Chianti Rentals

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32 Houses

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Casa il Mandorlo private garden - pool

Gaiole in Chianti house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

Match: Heated pool

All filters match

Price per night from

$136

Molino del Chianti

Bucine villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Heated pool

All filters match

Price per night from

$793

Villa Pergine

Pergine Valdarno house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Heated pool

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Price per night from

$566

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: Heated pool

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Price per night from

$2,371

RELAIS CAMPIGLIONI

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Heated pool

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Price per night from

$111

Barn overlooking the vineyards

Gaiole in Chianti barn

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Heated pool

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Price per night from

$161

Farmhouse Pianelli

Pergine Valdarno house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Heated pool

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Price per night from

$369

podere le coste

Loro Ciuffenna villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 21 minutes

Match: Heated pool

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Price per night from

$295

Canonica a Cerreto

Pianella apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Heated pool

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Price per night from

$185

Villa Capannole Tontenano Chianti private pool 12 people

Bucine villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 6 minutes

Match: Heated pool

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Price per night from

$740

Villa Radda

Selvole villa

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 7 minutes

Match: Heated pool

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Price per night from

$2,930

Villa del Poeta - Homelike Villas

Comugni villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Heated pool

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Price per night from

$1,640

Villa Radda - Villa with pool near Gaiole in Chianti

Gaiole in Chianti villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Heated pool

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Price per night from

$762

Luxury Villa Pratomaggio

Radda in Chianti villa

  • 5 bedrooms
  • 9 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$2,752

Villa Bellavista - Homelike Villas

Montegonzi house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$413

Holiday House Le Corniole

Civitella in Val di Chiana villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$246

Luxury Villa in Radda,saltwater swimming pool,A/C,gym room,Turkish bath, sl 10

Radda in Chianti villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 58 minutes

Match: Heated pool

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Price per night from

$2,655

Fattoria di Piantravigne Villa Storica del 600

Terranuova Bracciolini villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$555

Casale Figlinelle

Gaiole in Chianti villa

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 20

Match: Heated pool

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Price per night from

$1,545

Casina al Vento-Suite with private garden and pool

Levane cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool

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Price per night from

$327

Villa il Giardino- Homelike Villas

Lucolena villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Heated pool

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Price per night from

$2,108

Villa Chianti - Homelike Villas

Terranuova Bracciolini house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$576

Villa al Vento - Wonderful villa with pool and barbecue in the Chianti area

Malafrasca - San Frustino villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$418

Match: Heated pool

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Price per night from

$2,040

Villa degli Amanti - Homelike Villas

Comugni villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 22

Match: Heated pool

All filters match

Price per night from

$1,148

Luxury Villa Castelio

Radda in Chianti villa

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 14

Match: Heated pool

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Price per night from

$4,799

Villa Quercina - Fantastic villa with garden and pool in Pergine Valdarno

Pieve A Presciano villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

Match: Heated pool

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Price per night from

$689

Villa Scerfia - Delightful villa with garden and pool near Pergine Valdarno

Badia Agnano villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Heated pool

All filters match

Price per night from

$435

Casa al Monte

Greve in Chianti villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Heated pool

All filters match

Price per night from

$317

Villa Torre del Chianti

Radda in Chianti house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Heated pool

All filters match

Price per night from

$2,292

Villa Vepri - Wonderful Tuscan farmhouse with pool and outdoor Jacuzzi

Capannole villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool

All filters match

Price per night from

$562

Charming Cottage with Garden and Swimming Pool!

Pievasciata villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool

All filters match

Price per night from

$426

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