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Vacation Rentals & Villas in Montepulciano

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Vacation Rentals & Villas in Montepulciano

About Montepulciano

4,395 Houses

Colombi Palace Montepulciano

Montepulciano apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$171

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Villa Nobile, Luxury Tuscan Home, Walk to Town

Montepulciano villa

5 bedrooms / 6 bathrooms / sleeps 18

Responds fast! avg. 2 hours 21 minutes

Price per night from

$754

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Charming Apartment in Historic Center of Montepulciano, Tuscany

Montepulciano apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$83

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ivory

Sant'Albino villa

8 bedrooms / 10 bathrooms / sleeps 16

Price per night from

$2,330

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CasaMontepulciano Into the sunset

Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 2 minutes

Price per night from

$158

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Villa Iris - Perfect for families or group of friends

Montepulciano apartment

3 bedrooms / 3 bathrooms / sleeps 5

Price per night from

$202

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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

Price per night from

$130

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CasaMontepulciano, In the heart of Montepulciano

Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 4

“One of the best!” Luca is a one of a kind as person! Is someone that you like from first minute. Very very helpful able to pick you up from any place you are and assist you to go to the appartment. Good english which is very helpful to communicate. Th

Responds fast! avg. 1 hour 2 minutes

Price per night from

$124

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Very nice home in the historical center

Valiano apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$85

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Maramai

Abbadia di Montepulciano villa

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 29 minutes

Price per night from

$474

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A view from the top

Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 2 minutes

Price per night from

$165

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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

Price per night from

$94

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4 bedrooms in a tower, home of a sculptor

Montepulciano b and b

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 2 hours 58 minutes

Price per night from

$365

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Podere Monti

Sant'Albino villa

7 bedrooms / 8 bathrooms / sleeps 21

Price per night from

$571

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

Montepulciano villa

4 bedrooms / 5 bathrooms / sleeps 8

“Amazing villa in beautiful Tuscany” Four of us stayed in this beautiful villa for one week in Summer, 2012. From the moment we arrived Cecilia and her lovely family were friendly, helpful and professional. The villa is beautiful, modern and spacious w

Price per night from

$528

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Tuscan Tower - A unique castle apartment

Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Heaven on earth!” This castle apartment, this town and this region of Tuscany were absolutely beautiful, exceeding our expectations! We were 2 couples celebrating our 25th anniversary,and stayed here following our 12 day Mediterranean cruise last Octo

Price per night from

$262

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Private villa with pool with 7 bedrooms just 900 meters from Montepulciano

Montepulciano villa

7 bedrooms / 7 bathrooms / sleeps 16

Price per night from

$734

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Villa Poliziano

Montepulciano villa

7 bedrooms / 8 bathrooms / sleeps 14

Price per night from

$581

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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

Price per night from

$77

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Borgo dei Sette Tigli #6

Montepulciano apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$95

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Podere San Buono 6

Abbadia di Montepulciano villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$403

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Bossoncina 8+1

Montepulciano villa

4 bedrooms / 5 bathrooms / sleeps 9

Price per night from

$371

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Maramai

Montepulciano villa

4 bedrooms / 5 bathrooms / sleeps 7

Responds fast! avg. 29 minutes

Price per night from

$398

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Ostro Bed & Breakfast at Montepulciano in Tuscany

Montepulciano b and b

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$118

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L'ANTICO GRANAIO

Montepulciano cottage

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$146

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vignola

Montepulciano villa

7 bedrooms / 8 bathrooms / sleeps 19

Price per night from

$856

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Rustic Stone Brick Villa on Siena Countryside

Montepulciano villa

7 bedrooms / 8 bathrooms / sleeps 16

Price per night from

$537

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Villa Viole - Dream under the tuscan sun

Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$176

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Borgo dei Sette Tigli #5

Montepulciano apartment

2 bedrooms / 1 bathroom / sleeps 5

“Return visit” One again we enjoyed our visit to this well run set of apartments. They are ready on time, cleean and well equiped. A caretaker lives on site to provide backiup if needed. The gardena and pool are tell tended and maintained. Montipul

Price per night from

$120

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villa in South Toscany

Montepulciano villa

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 29 minutes

Price per night from

$529

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Stunning 5 bedroom villa with pool in Tuscany near Montepulciano (BFY13473)

Montepulciano house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 8 minutes

Price per night from

$294

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Apartment "Pratino" - Montepulciano

Acquaviva di Montepulciano apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 23 minutes

Price per night from

$94

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Agriturismo I Fuochi

Valiano farmhouse

11 bedrooms / 9 bathrooms / sleeps 22

Responds fast! avg. 3 hours 53 minutes

Price per night from

$998

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Rustic Tuscan Farmhouse at Podere Pisinano

Montepulciano villa

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$448

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"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

Price per night from

$177

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Borgo dei Sette Tigli #4

Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Relaxing Vacation” excellent clean with all the amenities and a great view. excellent hostess Venessa who treated us to Tipica Cena Toscana dinner. Great job Venessa

Price per night from

$141

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2 bedroom Villa in Colle di Val d'Elsa, Tuscany, Italy : ref 5228483

Gracciano villa

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$122

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Tenuta Senese

Montepulciano villa

5 bedrooms / 6 bathrooms / sleeps 9

Price per night from

$501

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Viewing 38 of 4,395

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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