Vacation Rentals & Villas in Montepulciano

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1,141 Houses

Agriturismo I Fuochi

Valiano farmhouse

11 bedrooms / 9 bathrooms / sleeps 22

Responds fast! avg. 2 hours 45 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$1,061

Luxury villa Ivory

Sant'Albino villa

8 bedrooms / 9 bathrooms / sleeps 16

Match: Private outdoor pool (unheated)

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Price per night from

$2,165

Luxury villa Vignola

Montepulciano villa

7 bedrooms / 8 bathrooms / sleeps 19

Match: Private outdoor pool (unheated)

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Price per night from

$778

Apartment Il Ciliegio

Valiano apartment

2 bedrooms / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 45 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$164

Podere Monti

Sant'Albino villa

7 bedrooms / 8 bathrooms / sleeps 21

Match: Private outdoor pool (unheated)

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Price per night from

$570

The Molinaccio 7

Montepulciano villa

7 bedrooms / 8 bathrooms / sleeps 16

Match: Private outdoor pool (unheated)

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Price per night from

$999

The Molinaccio 3

Montepulciano villa

3 bedrooms / 3 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$467

Tenuta Senese Tenuta Senese

Montepulciano house

5 bedrooms / 6 bathrooms / sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$544

Villa Incanto

Bivio di San Biagio villa

7 bedrooms / 7 bathrooms / sleeps 15

Match: Private outdoor pool (unheated)

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Price per night from

$578

Cozy Tuscan Villa near Montepulciano - House of Artists

Montepulciano house

7 bedrooms / 7 bathrooms / sleeps 14

“Jan's review of Villa degli Artisti” Our time was all about family and the villa worked so well for that. Because of the cold weather, we spent most of our group time in the kitchen, which was a great space. We stoked up the little wood stove and laughed and cooked together. The location. So accessible to the local hilltowns and Montepulciano. Also the village offered some nice local family markets and a real "village" feeling. Because of the unusally cold weather and our concern about the high costs of heating the villa, we minimized our use of the space to our bedrooms and the kitchen. We were prepared for the cold with lots of sweather and socks, but it really limited our enjoyment of the entire house. The lovely Tuscan countryside and easy access along country roads to other towns.

Match: Private outdoor pool (unheated)

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Price per night from

$720

Villa degli Olivi

Montepulciano villa

7 bedrooms / 7 bathrooms / sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$642

Villa Bossona

Montepulciano villa

8 bedrooms / 7 bathrooms / sleeps 16

Match: Private outdoor pool (unheated)

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Price per night from

$818

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

Montepulciano villa

7 bedrooms / 7 bathrooms / sleeps 16

Match: Private outdoor pool (unheated)

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Price per night from

$562

Villa Ardita

Bivio di San Biagio house

6 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 1 hour 14 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$920

Villa Ardene

Montepulciano villa

7 bedrooms / 7 bathrooms / sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$780

House Moscatella

Montepulciano house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 14 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$254

Villa Poliziano

Montepulciano villa

7 bedrooms / 8 bathrooms / sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$560

Pietra del Diavolo

Montepulciano farmhouse

5 bedrooms / 5 bathrooms / sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$499

THE POGGIARONE

Montepulciano villa

7 bedrooms / 5 bathrooms / sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$244

Tuscany Villa PODERE MONTI

Montepulciano villa

7 bedrooms / 8 bathrooms / sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$642

Independent villa in a best part of Tuscany

Montepulciano villa

5 bedrooms / 5 bathrooms / sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$624

Podere Sant' Albino

Sant'Albino villa

7 bedrooms / 8 bathrooms / sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$560

TASKO

Montepulciano villa

5 bedrooms / 9 bathrooms / sleeps 9

Match: Private outdoor pool (unheated)

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Price per night from

$1,257

Responds fast! avg. 3 hours 32 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$999

Agriturismo Terrarossa 4px

Valiano apartment

2 bedrooms / 1 bathroom / sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$188

PODERE SAN BONO

Montepulciano villa

5 bedrooms / 3 bathrooms / sleeps 9

Match: Private outdoor pool (unheated)

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Price per night from

$193

Fattoria San Martino

Montepulciano b&b

4 bedrooms / 4 bathrooms / sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$1,248

Villa San Biagio

Montepulciano villa

7 bedrooms / 7 bathrooms / sleeps 16

Match: Private outdoor pool (unheated)

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Price per night from

$562

Podere Monti

Montepulciano villa

7 bedrooms / 8 bathrooms / sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$874

Pelago Casanova Villa Sleeps 6 with Pool and WiFi - 5604630

Sant'Albino villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 54 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$226

Selvamaggio Holiday Home Sleeps 3 with Pool and WiFi - 5677291

Gracciano villa

2 bedrooms / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 13 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$87

La Pievaccia Villa Sleeps 3 with Pool Air Con and WiFi - 5490532

Cervognano villa

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 13 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$113

Caggiole Villa Sleeps 24 with Pool Air Con and WiFi - 5764772

Abbadia di Montepulciano villa

12 bedrooms / 11 bathrooms / sleeps 24

Responds fast! avg. 2 hours 54 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$3,325

Cervognano Montenero Villa Sleeps 13 with Pool and WiFi - 5762868

Cervognano villa

6 bedrooms / 6 bathrooms / sleeps 13

Responds fast! avg. 2 hours 13 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$401

Castelluccio Villa Sleeps 14 with Pool Air Con and WiFi - 5312259

Bivio di San Biagio villa

7 bedrooms / 7 bathrooms / sleeps 14

Responds fast! avg. 2 hours 54 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$855

La Pievaccia Villa Sleeps 9 with Pool - 5490429

Abbadia di Montepulciano villa

5 bedrooms / 3 bathrooms / sleeps 9

Responds fast! avg. 2 hours 54 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$202

Ospedali Riuniti Valdichiana Senese Apartment Sleeps 2 with Pool - 5763602

Cervognano apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 13 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$101

Montepulciano Villa Sleeps 6 with Pool and WiFi - 5228851

Bivio di San Biagio villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 13 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$235

Viewing 38 of 1,141
rentals in Montepulciano

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