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Montepulciano Rentals

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Montepulciano Rentals

About Montepulciano

304 villas

$444

Rustic Tuscan Farmhouse at Podere Pisinano

Montepulciano villa

4 bedrooms / 5 bathrooms / Sleeps 10

$444

1 / 60

$94

Apartment "Belvedere" at The House of the Oaks - Montepulciano

Acquaviva di Montepulciano apartment

1 bedroom / 1 bathroom / Sleeps 4

Responds fast! avg. 2 hours 23 minutes

$94

1 / 32

$368

Bossoncina 8+1

Montepulciano villa

4 bedrooms / 5 bathrooms / Sleeps 9

$368

1 / 56

$532

Rustic Stone Brick Villa on Siena Countryside

Montepulciano villa

7 bedrooms / 8 bathrooms / Sleeps 16

“Splendid villa and great service!” Amazing place, absolutely fantastic holiday, real Tuscan atmosphere. This is a villa I would recommend to anybody and I hope to see myself visiting it again in the future. Great service and customer assistance by the

$532

1 / 52

$169

Colombi Palace Montepulciano

Montepulciano apartment

2 bedrooms / 1 bathroom / Sleeps 4

$169

1 / 29

$752

Villa Nobile, Luxury Tuscan Home, Walk to Town

Montepulciano villa

5 bedrooms / 6 bathrooms / Sleeps 18

Responds fast! avg. 2 hours 33 minutes

$752

1 / 34

$384

the Cellar

Montepulciano villa

5 bedrooms / 5 bathrooms / Sleeps 10

$384

1 / 18

$123

CasaMontepulciano, In the heart of Montepulciano

Montepulciano apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Beautiful Montepulciano, Fantastic Host (Luca), Great apartment” We honestly cannot say enough good things about wonderful Luca and his beautiful place in Montepulciano. If you are thinking of staying in this delightful hill town (and it makes a great

Responds fast! avg. 1 hour 9 minutes

$123

1 / 38

$431

The Molinaccio 3

Montepulciano villa

3 bedrooms / 3 bathrooms / Sleeps 6

Responds fast! avg. 3 hours 5 minutes

$431

1 / 92

$82

Charming Apartment in Historic Center of Montepulciano, Tuscany

Montepulciano apartment

2 bedrooms / 1 bathroom / Sleeps 6

$82

1 / 36

$728

Villa Ardene

Montepulciano villa

7 bedrooms / 7 bathrooms / Sleeps 14

$728

1 / 49

$361

4 bedrooms in a tower, home of a sculptor

Montepulciano b and b

4 bedrooms / 4 bathrooms / Sleeps 8

Responds fast! avg. 1 hour 49 minutes

$361

1 / 19

$156

CasaMontepulciano Into the sunset

Montepulciano apartment

2 bedrooms / 2 bathrooms / Sleeps 4

Responds fast! avg. 1 hour 9 minutes

$156

1 / 36

$498

Tenuta Senese

Montepulciano villa

5 bedrooms / 6 bathrooms / Sleeps 9

“Perfect week” We rented the villa with some friends. Everything was perfectly organized - communication upfront, the welcome on site as well as the daily maintenance. The house is cozy, kitchen well equipped, the premises in great shape. Lots of spa

$498

1 / 41

$438

The Molinaccio 10 + 2

Acquaviva di Montepulciano villa

5 bedrooms / 5 bathrooms / Sleeps 12

$438

1 / 51

$262

Tuscan Tower - A unique castle apartment

Montepulciano apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Great Place. Quiet town. Beautiful Views” Excellent location. Beautiful apartment. John and Wendy were great to work with. They provided ideas of where to visit and outlined helpful tips for the week we were there. I would highly recommend staying wi

Responds fast! avg. 3 hours 30 minutes

$262

1 / 17

$322

Villa Manvi 10

Montepulciano villa

5 bedrooms / 4 bathrooms / Sleeps 10

$322

1 / 30

$523

LA VALIANA Luxury Villa Rental (Montepulciano) - HEATED POOL Incl./ FREE WI-FI

Montepulciano villa

4 bedrooms / 5 bathrooms / Sleeps 8

“Paradise in Tuscany!” This lovely villa has it all and is the kind of place that makes you want to stay and 'while away' the afternoon among its many outdoor spaces: whether it's dining in the gazebo overlooking the vineyard, watching as the evening

$523

1 / 88

$76

Studio "Rustic" at The House of the Oaks - Montepulciano

Acquaviva di Montepulciano apartment

1 bedroom / 1 bathroom / Sleeps 2

Responds fast! avg. 2 hours 23 minutes

$76

1 / 37

$609

The Nuncio Terre 12

Montepulciano villa

6 bedrooms / 6 bathrooms / Sleeps 12

$609

1 / 67

$395

Maramai

Montepulciano villa

4 bedrooms / 5 bathrooms / Sleeps 7

Responds fast! avg. 2 minutes

$395

1 / 32

$119

Borgo dei Sette Tigli #5

Montepulciano apartment

2 bedrooms / 1 bathroom / Sleeps 5

“Stunning estate and perfect location” I went with by partner in June for a 5 night stay after a couple nights in Florence. It was the perfect holiday and this appartment was exactly what we wanted - somewhere quiet, with a pool and close to Tuscan vi

$119

1 / 33

$140

Borgo dei Sette Tigli #4

Montepulciano apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Perfect!” We had a 4-night stay here in early July of this year and had such a wonderful experience. We were greeted by alice who was very accommodating and patient even though we lost our way and were an hour late arriving. She was a sweet as can be

