Discover a selection of 266 holiday rentals in Montepulciano, IT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at £ 40 per night, and villas and farmhouses are popular options for a stay in Montepulciano. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Montepulciano
Destination guide

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.

Things to do

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 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)
  • Tenuta Greppo Franco Biondi Santi (14.9 mi / 23.9 km)
Natural features

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:

  • Lake Trasimeno (15.7 mi / 25.2 km)
  • 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)
How to get there

Transport to and around Montepulciano

The nearest airport is in Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG), located 36.2 mi (58.2 km) from the city centre.

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

What are the top holiday rentals in or near Montepulciano?

The heart wants what the heart wants, and right now it wants to go on holiday. It's time to pack your suitcase and zip off to one of these top holiday rentals in or near Montepulciano:

  • Make the most of amenities including a washing machine and coffee and tea making facilities at "Farmhouse In The Heart Of The Real Chiantishire". Situated around 35 miles from Montepulciano, this quality property has 2 bedrooms and is a hit with guests.
  • Another excellent choice is "La Casina Toscana - Near Centre", which is around 0.1 miles from Montepulciano. With 3 bedrooms, mountain views and coffee and tea making facilities, it has everything you need to keep you content and comfortable.

For even more great options, use the search bar at the top of the page to find the perfect Montepulciano holiday rental for you.

What are the top-rated holiday rentals for weekend getaways in or near Montepulciano?

If you're longing to get away from it all for a couple of nights, we've got plenty of awesome weekend getaways in and around Montepulciano. Take a well-deserved break at one of these top options:

  • Book a couple of nights or more at "Self Contained Apartment", around 0.1 miles to the north of Montepulciano, and you've got yourself the ultimate weekend escape. You'll have nature hotspots like Monte Amiata and Piscine Termali Theia nearby and conveniences like an iron and ironing board and a stovetop at your disposal.
  • "Charming House In Montepulciano" is also ideal for a whirlwind getaway. Located about 0.1 miles to the southwest of Montepulciano, this holiday rental comes with amenities like air conditioning and winery tours. Ponte a Buriano and Penna Nature Reserve and Mount Amiata Fauna Park should be on your sightseeing list if you stay here.

Can I find studio apartments for rent in and around Montepulciano?

Typically small in size, easy on the hip pocket and conveniently located, it's not difficult to fall for the appeal of a studio apartment. Get cosy in one of these options and discover the culture of Montepulciano up close:

  • Explore the world around you from "Self Contained Apartment". This holiday rental is a terrific base for discovering the sights and features amenities including a kitchen and a garden.
  • Another awesome choice is "Tarragon - Suite Of The Dimora Dell'erbe". Make use of free WiFi, a free nearby fitness centre and other handy amenities during your holiday.

There are loads of highlights around Montepulciano to add to your agenda. Nourish the culture lover in you by visiting Museum of Sacred Art in Val d’Arbia and Palazzo Piccolomini.

Can I find short term rentals in or near Montepulciano?

From time to time, you just need to take a well-earned breather, even if it's only for a few days. Experience a delightful combination of relaxation and adventure at one of these short-term rentals in or around Montepulciano:

  • "Charming House In Montepulciano" is near the heart of Montepulciano, so you'll have lots of things to entertain you. Find your way to interesting attractions like Monte Oliveto Maggiore Abbey and La Porta Gallery when you're not making the most of your cosy digs.
  • "Magnificent 2 Bedroom Apartment With Terrace And Air Conditioning" is another fabulous option. We suggest adding Museum of Sacred Art in Val d’Arbia and Museo della Mezzadria to your travel itinerary when you're ready to sightsee.

What are the best large group holiday rentals in or near Montepulciano?

Share your trip and have even more fun. Whether you're planning an action-packed escape with your best friends or a big family get-together, you'll have your choice of large group holiday rentals in and around Montepulciano:

  • You'll have loads of room to spread out at "Villa Sogni D'oro: 6 Bed Villa In Montepulciano". Around 1 mile east of Montepulciano, this generously sized retreat has 6 bedrooms sleeping up to 14 guests. Top amenities include a kitchen and off-street parking options.
  • Nothing's more important than hanging out with the people you love, and "Walk To Town Luxury Villa In Montepulciano" is the ideal place to do that. Located around 1 mile to the south of Montepulciano, as many as 18 guests can stay in this holiday rental which has 5 bedrooms. Mountain views and a fireplace are among the various amenities on offer here.

