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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$695

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

$2,392

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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$447

The Nibbio

Gaiole in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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$212

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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$110

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

$691

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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Price per night from

$273

LUXURY APARTMENT WITH PRIVATE GARDEN & VIEWS IDEAL FOR COUPLES

Gaiole in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$117

PODERE MONTELUCCI - GAIOLE IN CHIANTI

Gaiole in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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$584

Apartment LA LOGGIA in the heart of Chianti Senes

Gaiole in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$174

Tuscany Villa with private pool at Podere Terrena.

Gaiole in Chianti farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$364

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

$801

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

$1,381

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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$224

Chestnut

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$124

Oak

Montevarchi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$174

Cypress

Montevarchi apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$211

"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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$205

Holiday House Le Corniole

Civitella in Val di Chiana villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$248

Experience a breathtaking barnhouse-8km to Firenze

Impruneta barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$199

holiday apartment Passero between Florence and Siena in the heart of TUSCANY

Poggibonsi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 37 minutes

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Price per night from

$112

Apartment in the heart of the Florentine countryside

Rignano sull'Arno apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$81

Casa Colonica: panoramic villa central Tuscany

Arezzo villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$217

detached house in the small hamlet of 4 buildings

Figline e Incisa Valdarno house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$100

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Price per night from

$1,364

Villetta Lillà

Impruneta house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$137

Casa La Quercia

San Giovanni Valdarno apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$83

Private Villa with a wonderful view and private pool, close to Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$447

Castel Torre

Monte San Savino castle

  • 11 bedrooms
  • 8 bathrooms
  • sleeps 20

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$1,222

Villa La Strega

Siena villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$708

Country house

Bucine house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

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Price per night from

$261

ALPOGGIO

Reggello b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$69

The Red House

Pian di Sco house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$397

CountryHouse Cerchiaia apartment

Figline e Incisa Valdarno townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$124

Farmhouse Chianti hills, WI-FI

San Casciano in Val di Pesa finca

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$81

Viewing 38 of 323
rentals in Gaiole in Chianti

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