Montepulciano holiday rentals

We found 2,483 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Montepulciano by choosing from 53 houses, 128 apartments and other holiday rentals. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as a garden and pool. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Montepulciano

Showing deals for:13 Nov - 20 Nov

Image gallery for Villa on the Umbria-Tuscany border—for families and friends—with a private pool

Outdoor dining
10 out of 10, Exceptional, (56 reviews)
Exceptional
(56 reviews)

Villa on the Umbria-Tuscany border—for families and friends—with a private pool

Citta della Pieve

9% off
Price is AU$6,109
for 7 nights, 1 home
AU$873 per night
includes taxes & fees
Villa on the Umbria-Tuscany border—for families and friends—with a private pool

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Why visit Montepulciano

  • Historic Landmarks: Discover stunning cathedrals and churches that showcase the rich architectural heritage of Montepulciano.
  • Charming Piazzas: Relax in picturesque squares, perfect for enjoying local cuisine and wines while soaking up the atmosphere.
  • Local Wine Experience: Indulge in tasting the renowned Vino Nobile di Montepulciano, celebrated for its exquisite quality.
  • Scenic Hiking Trails: Explore beautiful outdoor trails that offer breathtaking views of the Tuscan countryside.
  • Cultural Immersion: Engage with the vibrant local culture through festivals, art, and traditional crafts that define the city.

Popular types of accommodation in Montepulciano

Montepulciano in Tuscany, Italy offers a treasure trove of experiences. Our collection of holiday rentals includes exquisite villas, cosy private holiday homes and stylish apartments, ensuring you find the best Montepulciano accommodation to suit your needs. Enjoy immersing yourself in local history, art, and culture, all while exploring the charming streets and iconic landmarks of this enchanting city. Discover your perfect Montepulciano rental and create unforgettable memories.

  • Villas: Enjoy the epitome of luxury in Montepulciano with spacious, elegant villas offering private pools and scenic views.
  • Private Holiday Homes: Experience the charm of independent holiday homes, perfect for intimate family retreats and serene escapes.
  • Apartments: Delight in cosy, well-equipped apartments located in the heart of this historic Tuscan town.
  • Cottages: Relax in quaint, picturesque cottages that blend traditional style with modern comfort.
  • Agritourism: Embrace the authentic Tuscan lifestyle with agritourism spots, where rustic charm meets nature.**

Top attractions in and around Montepulciano

Montepulciano, nestled in the heart of Tuscany, offers a romantic and culturally rich holiday experience. Explore the charming piazzas, majestic cathedrals, and historic churches that define this picturesque city. Outdoor enthusiasts can enjoy scenic hiking trails, while the vibrant local culture invites visitors to immerse themselves in its enchanting atmosphere. Whether wandering through its cobbled streets or indulging in exquisite local wines, Montepulciano promises an unforgettable escape.

  • Piazza Grande: The heart of Montepulciano, this stunning square is surrounded by Renaissance architecture, vibrant cafés, and shops. Visitors can immerse themselves in the local culture, enjoy seasonal events, and take in breathtaking views of the countryside.
  • Terme di Montepulciano Spa: A tranquil oasis offering a range of soothing thermal baths and wellness treatments. The spa's outdoor facilities allow visitors to relax in natural hot springs while enjoying picturesque views of the Tuscan landscape.
  • Val di Chiana: A beautiful valley near Montepulciano, perfect for outdoor adventures such as hiking and cycling. The area boasts scenic landscapes, vineyards, and charming villages, providing a taste of the region's natural beauty.

Things to do recommended for couples

Seeking romance in Montepulciano? Enjoy a leisurely walk through the charming medieval streets, savour local wines at a cosy vineyard, or indulge in a candlelit dinner overlooking the stunning Tuscan countryside. Don’t forget to capture the sunset from the panoramic terrace.

Things to do recommended for families

Families visiting Montepulciano can explore kid-friendly local experiences and activities, such as interactive museums and scenic walks through historic streets, all while enjoying the charm of Tuscan culture.

