Montepulciano holiday rentals

We found 2,564 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Montepulciano by choosing from 53 houses, 131 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:30 Oct - 6 Nov

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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)
  • Piscine Termali Theia (4 mi / 6.5 km)
  • Terme di Chianciano (4.2 mi / 6.8 km)
  • Baths of San Filippo (12.5 mi / 20 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 home?
If you're thinking about a getaway to Montepulciano, Acquaviva is one of the most popular locations to stay. Whether you prefer a cottage, condo or different property type, you'll always have the entire place to yourself.
What is the most popular type of holiday home accommodation in Montepulciano?
The most desirable types of holiday homes in Montepulciano are apartments. Looking for something different? Stayz has a variety of options to match the unique needs of our guests, so you'll see properties in lots of sizes and shapes. The perfect home away from home is waiting for you — find yours today.
How much does it cost to rent a holiday home in Montepulciano?
Several things can affect how much you'll pay for a holiday home in Montepulciano, including the type of property, season and length of stay. However, all of our holiday homes have something in common — exceptional value. Simply add your travel dates to find your ideal escape.
How much does it cost to rent a beach house in Montepulciano?
The average price for a holiday home close to the beach in Montepulciano depends on when you're going and the size and style of property you're searching for. You can find prices easily and quickly on Stayz by entering your destination and travel dates. Then use the filter tool to choose the number of bedrooms and amenities important to you, such as air conditioning, WiFi and a pool.
Are there pet-friendly holiday homes in Montepulciano?
Yes. There are. You'll have your pick of 89 stays that roll out the welcome mat in Montepulciano on Stayz. Our cuddly best friends deserve a break too, so simply use our search function for pet-friendly holiday homes to book a pad where your pup can share in the good times.
Can I rent a house with a pool in Montepulciano?
Pack your swimwear and inflatable flamingo, because there are 21 houses with a private pool in Montepulciano. Book a stay at one of these terrific holiday homes and let every day be a pool day. Simply enter your travel dates into Stayz, then use the "pool" filter to find the ideal place for a splashing good time!
What are popular home amenities in Montepulciano?
When it comes to home amenities that people prefer in Montepulciano, a chef, a fireplace and an ocean view are at the top of the list. With Stayz holiday homes, there are choices to suit your style and taste, whether you're planning to get away with your partner, your friends or even pets.
Are there large group holiday homes in Montepulciano?
Take your pick of nine holiday homes in Montepulciano that can host a group of 10 or more people. Whether you're planning time away with extended family or an event like a party, there's enough space to get your favourite people together under the same roof.
Are there holiday homes in Montepulciano that welcome kids?
Montepulciano has 89 family-friendly holiday homes to choose from. And securing a stay that welcomes kiddos is a cinch with Stayz's "Properties good for families" filter. As well as having the entire place to yourselves, you'll have access to amenities and perks like bunk beds, private pools and yards.
What are the top attractions for families in Montepulciano?
Keep the kids happy at these fabulous family-friendly attractions in Montepulciano:

  • Piscine Termali Theia
  • Terme di Montepulciano Spa
  • Palazzo Piccolomini

Are there one-bedroom holiday homes in Montepulciano?
Yes, Montepulciano has 34 one-bedroom homes on offer. Often positioned in prime areas because of their compact size, a one-bedroom holiday home is ideal if you're getting away with your partner or a pal. And with home comforts such as kitchens and more privacy than a standard hotel, you'll be able to kick back while exploring this fantastic destination.
Can I find two-bedroom holiday homes in Montepulciano?
Montepulciano has 36 two-bedroom properties for you to select from. Find a holiday home with all the space and comfort you're looking for at a price that won't break the bank on Stayz.
Are there holiday homes with WiFi in Montepulciano?
Whether you want to keep up with world events, send some emails or surf social media, there are 32 holiday homes with WiFi in Montepulciano. Check the "WiFi" box when searching on Stayz and stay connected on your holiday.
How can I find holiday homes with air conditioning in Montepulciano?
Pick your dates and then make use of the filters to search for holiday homes with ac in Montepulciano on Stayz. With 47 air-conditioned properties available here, you can enjoy a cool and comfy break.
How old do you have to be to rent a holiday home in Montepulciano?
We recommend you check with the Montepulciano holiday home you're considering on Stayz as age restrictions differ. However, typically it's 16, 18 or 21.
How long can I rent a holiday home in Montepulciano for?
It's up to the Montepulciano property. To see a list of options offering extended stays, just enter your dates and guest number into Stayz's search page. Look forward to having the property to yourself, along with amenities such as a fully-equipped kitchen, air conditioning and a yard to run around in. Keep your eyes peeled for any long-term stays that offer weekly or monthly discounts.