Vacation Rentals & Villas in Montepulciano

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

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Housekeeping Included Swing set or jungle gym

All filters match

Price per night from

$148

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Farmhouse Le Gualtiere

Sant'Albino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Housekeeping Included, Swing set or jungle gym

1 of 2 filters match

Price per night from

$97

Tuscany Villa in Argiano near Montepulciano B&B 1 Room, swimming pool, wifi

Montepulciano b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

1 of 2 match: Housekeeping Included, Swing set or jungle gym

1 of 2 filters match

Price per night from

$74

The Countess' Blue Suite

Montepulciano guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Swing set or jungle gym, Housekeeping Included

1 of 2 filters match

Price per night from

$198

I Tetti Sulla Valle - nel cuore di Montepulciano

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Housekeeping Included

1 of 2 filters match

Price per night from

$111

relax in the countryside with swimming pool

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Housekeeping Included

1 of 2 filters match

Price per night from

$117

Appartement for 2 ppl. with shared pool and terrace at Montepulciano

Cervognano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 50 minutes

1 of 2 match: Swing set or jungle gym, Housekeeping Included

1 of 2 filters match

Price per night from

$162

Apartement for 2 ppl. with shared pool and terrace at Montepulciano

Cervognano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 50 minutes

1 of 2 match: Swing set or jungle gym, Housekeeping Included

1 of 2 filters match

Price per night from

$203

Gues tHouse del Corso

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Swing set or jungle gym, Housekeeping Included

1 of 2 filters match

Price per night from

$161

davide apartment Montepulciano

Bivio di San Biagio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Housekeeping Included

1 of 2 filters match

Price per night from

$117

Il Tosco: your home in tuscany

Montepulciano guest house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 2 match: Swing set or jungle gym, Housekeeping Included

1 of 2 filters match

Price per night from

$1,479

DOWNTOWN WITH A VIEW!Entire Home w. huge Terraces

Montepulciano house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Swing set or jungle gym, Housekeeping Included

1 of 2 filters match

Price per night from

$281

TASKO

Montepulciano villa

  • 5 bedrooms
  • 9 bathrooms
  • sleeps 9

1 of 2 match: Swing set or jungle gym, Housekeeping Included

1 of 2 filters match

Price per night from

$1,233

Walk to Town! Luxury Villa in Montepulciano, Tuscany w/ Pool & Spa!!

Montepulciano villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 58 minutes

1 of 2 match: Swing set or jungle gym, Housekeeping Included

1 of 2 filters match

Price per night from

$1,031

Great rentals within 20 miles that match your search

Chianti B&B ' Edoardo' tra Siena firenze e Arezzo

Ambra guest house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Match: Housekeeping Included Swing set or jungle gym

All filters match

Price per night from

$50

A Vasco House - Chianti, Tuscany

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Housekeeping Included Swing set or jungle gym

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Price per night from

$136

At home Vasco (2) - restored farmhouse, located in Tuscany Chianti

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Match: Housekeeping Included Swing set or jungle gym

All filters match

Price per night from

$136

Agriturismo "Casa al Gianni" - Capanna

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Housekeeping Included Swing set or jungle gym

All filters match

Price per night from

$136

Ripostena 11 the barn

Casole d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Housekeeping Included Swing set or jungle gym

All filters match

Price per night from

$1,233

Ripostena 9

Casole d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Housekeeping Included Swing set or jungle gym

All filters match

Price per night from

$1,233

Ripostena-Melissa House 1

Casole d'Elsa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Housekeeping Included Swing set or jungle gym

All filters match

Price per night from

$1,233

Ripostena 6-the dryer

Casole d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Housekeeping Included Swing set or jungle gym

All filters match

Price per night from

$1,233

Ripostena 10

Casole d'Elsa townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Housekeeping Included Swing set or jungle gym

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Price per night from

$1,233

Ripostena-5 The Remittance

Casole d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Housekeeping Included Swing set or jungle gym

All filters match

Price per night from

$1,233

Antico Borgo Ripostena - 8 Casa Vecchia

Casole d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Housekeeping Included Swing set or jungle gym

All filters match

Price per night from

$1,233

Agriturismo "Casa al Gianni" - Olmo

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Housekeeping Included Swing set or jungle gym

All filters match

Price per night from

$148

Villa Pancrazzi

Figline e Incisa Valdarno apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Housekeeping Included Swing set or jungle gym

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Price per night from

$64

Le Pratola Luxury Villa in Chianti with Heated Pool, top rated reviews.

Gaiole in Chianti villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

“Unforgettable Vacation!” My family and I (six of us) stayed at Le Pratola for a week in June. We had such a great time. The villa is beautiful and comfortable, and the views of the Tuscan hills are stunning. The team at Le Pratola is amazing. Laura, the cleaning lady, is a doll. The cooking class with Barbara is so much fun! Elena and Monica's (the personal chefs) meals are delicious. The villa is beautifully decorated and so comfortable. We all had the best vacation! We will definitely recommend the villa to family and friends. It was the best trip we've ever been on! We would like to thank the team at Le Pratola for making our vacation to Tuscany so special.

Match: Housekeeping Included Swing set or jungle gym

All filters match

Price per night from

$2,378

Ripostena 7-Trinciatoio

Casole d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Housekeeping Included Swing set or jungle gym

All filters match

Price per night from

$1,233

Agriturismo "Casa al Gianni" - Fico

Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Housekeeping Included Swing set or jungle gym

All filters match

Price per night from

$161

Agriturismo "Casa al Gianni" - Leccio

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Housekeeping Included Swing set or jungle gym

All filters match

Price per night from

$148

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