Things to do recommended for groups

Experience the thrill of the Saltalbero Adventure Park, a zipline ropes course located 27km from Montepulciano. Enjoy the outdoor adventure vibes while bonding with your group in this exhilarating setting, perfect for making unforgettable memories together.

*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

Whether you're journeying with a group, as a family, with your pets, or seeking extended stays, be sure to filter your search with the appropriate priorities. Here are some Stayz booking tips for you.

  • Traveling to Montepulciano with a group: Consider the number of bedrooms required, in addition to facilities like a fully equipped kitchen or an outdoor area suitable for group gatherings. Luckily, you can apply filters for all these features, and more, on Stayz.
  • Traveling to Montepulciano with young kids: Traveling with young children can present its challenges. You must prioritise their comfort and safety, ensuring access to age-appropriate facilities, such as a private swimming pool. It’s also wise to consider the proximity to attractions that cater to families.
  • Taking your pets with you to Montepulciano: For many, a family holiday wouldn’t be the same without their furry companion by their side. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting Montepulciano: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the perfect destination. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include additional preferences in your search, such as a parking space, a well-equipped kitchen, or even a private pool.

Where to stay near Montepulciano

Montepulciano, Tuscany, Italy offers a rich blend of culture and history, ideal for a romantic and outdoor escape. Wander through its central streets, savour the local seating arrangements in charming piazzas, and embark on a memorable trip to Montepulciano. Enjoy the serene, family-friendly ambience and immerse yourself in the historical backdrop of this secluded Tuscan gem.

  • Pienza: Pienza, a charming city nestled only 10km from Montepulciano, beckons with its blend of outdoor beauty and romantic allure. Visitors can indulge in a variety of experiences, from rejuvenating spa treatments and soothing body therapies to exclusive country clubs. The surrounding region is rich in history, with landmarks such as historic sites that whisper tales of the past, inviting hot springs, and serene lakes that offer a tranquil retreat. This destination is ideal for those seeking a mix of relaxation, cultural enrichment, and scenic outdoor adventures.
  • Chianciano Terme: Situated a mere 6km from Montepulciano, Chianciano Terme is celebrated for its wellness offerings and outdoor charm. The city invites travellers to explore its rejuvenating spas and body treatment centres, complemented by a selection of resorts that enhance the overall experience. Noteworthy attractions include natural hot springs and picturesque lakes, which together create a soothing landscape perfect for a romantic escape or a refreshing wellness retreat.
  • San Quirico d'Orcia: Located 16km from Montepulciano, San Quirico d'Orcia offers a delightful blend of romance and entertainment against a backdrop of outdoor splendour. The city is well-regarded for its accessible spa and body treatment facilities, as well as its golf courses that promise leisurely afternoons. The vicinity is dotted with historic landmarks, inviting hot springs, and tranquil lakes, ensuring a rich tapestry of experiences that cater to both the adventurous and those in search of a cultural journey.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 Stayz is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay often results in significant savings. To discover the ideal Stayz property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board provides a designated space where you can initiate new journeys, continue your current plans, or review and organise your bookings. Properties you have either saved or reserved are now categorised into Potential, Upcoming, or Current Trips. To discover Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

The culturally rich city of Montepulciano awaits you

Enjoy the area's wineries, culture and history with a rental holiday home in Montepulciano. This city's sightseeing, festivals and local tours draw many visitors. A holiday 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 area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Montepulciano a one-of-a-kind holiday spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Tenuta Valdipiatta (1.6 mi / 2.6 km)
  • Piscine Termali Theia (4 mi / 6.5 km)
  • Terme di Chianciano (4.2 mi / 6.8 km)

Exploring the natural landscape of Montepulciano

Whether you're looking for adventure or just want to take in the scenery, Montepulciano is a great place to get out in nature. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • 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)

Transport to and around Montepulciano

The nearest airport is in Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG), located 36.1 mi (58.1 km) from the city centre.

