Montepulciano vacation rentals

We found 2,657 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 20 - Mar 27

Image gallery for PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL

Pool
9.8 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)

PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL

Chiusi

9% off
Price is $409
$2,862 for 7 nights
All fees included
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL

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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 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 in Montepulciano, Tuscany, one of the best areas to consider for a rental is the historic center. This charming neighborhood is characterized by its narrow cobblestone streets, medieval architecture, and stunning views of the surrounding vineyards and rolling hills. Staying here places you within walking distance of great attractions like the magnificent Piazza Grande, where you can admire the impressive Palazzo Comunale and the beautiful Cathedral of Montepulciano.

The historic center is also home to numerous wine cellars, allowing visitors to indulge in tastings of the region's renowned Vino Nobile di Montepulciano. You can find a variety of vacation rental properties in this area, ranging from cozy apartments to luxurious villas, with options that cater to different tastes and budgets.

Another excellent area to consider is the outskirts of Montepulciano, where you can enjoy a more tranquil setting while still being just a short drive or a scenic walk from the town center. This area offers properties that often feature stunning views of the Tuscan countryside, and you can visit nearby attractions such as the beautiful Villa Cicolina or the scenic San Biagio Church.
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 around 134 available throughout the charming town. These apartments are often situated in historic buildings and offer a blend of modern amenities and traditional Tuscan decor. Travelers can expect fully equipped kitchens, cozy living areas, and many rooms feature beautiful views of the surrounding vineyards and countryside, enhancing the Italian experience.

Additionally, there are approximately 71 villas available, providing more spacious rooms ideal for families or groups. These villas typically include multiple bedrooms, private gardens, and outdoor dining areas, superb for enjoying al fresco meals under the Tuscan sun. For those looking for a more great experience, several vacation houses and cottages are also available, often set in picturesque locations close to local attractions like the Piazza Grande or the renowned wineries of the region.
Are there any family house rentals in Montepulciano?
In Montepulciano, Tuscany, a wealth of family-friendly house rentals awaits, with around 120 options available throughout the region. Visitors can choose from charming villas and spacious country homes that often come with multiple bedrooms, making them ideal for larger groups or families. Many of these properties feature fully equipped kitchens, allowing guests to prepare meals together, and inviting living areas where everyone can relax after a day of exploring.

The beautiful countryside setting offers ample opportunities for outdoor activities, with nearby vineyards and olive groves superb for family outings. Additionally, Montepulciano's historic center is just a short drive away, where travelers can discover local shops, gelaterias, and the stunning Piazza Grande. The area is also rich in cultural experiences, ensuring that families can immerse themselves in the enchanting Tuscan lifestyle while enjoying modern amenities like Wi-Fi and outdoor dining spaces.
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 and hot tubs, with around 145 options to choose from. This picturesque town in Tuscany offers a range of accommodations set amidst vineyards and rolling hills, ideal for travelers seeking relaxation and stunning views. Many properties come equipped with private pools, hot tubs, spacious outdoor areas, and fully equipped kitchens, allowing guests to enjoy serene moments under the Tuscan sun while savoring home-cooked meals.

Travelers can find rentals in various charming neighborhoods, from the historic center with its medieval architecture to the tranquil countryside, where rustic villas often provide an ambiance. Additionally, some homes may offer amenities such as outdoor dining areas, barbecue facilities, and scenic terraces, enhancing the overall experience of staying in this beautiful region. Find your rental in Montepulciano with a pool or a hot tub.
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 can find a variety of pet-friendly house rentals that cater to those wishing to explore this charming Tuscan town with their furry companions. With around 115 options available, visitors can choose from cozy villas and rustic farmhouses that often feature amenities such as private gardens, outdoor dining areas, and fully equipped kitchens, providing a comfortable home base for families or groups.

The town itself is renowned for its beautiful medieval architecture and stunning views of the surrounding vineyards and hills. Many vacation rentals are conveniently located near local attractions, including the historic Piazza Grande and the impressive Palazzo Comunale. Moreover, the nearby countryside offers ample opportunities for outdoor activities, such as hiking and exploring scenic walking trails that are superb for pets.

Additionally, Montepulciano's pet-friendly atmosphere extends to various local cafes and restaurants, where travelers can enjoy meals in outdoor seating areas with their pets.
Are there any remote work vacation rentals in Montepulciano?
In Montepulciano, Tuscany, there is a substantial selection of remote work vacation rentals, with around 201 options available. This picturesque town, renowned for its Renaissance architecture and stunning vineyards, offers properties that cater specifically to remote workers. Many rentals feature dedicated office spaces equipped with desks, comfortable chairs, and high-speed Wi-Fi, ensuring a productive work environment. Some properties even provide additional amenities like computer monitors and safes for added convenience and security.

Staying in Montepulciano also allows travelers to immerse themselves in the local culture. The town is known for its wine production, and there are numerous wineries nearby where guests can enjoy tastings and tours. Additionally, the historic center is filled with charming cafes and restaurants, ideal for breaks or casual meetings. 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 WiFi, kitchens, and private pools. Many properties feature comfortable living spaces, allowing guests to relax and enjoy the stunning Tuscan landscape. Coffee and tea makers are also common, ensuring travelers can enjoy a warm beverage at their leisure.
When is the best time to visit Montepulciano for a vacation rental?
April is the most popular time to visit Montepulciano, as this month marks the beginning of the tourist season in Tuscany. During this period, travelers are drawn to the picturesque landscapes, charming streets, and the delicious local wines that Montepulciano is famous for. The weather is typically mild, with temperatures ranging from the low 40s to mid-60s Fahrenheit, making it an inviting time for outdoor activities such as vineyard tours and leisurely strolls through the historic town.

As you explore Montepulciano in April, you'll find that the area's natural beauty is in full bloom, providing a stunning backdrop for sightseeing. This time of year also offers a more relaxed atmosphere compared to the peak season, which runs from July to September. While July and August bring vibrant energy and numerous festivals, the crowds can be quite dense, particularly during the popular summer wine events.

For those looking to maximize their travel budget, visiting during January can be a cost-effective option. Although it's considered low season, the tranquil winter landscape offers a unique charm, and you may even experience the allure of Tuscany's quiet beauty.
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, travelers can engage in the region's rich history and culture. The historic center is a key attraction, featuring beautiful Renaissance architecture and charming piazzas. Notable sites include the Piazza Grande, where visitors can admire the stunning Palazzo Comunale and the Cathedral of Montepulciano.

The area is also known for its renowned wineries, particularly in the surrounding countryside, where visitors can take part in wine tastings and vineyard tours, especially for the famous Vino Nobile di Montepulciano.

For those who enjoy scenic views, the walk along the ancient walls offers breathtaking panoramas of the Val d'Orcia and the rolling hills of Tuscany. Additionally, the nearby church of San Biagio is another highlight, set against a picturesque backdrop, making it a great spot for a leisurely visit.
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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