$140

1 / 25

$136

Borgo dei Sette Tigli #3

Montepulciano apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Excellent apartments in a gorgeous location” I stayed with my family and another family for a week in apartments #1 and #3. The couple managing the compound are very nice and helpful, but also very strict and professional about the rules concerning pa

$136

1 / 39

$136

Borgo dei Sette Tigli #1

Montepulciano apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Outstanding accommodations!” Tucked away and hard to find. There was a small wooden sign which we missed, but well worth the extra miles we had to drive. The property is well kept and can't beat the views. The apartment we had was a 2br and 2bath and

$136

1 / 38

$400

3 Bedroom Tuscan Farmhouse at Le Terre di Nunzio

Montepulciano villa

3 bedrooms / 3 bathrooms / Sleeps 6

$400

1 / 61

$129

Apartment "The Hague" at The House of the Oaks - Montepulciano

Acquaviva di Montepulciano apartment

2 bedrooms / 2 bathrooms / Sleeps 5

Responds fast! avg. 2 hours 23 minutes

$129

1 / 39

$175

"Policiano Suite" at The House of the Oaks - Montepulciano

Acquaviva di Montepulciano apartment

2 bedrooms / 2 bathrooms / Sleeps 6

Responds fast! avg. 2 hours 23 minutes

$175

1 / 42

$164

A view from the top

Montepulciano apartment

2 bedrooms / 2 bathrooms / Sleeps 4

Responds fast! avg. 1 hour 9 minutes

$164

1 / 19

$564

Podere Monti

Sant'Albino villa

7 bedrooms / 8 bathrooms / Sleeps 21

$564

1 / 34

$2,347

ivory

Sant'Albino villa

8 bedrooms / 10 bathrooms / Sleeps 16

$2,347

1 / 33

$566

Villa degli Olivi

Montepulciano villa

7 bedrooms / 7 bathrooms / Sleeps 14

$566

1 / 34

$95

Borgo dei Sette Tigli #6

Montepulciano apartment

1 bedroom / 1 bathroom / Sleeps 2

“Wow! A relaxing well appointed holiday home” This is central rural position 6ks from Torrita di Siena makes it easy to enjoy beautiful Tuscany. With easy day trips with a car to Seina, Arezzo, Cortona, Castiglione del Lago or Firenze to name a few.Qu

$95

1 / 39

$152

Apartment Il Ciliegio

Valiano apartment

2 bedrooms / 1 bathroom / Sleeps 3

$152

1 / 5

$829

7 bedroom Villa in Montepulciano, Tuscany, Italy : ref 5218326

Bivio di San Biagio villa

7 bedrooms / 7 bathrooms / Sleeps 15

$829

1 / 27

$136

Borgo dei Sette Tigli #2

Montepulciano apartment

3 bedrooms / 2 bathrooms / Sleeps 6

“Stunning setting” The apartment complex ( once we found it with a little help!) was stunning and beautifully kept. Unfortunately we had an unseasonably cold week so couldn't make use of the pool and much of the outdoor areas although as our large balc

$136

1 / 34

$175

Villa Viole - Dream under the tuscan sun

Montepulciano apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$175

1 / 25

$525

villa in South Toscany

Montepulciano villa

3 bedrooms / 3 bathrooms / Sleeps 8

Responds fast! avg. 29 minutes

$525

1 / 8
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About Montepulciano

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Montepulciano is a beautiful village in a hilly area of Tuscany overlooking the Valdichiana countryside. The streets here leave a lasting impression on visitors because of their old world charm and also because of their steep inclines, which can make an adventure out of an ordinary day spent exploring markets and relaxing in cafes.

These sloping streets wind among some unforgettable restaurants and wine cellars. They can also take you to some of the most beautiful renaissance churches in Tuscany. Head beyond the center of town and take a hike through the rolling countryside of world famous vineyards and olive groves. At the end of the day, head back to experience the delicious cuisine that brings knowledgeable foodies to Montepulciano from all over the world and enjoy a glass of vino nobile as the sun sets.

Here are a few additional suggestions as you plan your trip:

  • Visit the Chiesa di San Biagio: This domed renaissance church with its fantastic marble alter piece lies in a valley just to the west of the Chiesa del Gesu, another impressive work of religious architecture.
  • Explore the Museo Civico: The town of Montepulciano has its own civic museum, which houses artifacts documenting its long history.
  • Explore the cantinas of Montepulciano: Tuscany is known for its wine, but Montepulciano in particular has a charming community of cantinas that offer tours through cellars packed with casks followed by a unique tasting experience.
  • Take a tour of the Azienda Agricola Canneto: This sprawling vineyard close to the Church of San Biagio produces regional vino nobile and extra virgin olive oil. Come to tour the grounds and learn more about how these precious items are produced.
  • Take an Italian cooking class: Sample the unforgettable flavors of Tuscany at the restaurants and trattorias of Montepulciano, then take a course from a skilled chef and learn how to bring these flavors home with you.
  • Visit the Formaggi Cugusi Silvana: The family that runs this artisanal pecorino cheese shop makes cheese with the milk from their own sheep that graze in the pastures of the Val d'Orcia.

You'll have no trouble finding world class dining opportunities, and you'll also have no trouble finding a vacation rental that offers luxurious views of the Tuscan countryside. Find an elegant condo downtown or a beautiful rustic villa overlooking the vineyards. While you're visiting Montepulciano, you may want to include a day trip to the beautiful town of Torrita di Siena in your plans.

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