Gaiole in Chianti Rentals

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Podere Lucignano Secondo - Charming Tuscan Villa

Nusenna villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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$692

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

$2,381

San Sano hamlet in the Heart of the Chianti, the Best choice in Tuscany !

Gaiole in Chianti house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$186

Podere Lucignano Secondo - Apt. Le Logge (first floor)

Nusenna villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$445

The Nibbio

Gaiole in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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$211

Casa Felice is a 2 bedroom apartment in village of Gaiole, sleeps 6, shared pool

Gaiole in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$108

Private secluded retreat in the Chianti hills between Siena and Florence

Gaiole in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$585

UNA VACANZA DA SOGNO

Gaiole in Chianti house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 1 minutes

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$272

LUXURY APARTMENT WITH PRIVATE GARDEN & VIEWS IDEAL FOR COUPLES

Gaiole in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$115

PODERE MONTELUCCI - GAIOLE IN CHIANTI

Gaiole in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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$582

Apartment LA LOGGIA in the heart of Chianti Senes

Gaiole in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$173

Tuscany Villa with private pool at Podere Terrena.

Gaiole in Chianti farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$362

Casa BD in Gaiole - 150 m² apartment with a view & travel guide - sleeps 8

Gaiole in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$186

Rustic Farmhouse in Tuscan Hills

Barbischio villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 11

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Price per night from

$646

Great rentals within 20 miles that match your search

Castle in Chianti with private swimming pool, 15 minutes drive from Florence!

San Casciano in Val di Pesa villa

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 15

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Price per night from

$1,375

Villa del Falco - Poggio Cennina Country Resort

Bucine villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$700

Villa della Volpe - Poggio Cennina Country Resort

Bucine villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$700

Casa dell'Istrice - Poggio Cennina Country Resort

Bucine house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$662

Casa della Lepre - Poggio Cennina Country Resort

Bucine house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$662

Casa del Merlo - Poggio Cennina Country Resort

Bucine house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$467

Casa del Lupo - Poggio Cennina Country Resort

Bucine house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$467

Casa della Donnola - Poggio Cennina Country Resort

Bucine house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$285

Casa del Cinghiale - Poggio Cennina Country Resort

Bucine house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$467

Casa del Riccio - Poggio Cennina Country Resort

Bucine house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$285

Casa del Tasso - Poggio Cennina Country Resort

Bucine house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$285

B&B 4 rooms 18km Siena + Pool Casa Giulia

Siena b&b

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 26 minutes

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Price per night from

$87

Vallebuia

San Gimignano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,235

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Tavarnelle Val di Pesa villa

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 20

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Price per night from

$1,898

Impruneta

Impruneta villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 12

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Price per night from

$1,521

Adorna

Figline e Incisa Valdarno villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 20

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Price per night from

$4,891

For a holiday in a haven of peace in the immediate hills of Florence

Antella barn

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$223

Chestnut

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$124

Cypress

Montevarchi apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$210

Oak

Montevarchi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$173

"Red brick roofs on Florence hills"

Reggello apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$87

Farm Novelleto, THE SHED.

Monteriggioni house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$204

Holiday House Le Corniole

Civitella in Val di Chiana villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$247

Experience a breathtaking barnhouse-8km to Firenze

Impruneta barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$198

Viewing 38 of 326
rentals in Gaiole in Chianti

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