Gaiole in Chianti Rentals

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537 Houses

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Podere Lucignano Secondo - Apt. La Mangiatoia (ground floor)

Nusenna villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$297

Tower Gates - luxury villa in Chianti!

Gaiole in Chianti villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$770

Casa il Mandorlo private garden - pool

Gaiole in Chianti house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

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Price per night from

$136

Hermitage Cloister

Gaiole in Chianti apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$388

Hermitage Granary

Gaiole in Chianti apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$421

Podere Lucignano Secondo - Charming Tuscan Villa

Nusenna villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$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

Villa il Roseto

Gaiole in Chianti house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$988

Hermitage Magnolia

Gaiole in Chianti apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$421

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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Price per night from

$186

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

Nusenna villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$445

Hermitage factor

Gaiole in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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Price per night from

$251

Barn overlooking the vineyards

Gaiole in Chianti barn

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$161

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

Chianti house, Florence, Siena, Arezzo, Tuscany

Montefienali guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$83

PODERE MONTELUCCI - GAIOLE IN CHIANTI

Gaiole in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$582

Casa Ciaccheri

Gaiole in Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$149

Apartment LA LOGGIA in the heart of Chianti Senes

Gaiole in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$173

Vertine Spa Apartment

Gaiole in Chianti townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$247

Casale Montelucci

Gaiole in Chianti villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$777

Tuscany Villa with private pool at Podere Terrena.

Gaiole in Chianti farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$362

Mulino nel Chianti 10, Emma Villas

Gaiole in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$683

Il Colombaio by VacaVilla

Gaiole in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$316

BORGO A MONTI di Sotto

Gaiole in Chianti house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$223

Casale Figlinelle

Gaiole in Chianti villa

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 20

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Price per night from

$1,552

Castello di Cacchiano

Gaiole in Chianti villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

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Price per night from

$678

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

Agriturismo Torre di Sant' Ansano

Ville di Corsano farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$99

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Price per night from

$432

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Price per night from

$224

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Price per night from

$193

CASINA PiP_ large terrace ^ , ^

Colle di Val d'Elsa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$223

Casa NENA sulla strada del vino e dell'olio

Tavarnelle Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$56

Design e Confort nel Chianti

San Casciano in Val di Pesa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$99

GRANAIO an indipendent apartment in Tuscany between Florence and Siena

Poggibonsi apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$284

Loft with panoramic views over the Chianti hills

Castellina In Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$86

Spacious 2-bedroom, 2-bath apartment patio & pool

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$266

HOUSE UNDER THE TOWERS APARTMENT BUVETTE

San Gimignano house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$149

Viewing 38 of 537
rentals in Gaiole in Chianti

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