Vacation Rentals & Villas in Montepulciano

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244 Houses

Villa Nobile, Luxury Tuscan Home, Walk to Town

Montepulciano villa

5 bedrooms / 6 bathrooms / sleeps 18

Responds fast! avg. 1 hour 50 minutes

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Price per night from

$1,193

Villa LA VALIANA (Montepulciano)

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 sun sets over the gently rolling hills, relaxing in a chaise by the glistening pool, enjoying a café crème or glass of wine on the patio surrounded by roses, lemon trees and pots of flowers, or gazing beyond at Cortona high on a hill or Trasimeno Lake in the valley below, you will come to know this is a very special place. La Valiana is centrally located for explorations to nearby villages and wineries, Cortona, lovely Pienza (a favorite), Montepulciano or easy day trips to Montalcino, Orvieto, Siena, Arezzo, Florence, Chianti and beyond. It is comfortable and beautifully decorated in classic, Tuscan style with fine architectural details such as wrought iron arched windows, doors and Travertine marble floors. You will be well taken care of and looked after by Cecelia and her Family who are the most gracious hosts - they are dedicated to making your stay a wonderful, memorable one, making themselves available should you need any assistance. Their warm hospitality and attention to detail will make you feel special and, at once, a part of the family. If you opt to have a meal prepared and waiting for your arrival after a long day of travel or touring, it will not disappoint and, quite possibly, could be one of the best meals in all of Tuscany, especially when enjoyed under the stars. You will want for nothing - except perhaps to extend your stay, or at the very least, come back again! You can be sure we will be back!!

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Price per night from

$566

DOWNTOWN WITH A VIEW!Entire Home w. huge Terraces

Montepulciano house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 1 hour 45 minutes

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Price per night from

$247

apartment "the cross"

Bivio di San Biagio apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$75

Il Palazzetto Montepulciano

Montepulciano apartment

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$143

Il Casalone Romantic Apartment in a Quite Place

Montepulciano farmhouse

4 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$87

Agriturismo La Terra, Casa Carla a romantic room

Valiano farmhouse

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$99

TASKO

Montepulciano villa

5 bedrooms / 9 bathrooms / sleeps 9

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Price per night from

$1,247

Farmhouse Il Palazzo dei Diavoli Montepulciano - Tuscany Val d 'Orcia

Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$149

Podere Montepulciano

Bivio di San Biagio villa

4 bedrooms / 3 bathrooms / sleeps 9

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Price per night from

$161

Amazing apt with pool access

Cervognano apartment

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$207

Beautiful apt with mountain view

Bivio di San Biagio apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$103

Amazing apt with pool access

Cervognano apartment

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$207

The Countess' Blue Suite

Montepulciano guest house

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$198

Il Tosco: your home in tuscany

Montepulciano guest house

4 bedrooms / 4 bathrooms / sleeps 9

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Price per night from

$1,053

Great rentals within 20 miles that match your search

Ripostena-5 The Remittance

Casole d'Elsa apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$145

Spacious villa with swimming-pool

Moltacino villa

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$350

Holiday House Villa Corinnagori

Greve in Chianti apartment

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$126

Gated Luxury Estate "LaChiusa" Prime Chianti Classico! Exquisite Privacy & Views

Siena farmhouse

4 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$814

The Ancient City

Cavriglia apartment

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$53

Gaugain, apartment close the Thermal SPA of Rapolano Terme. Pool, A/C & Wi-Fi

Rapolano Terme apartment

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$134

Monet, unique apartment for 5 pax in the Crete Senesi area. Pool, A/C & Wi-Fi

Rapolano Terme apartment

2 bedrooms / 2 bathrooms / sleeps 5

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$134

The Tower of In, nestled in the Tuscan hills between Arezzo Siena and Florence.

Pieve A Presciano b&b

2 bedrooms / 1 bathroom / sleeps 5

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Price per night from

$50

Dalì, unique studio apartment in the Crete Senesi region. Pool, A/C and Wi-Fi

Rapolano Terme studio

Studio / 1 bathroom / sleeps 2

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Price per night from

$92

Casa della Lepre - Poggio Cennina Country Resort

Bucine house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$325

Amazing stay in the heart of Tuscany, Chianti area

Gaiole in Chianti house

5 bedrooms / 2 bathrooms / sleeps 10

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Price per night from

$262

Typical house in the heart of Tuscany, Chianti.

Figline e Incisa Valdarno house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$100

Picasso, ground floor apt for 4 pax in the Crete Senesi area. Pool, A/C & Wi-Fi

Rapolano Terme apartment

1 bedroom / 2 bathrooms / sleeps 4

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Price per night from

$134

Francigena house

Monteroni d'Arbia apartment

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$75

Villa Tavarnelle

Tavarnelle Val di Pesa villa

11 bedrooms / 11 bathrooms / sleeps 20

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Price per night from

$1,245

Villa with Pool and Jacuzzi private Deal 2020

Siena villa

2 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 47 minutes

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Price per night from

$116

Le Ripe in Chianti Entire Farmhouse Villa - May and June 2018 only

Castellina In Chianti house

5 bedrooms / 5 bathrooms / sleeps 12

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Price per night from

$437

Antica Canonica San Leolino

Panzano in Chianti apartment

3 bedrooms / 1 bathroom / sleeps 5

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Price per night from

$206

Beautiful house with swimming-pool

Pergine Valdarno house

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$217

A horse in Tuscany for all the Family

Casole d'Elsa apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$124

CASINA PiP_ large terrace ^ , ^

Colle di Val d'Elsa house

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$112

Ripostena-Melissa House 1

Casole d'Elsa house

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$108

Spacious apt with balcony & Wifi

Poggibonsi apartment

3 bedrooms / 3 bathrooms / sleeps 5

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Price per night from

$120

Viewing 38 of 244
rentals in Montepulciano

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