend of comfort and local character.

Staying in the historic center also puts you within easy reach of top attractions, such as the impressive Piazza Grande, where you can admire the beautiful Palazzo Comunale and enjoy local events. Additionally, the nearby Church of Sant'Agostino is a must-visit, showcasing remarkable art and architecture.

Another great area to consider is the outskirts of Montepulciano, where you can find properties that offer breathtaking views of the surrounding vineyards and rolling hills. This area provides a more tranquil setting while still being just a short drive or leisurely walk from the vibrant town center. Guests in this region often enjoy easy access to wine tasting experiences and local farms, making it an ideal choice for those looking to indulge in the culinary delights of Tuscany.
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 traveling 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. To get the best value, book early and take advantage of Vrbo's free rewards program.
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 vacation rental option, with about 127 available throughout the charming town. These apartments are typically located in historic buildings, providing an authentic Tuscan experience. Most units come equipped with fully stocked kitchens, cozy living areas, and some may even feature balconies with stunning views of the surrounding vineyards and rolling hills.

Additionally, there are approximately 69 villas available, which offer a more luxurious stay with spacious layouts, private gardens, and often a swimming pool. For those looking for a more rustic experience, there are around 25 vacation houses and several cottages, which provide a homey feel and are usually situated in tranquil settings, superb for enjoying the natural beauty of Tuscany.
Are there any family house rentals in Montepulciano?
In Montepulciano, Tuscany, there are plenty of family-friendly house rentals available, with around 117 options to choose from. This enchanting medieval town is renowned for its stunning landscapes, historic architecture, and delicious local wines, making it an ideal spot for families. Many of the properties boast spacious living areas, fully equipped kitchens for preparing home-cooked meals, and outdoor spaces where children can play or families can enjoy al fresco dining.

Visitors can expect amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay. Numerous homes are located close to local attractions, including the beautiful Piazza Grande and the famous vineyards of the surrounding region. Families can also explore nearby scenic spots, such as the striking Val d'Orcia, superb for outdoor activities like hiking or cycling.
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 feature pools or hot tubs, with around 122 options to choose from. This picturesque town in Tuscany offers a range of properties, many of which are situated in scenic locations surrounded by vineyards and rolling hills. Travelers can expect amenities such as private swimming pools, hot tubs, and spacious outdoor terraces, great for enjoying the stunning Tuscan landscape. Many rentals also include fully equipped kitchens, allowing for the preparation of local culinary delights, and cozy living areas ideal for families or groups.
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. 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 Montepulciano?
In Montepulciano, travelers will find a wide selection of pet-friendly house rentals, with over 100 options available. This charming hilltop town in Tuscany offers vacation homes that typically feature rustic decor, fully equipped kitchens, and outdoor spaces such as terraces or gardens, superb for enjoying the stunning countryside views. Many properties also include amenities like Wi-Fi, air conditioning, and traditional fireplaces, creating a cozy atmosphere for guests and their furry companions.

Montepulciano is surrounded by beautiful vineyards and rolling hills, providing ample opportunities for outdoor activities with pets. Nearby, the Val d'Orcia region is ideal for scenic walks and hikes, where you can explore picturesque landscapes and enjoy the local flora and fauna. Additionally, many local wineries and eateries are pet-friendly, allowing guests to savor the renowned Tuscan cuisine while enjoying the company of their pets.
Are there any remote work vacation rentals in Montepulciano?
In Montepulciano, Tuscany, there are numerous vacation rentals suitable for remote work, with around 201 options available. This picturesque town, famous for its vineyards and stunning medieval architecture, offers properties that cater to those looking to blend work and leisure. Many rentals come equipped with free Wi-Fi in both public areas and rooms, ensuring reliable internet access for remote work needs.

Travelers can expect a range of amenities including comfortable workspaces, fully equipped kitchens for preparing meals, and cozy living areas great for unwinding after a day of work. Additionally, some properties permit events, allowing for a mix of professional gatherings and leisure activities.

Montepulciano's charming streets, local wine shops, and scenic viewpoints provide ample opportunities for relaxation and exploration when not working. 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 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 Montepulciano?
In Montepulciano, popular vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals using local ingredients. Many rentals also offer coffee and tea makers for a morning boost. Onsite parking is a common feature, making it convenient for travelers with vehicles to explore the beautiful Tuscan countryside. Additionally, some properties are pet-friendly, welcoming furry companions, while service animals are permitted as well.
When is the best time to visit Montepulciano for a vacation rental?
April is one of the best times to visit Montepulciano, as the spring season brings mild temperatures and vibrant landscapes. During this month, visitors can enjoy the charming streets of this historic hilltop town without the overwhelming crowds that characterize the peak season from July to September. With temperatures ranging from the mid-40s to the mid-70s Fahrenheit, the climate is ideal for leisurely strolls through the picturesque vineyards and olive groves, as well as for savoring the local cuisine at outdoor cafes.

As the weather warms up, Montepulciano offers a variety of outdoor activities, including wine tastings and scenic hikes in the surrounding countryside. The picturesque vistas of rolling hills and lush vineyards make for unforgettable experiences, especially for those seeking both adventure and relaxation.

For travelers looking for more budget-friendly options, consider visiting in January. Though it's the low season, this quieter time allows for a more intimate exploration of Montepulciano's rich history and culture, with fewer tourists around to share the sights. Plus, you may find some excellent deals on vacation rentals during this period.
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, Tuscany, Italy?
In Montepulciano, visitors can explore a variety of attractions that highlight the town's rich history and stunning landscapes. The historic center is home to the grand Piazza Grande, where travelers can admire the impressive Palazzo Comunale and the beautiful cathedral, Santa Maria Assunta. The streets are lined with charming shops and local wineries, offering tastings of the region's famous Vino Nobile di Montepulciano.

Another significant site is the Fortezza Medicea, a fortress that provides panoramic views of the surrounding vineyards and hills. For those interested in art, the town features several galleries and museums, including the Museo Civico and the Contucci Cellars, which combine history with the region's winemaking heritage.

Additionally, the nearby vineyards and countryside offer opportunities for wine tours and scenic hikes, making it easy to immerse oneself in the beautiful Tuscan landscape.
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 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 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 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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