If you prefer train travel, the main station serving the city is Montepulciano Station.

Frequently asked questions

What is the best area to stay in Montepulciano when booking a holiday rental?
When considering a holiday rental in Montepulciano, a popular area to stay is the historic centre. This charming neighbourhood is characterised by its stunning Renaissance architecture and vibrant setting. Here, you'll find a variety of properties, from quaint apartments to elegant villas, ensuring that there are plenty of options to suit different tastes and budgets.

Staying in the historic centre puts you within walking distance of top attractions such as the beautiful Piazza Grande, where you can admire the impressive Palazzo Comunale and the picturesque views of the surrounding countryside. Additionally, the Church of San Biagio, located just a short stroll away, is a must-visit for its stunning architecture and serene atmosphere.

Another appealing area to consider is the outskirts of Montepulciano, where you can enjoy a more tranquil setting while still being close to the town's amenities. This region typically features lovely countryside villas with expansive views, great for those looking to relax in nature. Here, you can also explore local vineyards and enjoy wine tastings, which are a highlight of the region.
What is the most popular type of holiday rental accomodation in Montepulciano?
In Montepulciano, apartments are the most popular type of holiday rental, with approximately 508 available throughout the town. These apartments are often situated in charming historical buildings or within walking distance of top attractions such as the Piazza Grande and the medieval churches. Most units come equipped with fully fitted kitchens, spacious living areas, and some even have balconies offering stunning views of the surrounding Tuscan landscape.

Additionally, there are around 276 villas available, which provide a more luxurious option for travellers seeking privacy and space. These villas typically feature multiple bedrooms, expansive gardens, private pools, and outdoor dining areas, making them ideal for families or groups looking to enjoy a tranquil retreat in the heart of Tuscany.
Are there any family house rentals in Montepulciano?
In Montepulciano, Tuscany, there are numerous family-friendly holiday rentals available, with around 117 options scattered throughout the area. This charming town, known for its stunning vineyards and historic architecture, offers a delightful escape for families. Many properties boast spacious living areas, fully equipped kitchens for preparing family meals, and outdoor terraces where children can play while adults relax with a glass of local wine.

Visitors can explore nearby attractions such as the beautiful Piazza Grande and the impressive Palazzo Comunale, both of which provide a glimpse into the town's rich history. Additionally, the surrounding countryside is ideal for leisurely walks or bike rides, with scenic views of rolling hills and vineyards. Many rentals also feature modern amenities like Wi-Fi and air conditioning, ensuring a comfortable stay for all guests.
Can I rent a holiday home with a pool or hot tub in Montepulciano?
In Montepulciano, there are a number of holiday homes available for rent that feature pools or hot tubs, with approximately 122 options to consider. This picturesque town in Tuscany is renowned for its stunning landscapes and rich wine heritage, making it an ideal destination for relaxation and exploration.

Travellers can expect a range of properties equipped with amenities such as private pools, outdoor hot tubs, and spacious terraces that offer breathtaking views of the surrounding vineyards and hills. Many homes also come with fully equipped kitchens, allowing for comfortable self-catering during your stay.

The charming historic centre of Montepulciano is within easy reach, where visitors can enjoy local shops, restaurants, and wine tasting opportunities, adding to the overall experience. Find your rental in Montepulciano with a pool or a hot tub.
Are there pet-friendly house rentals in Montepulciano?
In Montepulciano, there are numerous pet-friendly house rentals available, offering a delightful experience in this picturesque Tuscan town. Many of these properties are set amidst the scenic vineyards and rolling hills that characterise the region, providing a superb backdrop for a relaxing getaway with your furry companions.

Travellers can expect amenities such as well-equipped kitchens, outdoor terraces, and spacious living areas, which are ideal for enjoying meals or unwinding after a day of exploration. Some rentals may also feature private gardens, allowing pets to roam freely in a secure environment.

