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46 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

The Countess' Blue Suite

Montepulciano guest house

1 bedroom
1 bathroom

sleeps 3

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Price per night from

$198

Tuscan Villa Argiano 1 room,Montepulciano, B&B

Montepulciano villa

4 bedrooms
1 bathroom

sleeps 2

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Price per night from

$81

Holiday Apartment in the historical palace.Marina

Montepulciano apartment

2 bedrooms
3 bathrooms

sleeps 5

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Price per night from

$173

Villa Poggio Fagianino

Sant'Albino apartment

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$358

Tuscany Villa in Montepulciano,Free Parking,Free Wi-fi,view of valley

Bivio di San Biagio villa

2 bedrooms
2 bathrooms

sleeps 7

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Price per night from

$309

I Tigli, apt in farmhouse only 5 km to Montepulciano. 2 bedrooms, pool and Wi-Fi

Montepulciano apartment

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$194

Gues tHouse del Corso

Montepulciano apartment

2 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$161

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

Il Tosco: your home in tuscany

Montepulciano guest house

4 bedrooms
4 bathrooms

sleeps 9

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Price per night from

$1,480

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

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

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

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 Petrea

Bucine villa

8 bedrooms
9 bathrooms

sleeps 20

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Price per night from

$1,480

WINERY HOTEL in the Chianti Classico area "Apt PILU" ADULT ONLY +14

Greve in Chianti apartment

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 2 hours 32 minutes

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Price per night from

$309

Villa Castellare de Sernigi stunning sunsets for 13/14 people

Tavarnelle Val di Pesa villa

6 bedrooms
8 bathrooms

sleeps 14

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Price per night from

$2,114

Villa Vianci

Staggia villa

6 bedrooms
7 bathrooms

sleeps 14

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Price per night from

$648

Poggio alla Rocca

Casale di Pari villa

7 bedrooms
6 bathrooms

sleeps 20

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Price per night from

$2,220

FORNO AGRITURISMO IL CELLESE

Castellina In Chianti farmhouse

1 bedroom
1 bathroom

sleeps 3

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CISPIANO AGRITURISM IL CELLESE

Castellina In Chianti farmhouse

2 bedrooms
1 bathroom

sleeps 6

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NICCHIE AGRITURISMO IL CELLESE

Castellina In Chianti farmhouse

2 bedrooms
2 bathrooms

sleeps 7

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Exclusive luxury villa in the Tuscan countryside. 14 rooms, pool, A/C and Wi-Fi!

Monticiano villa

14 bedrooms
14 bathrooms

sleeps 28

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Price per night from

$3,601

Relais La Costa-Dimora Storica

Monteriggioni hotel apartment

10 bedrooms
10 bathrooms

sleeps 20

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Price per night from

$346

Walnut della Fonte

Radicondoli house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$173

2 Bedroom Stone Cottage Rental in Chianti Countryside

Castellina In Chianti cottage

2 bedrooms
2 bathrooms

sleeps 4

“A wonderful House in an wonderful area.” We want to say thankyou to Daniele for a wonderful week, we spend in Casanuova di Pietrafitta. The House is very lovely an nice equipped. The big terrace has a great view and is perfect for some relaxing moments. We will try as soon as possible to stay there again. Michael and Family from Munich

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Price per night from

$130

Villa Patrignone - a beautiful large Tuscany Villa

Castellina In Chianti villa

7 bedrooms
7 bathrooms

sleeps 14

“My favorite vacation experience” My first trip to Podere Patrignone was in 1999, and I've been back four times since my initial visit. The setting is incredible, and the views extend to miles and miles of Tuscany. It's amazing to sit on the terrace and see the towers of San Gimignano far in the distance. The villa is located just 3 kilometers from Castellina in Chianti, a charming village with unbelievable shopping for leather goods (Cappelletti), artwork, and other wonderful Tuscan items. Patrignone is a perfect location for day trips to Florence, Siena, Montalcino, and many other wonderful towns filled with incredible history. Back to the villa...Simon and Verity are carrying on the tradition of Simon's mom Carla, who renovated this beautiful villa that was originally a 14th century farmhouse. The main house has 7 rooms (each with its own bathroom...no sharing!), a great kitchen, and lots of space for lounging and relaxing. I've stayed in the main house as well as each of the 2-bedroom apartments...each with its own kitchen and living area. They all are wonderful, clean, charming, and have beautiful views. This year I participated in a cooking class conducted by Verity. Even after multiple cooking classes that I've taken throughout Italy, I can say that this was one of the best learning experiences: Verity is a fantastic teacher, cooking all the courses was great fun, and we got to dine and wine on our results. She cooked dinner for all of us on our first night, and everything was delicious! There were 18 of us on this trip, although I've been here with as few as one other person. I have lots of other friends who are encouraging a return trip. This year was in the last week of May, but I think we'll return for a visit in September next year. Carla and Simon and Verity have created a paradise that continues to call to me even after all these years and visits. Podere Patrignone is absolutely amazing and I can't wait to return!

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Price per night from

$611