Gaiole in Chianti Rentals

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1,604 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

$299

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

Casa il Mandorlo private garden - pool

Gaiole in Chianti house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

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Price per night from

$137

Hermitage Cloister

Gaiole in Chianti apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$391

Hermitage Granary

Gaiole in Chianti apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$425

Podere Lucignano Secondo - Charming Tuscan Villa

Nusenna villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Wireless Internet

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Price per night from

$697

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

$2,401

Villa il Roseto

Gaiole in Chianti house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$996

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

Gaiole in Chianti house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Wireless Internet

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Price per night from

$187

Villa Herakles

Gaiole in Chianti house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 52 minutes

Match: Wireless Internet

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Price per night from

$1,302

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

Nusenna villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Wireless Internet

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Price per night from

$448

The Nibbio

Gaiole in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Wireless Internet

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Price per night from

$213

Hermitage factor

Gaiole in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Match: Wireless Internet

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Price per night from

$253

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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Price per night from

$109

Barn overlooking the vineyards

Gaiole in Chianti barn

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$162

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

$694

A HOLIDAY IN THE HEART OF CHIANTI

Gaiole in Chianti villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 1 minutes

Match: Wireless Internet

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Price per night from

$274

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

$274

Chianti house, Florence, Siena, Arezzo, Tuscany

Montefienali guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Wireless Internet

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Price per night from

$84

TOSCANAFERIEN - PODERE L'AQUILA - OSKAR SIGRIST

Gaiole in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$105

Il Borghetto, Gaiole-in-Chianti

Lecchi b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$137

Casa Ciaccheri

Gaiole in Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$150

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

$175

La Canonica di Vertine

Gaiole in Chianti house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$711

Casale Montelucci

Gaiole in Chianti villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$783

Villa Fauno A

Rietine apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 52 minutes

Match: Wireless Internet

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Price per night from

$574

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

$770

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

$365

Canonica

Gaiole in Chianti villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Wireless Internet

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Price per night from

$645

Villa Biancofiore

Gaiole in Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 52 minutes

Match: Wireless Internet

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Price per night from

$929

Il Colombaio by VacaVilla

Gaiole in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Wireless Internet

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Price per night from

$319

Villa Fauno D

Rietine apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 52 minutes

Match: Wireless Internet

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Price per night from

$574

Casale Figlinelle

Gaiole in Chianti villa

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 20

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Price per night from

$1,565

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

Gaiole in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Wireless Internet

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Price per night from

$187

Castello di Cacchiano

Gaiole in Chianti villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

Match: Wireless Internet

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Price per night from

$684

Villa Fauno F

Rietine apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 52 minutes

Match: Wireless Internet

All filters match

Price per night from

$684

Rustic Farmhouse in Tuscan Hills

Barbischio villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 11

Match: Wireless Internet

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Price per night from

$800

Montefienali Hamlet aprt La Chiocciola n.6

Nusenna apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Wireless Internet

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Price per night from

$224

Viewing 38 of 1,604
rentals in Gaiole in Chianti

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