Poggibonsi Rentals

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51 Houses

Vernianello - Type B

Poggibonsi farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$204

Great rentals within 20 miles that match your search

Apartment Papavero, between Volterra and San Gimignano

Villamagna apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$74

Gorgeous independent house, in Chianti, with pool

San Casciano in Val di Pesa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$259

Poggerina luxury private villa with stunning view

Greve in Chianti villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Beautiful location and villa, gracious and helpful hosts” I researched extensively before choosing this villa and it more than met our expectations. From the first email Emanuele and his family provided excellent service and were accessible and helpful. Moreover, they made us feel like more than paying guests, more like friends. The villa itself was very spacious and roomy, with a kitchen that had everything we needed. The views are spectacular, and it's quiet and peaceful. I would recommend doing both the pizza night and the cooking night. Both were excellent. Our stay couldn't have been any better. We would highly recommend this villa.

Responds fast! avg. 3 hours 16 minutes

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Price per night from

$617

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

Poggio Rosemary - luxury farmhouse

Montespertoli farmhouse

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$1,233

Tuscany cook from fields to the table

Certaldo villa

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 15

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Price per night from

$2,342

Private pool & jacuzzi Podere Settefrati

Montaione house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$308

Villa Lionella near San Gimignano - Tuscany

Mura,Italy villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$691

Villa Le Bolli: a vacation like at your home!

Radicondoli villa

  • 12 bedrooms
  • 14 bathrooms
  • sleeps 36

“A beautiful place to spend great moments with friends and family” We have been three families, a couple and some friends arriving on their own. It was one of the most relaxing, funny and wonderful holiday we have ever spent. The kids loved their time at the pool, the garden, with dart, billiard, ping-pong and table soccer and of course with the cat "Luigi". We adults had lots of time for chatting, laughing, joint cooking and eating, relaxing and some sports. The professional and big kitchen is a real asset. Albeit the nearby very fine and cosy restaurants, we usually preferred staying among us in the villa. Both, in sun shine and rain, the villa offers all you need for a great time in the big group (a big salon with open fire, several living and dining rooms indoor, the big and well-kept garden, main terrace, barbeque and pool outdoors). There are however also enough spaces to retire to, such as a hammock below a beautiful old oak, hidden benches in the garden, comfortable sofas here and there, and of course the spacious sleeping rooms, each with individual features and great views over the Tuscan landscape. We definitely can recommend this place!

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Price per night from

$1,972

Villa Rignana

Greve in Chianti villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

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Price per night from

$3,697

Apartment Papavero

Villamagna apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$74

Apartment Ginestra

Villamagna apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$74

Tuscan holiday hotel apartment rental with sauna and swimming pool

San Dalmazio hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Il Monastero - Ginestra

San Dalmazio hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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A terrace on siena

Sovicille villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

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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

$2,113

Private Tuscan Villa

Radicondoli villa

  • 12 bedrooms
  • 13 bathrooms
  • sleeps 24

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Price per night from

$103

Il Monastero - Lavanda

San Dalmazio hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$617

Villa Antica Sosta

Castelfiorentino villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$529

Villa Bobolino Holiday Home

Montelupo Fiorentino villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 17

Responds fast! avg. 18 minutes

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Price per night from

$345

Castello di Cabbiavoli

Castelfiorentino castle

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$1,405

Agriturismo Casa Pietraia

Certaldo farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$308

Collebrunacchi Farm App. The Court

San Miniato finca

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Podere in the Chianti region with 6 bedrooms. Private pool, SPA, Jacuzzi & A/C!

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$1,383

Podere del Chianti luxury villa between Florence and Siena. Sleeps 12, pool, A/C

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$1,383

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Price per night from

$670

Cerbaia Rock Country Resort

Sovicille villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

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Price per night from

$1,110

VILLA BELSOLE

Certaldo villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

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Price per night from

$641

Villa Poggio al Sole, indipendente in biofarm, 8/9pax con piscina uso esclusivo

San Rocco a Pilli villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$592

Restored Barn - country home

Quercegrossa barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$136

Tranquil Tuscan Barn Getaway in the Heart of Chianti

Greve in Chianti house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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Price per night from

$148

Stylish Tuscan Retreat in Lamole, Greve in Chianti

Greve in Chianti house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

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Price per night from

$235

Pieve di San Jacopo a Mucciana

San Casciano in Val di Pesa villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 17

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Price per night from

$545

Terra di Siena 12, Emma Villas

Pianella villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$1,310

Villa Ginestraio 14, Emma Villas

Palaia villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

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Price per night from

$793

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rentals in Poggibonsi

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