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45 Houses

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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

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Price per night from

$1,031

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

$148

Il Tosco: your home in tuscany

Montepulciano guest house

4 bedrooms
4 bathrooms

sleeps 9

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Price per night from

$1,479

Gues tHouse del Corso

Montepulciano apartment

2 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$161

The Countess' Blue Suite

Montepulciano guest house

1 bedroom
1 bathroom

sleeps 3

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Price per night from

$198

I Tetti Sulla Valle - nel cuore di Montepulciano

Montepulciano apartment

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$111

relax in the countryside with swimming pool

Montepulciano apartment

1 bedroom
1 bathroom

sleeps 2

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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

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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

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Price per night from

$203

davide apartment Montepulciano

Bivio di San Biagio apartment

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$117

DOWNTOWN WITH A VIEW!Entire Home w. huge Terraces

Montepulciano house

4 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$281

TASKO

Montepulciano villa

5 bedrooms
9 bathrooms

sleeps 9

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Price per night from

$1,233

Casa della Luna

Montepulciano apartment

1 bedroom
1 bathroom

sleeps 3

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Price per night from

$99

Charming 1-Bed Apartment in Montepulciano

Bivio di San Biagio apartment

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$199

Colombi Palace Montepulciano

Montepulciano apartment

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$145

Montorio

Montepulciano apartment

2 bedrooms
1 bathroom

sleeps 4

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B&B in Montepulciano

Bivio di San Biagio apartment

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$130

The Molinaccio 7

Montepulciano villa

7 bedrooms
8 bathrooms

sleeps 16

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Price per night from

$1,110

The Molinaccio 3

Montepulciano villa

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$555

Unique, charming farmhouse in Tuscany countryside with shared outdoor pool, sleeps up to 6

Montepulciano farmhouse

2 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$144

Casanova of the Woods

Montepulciano farmhouse

4 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$506

7 bedroom Tuscan farmhouse near rennaissance town of Montepulciano, features include jacuzzi, private garden and pool

Montepulciano farmhouse

7 bedrooms
8 bathrooms

sleeps 16

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Price per night from

$1,110

il Molinaccio Montepulciano 3

Montepulciano farmhouse

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$555

Great rentals within 20 miles that match your search

Villa with Pool and Jacuzzi private Deal 2024

Siena villa

2 bedrooms
3 bathrooms

sleeps 7

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Price per night from

$124

Villa Ripertoli luxury secluded family-owned farmhouse, Tuscany

Greve in Chianti villa

8 bedrooms
9 bathrooms

sleeps 17

“Second visit as great as the first!” We have rented the Ripertoli property twice in the past three years. We spent a wonderful week there in 2010 and then two weeks in October of 2013. The location is exceptional, both for it's proximity to the heart of Chianti Classico, and for the sheer beauty of the area. Great cycling, hiking, and relaxing. As a professional caterer, I particularly enjoy the great availability of local foods and the well equipped kitchen that Deborah has put together. The home is large, plently of privacy as well as wonderful common area with a great kitchen and sitting area. The grounds are great as well. There are a plethora of great restaurants in the area, varying in price and style. Greve has plenty of local grocers including a wonderful local butcher shop run by Paulo and his mother, and a great green grocer as well as two bakeries, excellent gelato, and all of the other typical but essential shops.

Responds fast! avg. 1 hour 53 minutes

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Price per night from

$511

Santantimo

Castellina In Chianti villa

5 bedrooms
5 bathrooms

sleeps 10

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Price per night from

$496

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.

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Price per night from

$2,378