Montepulciano itself is a charming hilltop town, where you can stroll through narrow streets lined with historic buildings, quaint shops, and local eateries that often welcome pets. The surrounding countryside offers ample opportunities for outdoor activities, including walking trails and vineyards that are superb for leisurely strolls with your pet.
Are there any remote work holiday rentals in Montepulciano?
In Montepulciano, Tuscany, there are numerous options for remote work holiday rentals, with around 804 available across the area. This historic town, known for its stunning Renaissance architecture and picturesque vineyards, provides a charming backdrop for those looking to combine work and leisure. Many properties come equipped with amenities tailored for remote work, including free Wi-Fi in both public areas and individual rooms, ensuring a reliable internet connection for business needs.

Travellers can expect comfortable living spaces that often feature dedicated work areas, allowing for productivity while enjoying the beauty of Tuscany. Additionally, many rentals offer facilities to host events, making them suitable for small meetings or gatherings. The scenic surroundings also provide opportunities for relaxation after work hours, with local attractions such as wine cellars, historic sites, and breathtaking views of the countryside just a stone's throw away. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Montepulciano?
In Montepulciano, popular rental amenities include well-equipped kitchens, allowing guests to prepare their own meals with ease. Many properties also feature coffee and tea makers for a comforting beverage at any time. Onsite parking is commonly available, which is particularly convenient for those travelling by car to explore the picturesque Tuscan countryside. Additionally, some rentals permit pets, making it easier for travellers to bring their furry companions along. Service animals are also welcome in many establishments.
When is the best time to visit Montepulciano for a holiday rental?
April is the most popular time to visit Montepulciano, as the spring blossoms bring the Tuscan countryside to life. This month offers a delightful climate, with temperatures typically ranging from 10 to 20 degrees Celsius, making it superb for outdoor activities such as vineyard tours and leisurely strolls through the charming medieval streets. The vibrant setting is complemented by fewer crowds compared to the peak season, which runs from July to September, when tourists flock to experience the warm summer sun and local festivals.

During the peak months, Montepulciano buzzes with energy, attracting visitors keen to indulge in wine tastings and enjoy the stunning views of the rolling hills. However, the spring months, particularly April, allow for a more relaxed experience, where you can savour the beauty of the area without the hustle and bustle of the high tourist season.

For those looking for a more budget-friendly option, January offers a quieter time to explore Montepulciano. Despite the cooler temperatures, usually between 0 and 10 degrees Celsius, the tranquil atmosphere allows for a more intimate experience of the town's rich history and culture, as well as the opportunity to enjoy hearty Tuscan cuisine in a cozy setting.
What are the top attractions in Montepulciano?
In Montepulciano, visitors can immerse themselves in a rich tapestry of attractions that showcase the town's historical and cultural significance. The Piazza Grande is the heart of Montepulciano, where the stunning Palazzo Comunale stands, offering panoramic views from its tower. The adjacent Cathedral of Santa Maria Assunta is a must-see for its beautiful architecture and serene atmosphere.

For wine enthusiasts, the numerous wine cellars scattered throughout the town provide an opportunity to sample the region's renowned Vino Nobile di Montepulciano. A stroll through the charming streets lined with Renaissance buildings reveals local artisan shops and delightful cafés, superb for enjoying a leisurely afternoon.

Nearby, the ancient fortress of the San Biagio Church, located just outside the main town, offers a tranquil escape and breathtaking views of the surrounding countryside.
Are all fees included in the Montepulciano holiday homes prices shown on Stayz?
Stayz 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.
Are there any Montepulciano holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Montepulciano holiday homes?
You can find great discounts on holiday homes in Montepulciano on Stayz, 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.
Can I change or cancel my Montepulciano holiday home booking on Stayz?
To find Montepulciano holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Montepulciano?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Montepulciano holiday home?
Book your Montepulciano holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Montepulciano?
Prices for holiday homes 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. Stayz offers something for every taste and budget, from affordable homes in Montepulciano to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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