What are the best houses for rent with a pool in or near Montepulciano?

Of all the amenities a holiday rental can have, a pool is easily the most fun. Check out these houses for rent with a pool in or near Montepulciano and spend your time splashing around. Just remember to bring your inflatable unicorn:

  • Treat your crew to an unforgettable stay at "Charming House In Montepulciano". There's plenty to love about this retreat besides its pool, such as a smart TV and a fridge.
  • Alternatively, enjoy a more leisurely pace of life at "Charming Historic House In Montepulciano Centre". Along with an invigorating pool, you'll also have use of nearby birdwatching activities and nearby ecotour services.

Curious what the weather's like in Montepulciano? It has an oceanic climate, with average summertime temperatures ranging from 60null to 85null. If you'd like more inspiration on places to stay in this exciting destination, use the search bar at the top of the page and adjust the filters to check out our entire selection of Montepulciano holiday rentals.

What are the best large family holiday rentals in or near Montepulciano?

A family get-together should be memorable. Whether you're planning a break with the kids or a long-overdue family reunion, our large family holiday rentals in or near Montepulciano offer a home away from home with enough space for everyone:

  • Sleeping up to 10 guests in 5 bedrooms, "Charming Historic House In Montepulciano Centre" is the ideal place for some family time. This popular retreat is 1 mile to the southwest of Montepulciano and has creature comforts such as a dishwasher and nearby birdwatching activities.
  • Another top option is "Villa Sogni D'oro: 6 Bed Villa In Montepulciano". This property is 1 mile east of Montepulciano and features a living room, a kitchen and more. With 6 bedrooms accommodating up to 14 people, there's no need to leave anyone off your guest list.

When you're ready to venture outside and explore, there are loads of family-friendly attractions nearby to keep everyone entertained and happy. Palazzo Pubblico, Palazzo Piccolomini and Monteriggioni Castle should be top of your list.

What are the best large houses to rent with indoor pools in or near Montepulciano?

Go for a dip anytime you want when you book one of our large rental houses with an indoor pool. Grab your swimsuit and consider these homes in or near Montepulciano that feature this premium perk:

  • Invite your loved ones over for a leisurely paddle around at "Villa I Cipressini Tuscany Private Luxury Heated Pool Spa Gym Pienza Siena". This rental has space to spare, with 5 bedrooms comfortably sleeping 10 guests. A swimming pool and a fireplace are other things your team will love about this place.
  • Alternatively, escape to "Private Villa With Sauna, A/c, Wifi", which has 13 bedrooms and accommodates up to 26 guests. Along with that fancy pool nestled inside, a swimming pool and a fireplace will help keep everyone happy and comfortable.

For more options, use the search bar at the top of the page and adjust the filters to find the Montepulciano holiday rental that's perfect for your needs.

Are there one-bedroom holiday rentals in or near Montepulciano?

Idyllic romantic getaways, business trips or adventures of the solo kind — a single-bedroom holiday rental is a perfect solution for all sorts of occasions. One of these options in or near Montepulciano is sure to be just the thing:

  • Great things really do come in little packages, and "Self Contained Apartment" is a fantastic example of this. This one-bedroom holiday property is in a convenient central location and offers guests amenities like a kitchen and a garden.
  • "Tarragon - Suite Of The Dimora Dell'erbe" is another stylish one-bedroom escape also a stone's throw from the centre. When you're not out and about seeing the area's top attractions, take advantage of nearby museums, pet-friendly facilities and more.

Can I find two-bedroom holiday rentals in or near Montepulciano?

It's easy to organise a wonderful getaway with Vrbo. Whether you're looking for a cute cottage or a trendy apartment, you'll find terrific two-bedroom options in or near Montepulciano: Here are just a few of our top picks:

  • "Super Central With Private Parking And Panoramic Garden Spot" is an awesome choice for small groups and families. As well as two bedrooms, this relaxing stay offers handy amenities like a kitchen and a garden.
  • Another highly recommended option is "Charming House In Montepulciano". With amenities like a kitchen and a TV, you'll have no trouble making yourselves at home here. Choose your bed, unpack your suitcases and let the fun begin!