Montepulciano Vacation Rentals from $81: Search Short-Term Rentals

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Our top choices for Montepulciano vacation rentals

An arched doorway leading to a building with a wooden door and a staircase.

1. Residenza Fabroni

Montepulciano

Nicholas

$85 nightly

Aug 31 - Sep 1

Total with taxes and fees

An interior courtyard with stone columns, arches, and a mosaic.

2. Meublé Il Riccio

Montepulciano

Marlenne

$149 nightly

Sep 7 - Sep 8

Total with taxes and fees

A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

3. Il Tosco

Montepulciano

Margaret

$321 nightly

Sep 5 - Sep 6

Total with taxes and fees

A crowded restaurant with brick walls and multiple tables and chairs.

4. La Locanda di San Francesco

Montepulciano

Isabelle

$173 nightly

Sep 1 - Sep 2

Total with taxes and fees

A terrace with a table set for breakfast, overlooking a scenic landscape.

5. Delcorto Suites

Montepulciano

James

$177 nightly

Sep 1 - Sep 2

Total with taxes and fees

A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

6. Bed & Breakfast Vicolo dell'Oste

Montepulciano

Shelly

$123 nightly

Sep 1 - Sep 2

Total with taxes and fees

7. montorio

Montepulciano

Federico

$117 nightly

Aug 31 - Sep 1

Total with taxes and fees

A stone archway leading to a building entrance with a wooden door.

8. Bellarmino Boutique Apartments

Montepulciano

Nicole

$69 nightly

Aug 31 - Sep 1

Total with taxes and fees

A fireplace with a wooden mantel, a vase with flowers, and a brick wall.

9. Podere Tre Berte - The Sleeping Beauty

Toscana

$104 nightly

Sep 1 - Sep 2

Total with taxes and fees

A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

10. L'Olmo

Pienza

Jennifer

$730 nightly

Sep 14 - Sep 15

Total with taxes and fees

A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

11. TuscanyLettings Studio&Room

Pienza

Lucas

$100 nightly

Aug 31 - Sep 1

Total with taxes and fees

A covered corridor with brick columns, potted plants, and a view of a lush landscape.

12. Abbadia Sicille Relais

Trequanda

Robert

$162 nightly

Sep 2 - Sep 3

Total with taxes and fees

A poolside area with two glasses of water, candles, and a stone pathway.

13. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

Jarkko

$176 nightly

Sep 2 - Sep 3

Total with taxes and fees

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

14. Hotel San Gregorio

Pienza

Nancy

$230 nightly

Sep 1 - Sep 2

Total with taxes and fees

A stone building with a wooden door, a staircase, and a small window with a metal grill.

15. Casa Gioia - Casa Olivieri

Pienza

Nancy

$126 nightly

Aug 31 - Sep 1

Total with taxes and fees

A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

16. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

San Quirico d'Orcia

Elena

$101 nightly

Aug 31 - Sep 1

Total with taxes and fees

A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

17. PienzaLettings Suites

Pienza

Pearlyn

$121 nightly

Aug 31 - Sep 1

Total with taxes and fees

A stone building with a tiled roof, surrounded by dry grass and trees, set in a hilly landscape.

18. Zampugna

Trequanda

August

$311 nightly

Sep 30 - Oct 1

Total with taxes and fees

19. Casale dell'Assiolo

Castiglione del Lago

$116 nightly

Sep 13 - Sep 14

Total with taxes and fees

A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

20. Borgo Dolciano

Chiusi

Carla

$142 nightly

Sep 4 - Sep 5

Total with taxes and fees

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Top Montepulciano Hotel Reviews

Precise Tale Poggio Alla Sala

10/10 Excellent

"Fantastic stay!"

Borgo Tre Rose

8/10 Good

"The scenery is beautiful and was really nice too look at when you first walk in. When you check in the employees are really nice too! Our room was really nice but the beds were just not comfortable. The shampoo was also super tiny, like not even one use worth. But the pool was good and the breakfast has so many options and you can sit outside for a really nice view! Overall really nice hotel but the bed could of been nicer!"

Agriturismo Borgo Sette Tigli

10/10 Excellent

"We had a wonderful three-night stay at Agriturismo Borgo Sette Tigli. If you're looking for peace, quiet, and a chance to unwind, this is the perfect place. Set down a quiet country lane, it feels like a true escape from the busier tourist areas. It was the most spacious accommodation we stayed in during our trip to Italy. The room was clean, comfortable, and had plenty of space to relax after long days of exploring. Check-in was simple using a lockbox, and we appreciated the balance of privacy and excellent support. When we accidentally left the fridge door open before heading out for the day, we sent a WhatsApp message and they kindly went into the room to close it for us. They were always quick to respond whenever we needed help. The peaceful countryside was one of the highlights of our stay. Evening walks through the fields, watching fireflies at sunset and the clear star-filled sky, created a wonderfully relaxing atmosphere. We also appreciated the information folder in the room, which contained great recommendations for local restaurants and attractions. Overall, this was a calm, comfortable, and relaxing place to stay. The beautiful surroundings, spacious accommodation, and thoughtful hospitality made it one of the most peaceful parts of our trip. We would happily stay here again and highly recommend it."

Find out more about Montepulciano

Everything you need to know about Montepulciano vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montepulciano vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montepulciano vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montepulciano vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montepulciano. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Montepulciano in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $81 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Montepulciano rentals

At Expedia, we put the best Montepulciano vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Montepulciano rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montepulciano vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montepulciano. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Are there vacation rentals in Montepulciano?

Yes, we offer vacation rentals close to top sights in Montepulciano, or you can go with a more remote option if you're looking for relaxation. Visitors to Montepulciano speak positively about the countryside and wineries in this destination. Make sure you have time to check out the sightseeing tours and festivals during your trip.

What are some of the best vacation home rentals that Montepulciano has to offer?

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING: This highly rated vacation home rental in Montepulciano is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a terrace, a garden, and a selection of books so you can immerse yourself in your vacation. Another good choice for your trip to Montepulciano is Entire Historic Residence in Tuscany (Val d'Orcia),in the Heart of Montepulciano.

How many vacation rentals are there in Montepulciano?

Expedia has 47 vacation rentals for your stay in Montepulciano.

What’s there to see and do in Montepulciano?

Terme di Montepulciano Spa and Val di Chiana are a couple of scenic spots to enjoy the outdoors, whereas Civic Museum is one of the cultural attractions. While here, Palazzo Avignonesi and Cantina del Redi are other places worth a visit.

What’s a vacation rental in Montepulciano like?

A vacation rental is a private property you can book for a few weeks or just a few days in Montepulciano. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

Montepulciano Vacation Rentals

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Check prices for these dates

Our top choices for Montepulciano vacation rentals

1. Residenza Fabroni

2. Meublé Il Riccio

3. Il Tosco

4. La Locanda di San Francesco

5. Delcorto Suites

6. Bed & Breakfast Vicolo dell'Oste

7. montorio

8. Bellarmino Boutique Apartments

9. Podere Tre Berte - The Sleeping Beauty

10. L'Olmo

11. TuscanyLettings Studio&Room

12. Abbadia Sicille Relais

13. Casanova - Panoramic Rooms and Suites

14. Hotel San Gregorio

15. Casa Gioia - Casa Olivieri

16. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

17. PienzaLettings Suites

18. Zampugna

19. Casale dell'Assiolo

20. Borgo Dolciano

Find vacation rentals that suit your style

Top Montepulciano Hotel Reviews

Precise Tale Poggio Alla Sala

Find out more about Montepulciano

Explore a world of travel with Expedia

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