Gaiole in Chianti Rentals

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1,039 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

$296

Tower Gates - luxury villa in Chianti!

Gaiole in Chianti villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$769

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

$691

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

$2,379

Villa il Roseto

Gaiole in Chianti house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$987

Hermitage Magnolia

Gaiole in Chianti apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$421

Villa Herakles

Gaiole in Chianti house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 52 minutes

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Price per night from

$1,290

The Nibbio

Gaiole in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$211

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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$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

TOSCANAFERIEN - PODERE L'AQUILA - OSKAR SIGRIST

Gaiole in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$104

LUXURY APARTMENT WITH PRIVATE GARDEN & VIEWS IDEAL FOR COUPLES

Gaiole in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$115

PODERE MONTELUCCI - GAIOLE IN CHIANTI

Gaiole in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$581

Casa Ciaccheri

Gaiole in Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$148

La Canonica di Vertine

Gaiole in Chianti house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$705

Casale Montelucci

Gaiole in Chianti villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$776

Villa Radda - Villa with pool near Gaiole in Chianti

Gaiole in Chianti villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$763

Canonica

Gaiole in Chianti villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$639

Mulino nel Chianti 10, Emma Villas

Gaiole in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$682

Villa Biancofiore

Gaiole in Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 52 minutes

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Price per night from

$920

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

$222

Casale Figlinelle

Gaiole in Chianti villa

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 20

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Price per night from

$1,551

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

$185

Castello di Cacchiano

Gaiole in Chianti villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

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Price per night from

$677

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

$1,374

Stunning villa in in Chianti with pool, L'Iris

Figline e Incisa Valdarno farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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Price per night from

$118

Stunning villa in in Chianti with pool, Le Camelie

Figline e Incisa Valdarno farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$105

Stunning villa in in Chianti with pool, Il Glicine

Figline e Incisa Valdarno farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$105

Stunning villa in in Chianti with pool, L'Olivo

Figline e Incisa Valdarno farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$118

Stunning villa in in Chianti with pool, Mughetti

Figline e Incisa Valdarno farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$161

Stunning villa in in Chianti with pool, Le Rose

Figline e Incisa Valdarno farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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Price per night from

$136

SANGIOVETO is a large apartment ideal for big families or group of friends

Poggibonsi apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$420

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

Viewing 38 of 1,039
rentals in Gaiole in Chianti

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