Chianti Rentals

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242 Houses

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Chianti Luxury Suite, Boutique Rental, Radda in Chianti - Siena

Radda in Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Dreams do come true in Radda” We spent a month in Europe and Radda was the last leg of our journey and the absolute best part of our trip. Besides the breath taking vistas that abound in all directions, the accommodations are spectacular. A comfortable bed, a gorgeous bathroom and a quaint sitting area with sink and fridge. Evenings we would enjoy a glass of wine on the terrace overlooking the orchard. The gardens are filled with rows and rows of lavender. Exquisite! The entire villa is like a setting from a romantic movie about Italy. To be really decadent, we had a massage poolside that Mila arranged for us. It was heaven. It really is a place to find peace and tranquility, away from the noise of life. Mila is a charming hostess and a fountain of knowledge re the neighboring villages and history. She was fascinating to listen to and not the least bit intrusive. If we needed her she was there, otherwise she respected our privacy. My one wish would be, to have the opportunity to return again to this paradise. Thank you Mila for a wonderful experience in Chianti.

Match: Garden

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Price per night from

$333

Classic house in the heart of Tuscany Chianti area

Greve in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$124

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

Poggerina luxury private villa with stunning view

Greve in Chianti villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Beautiful location and villa, gracious and helpful hosts” I researched extensively before choosing this villa and it more than met our expectations. From the first email Emanuele and his family provided excellent service and were accessible and helpful. Moreover, they made us feel like more than paying guests, more like friends. The villa itself was very spacious and roomy, with a kitchen that had everything we needed. The views are spectacular, and it's quiet and peaceful. I would recommend doing both the pizza night and the cooking night. Both were excellent. Our stay couldn't have been any better. We would highly recommend this villa.

Responds fast! avg. 3 hours 16 minutes

Match: Garden

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Price per night from

$617

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

Romantic Luxury Apartment in Tuscany - Chianti

Rapale apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$136

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

Casa al Fico Chianti and Valdarno

Castelnuovo dei Sabbioni farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$74

Casina di Arceno - Refurbished Farmhouse - sleeps 6 + 2 - pool - Chianti

San Gusme house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$364

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Price per night from

$1,432

Casa al Fico 2 Chianti and Valdarno

Cavriglia house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$62

Viola Apartment with Garden, Pool, and Panoramic Views

Pergine Valdarno apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“perfect holidays” Thanks for brilliant holidays in Laterina. big apartment, big pool, quiet location,...perfect

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Price per night from

$493

Molino del Chianti

Bucine villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$793

AZZURRO APARTMENT private garden / pool

Pergine Valdarno apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$222

Villa in Tuscany with private pool and air cond.

Pergine Valdarno villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$370

COTTAGE ARCOBALENO garden / panoramic gazebo / pool

Pergine Valdarno cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$555

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Price per night from

$1,849

Palace Badia

Bucine house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 22

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Price per night from

$617

The Angolino

Radda in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$263

Villa Pergine

Pergine Valdarno house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$566

Villa Chiara

Pergine Valdarno villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$370

ROSA APARTMENT panoramic gazebo / garden / pool

Pergine Valdarno apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“relax and confort in a wonderfull place with very nice guest.” The place is wonderfull, located in the middle of the country side, on a hill with a great view. The apartment is really really nice with all confort and the owners are so nice and gentle. We had the possibility to buy some product like fresh cheese (very very good) produced by farmers of the area thanks to Marina, the owner, who also offered us as present a special olive oil and marmelade. In conclusion, some very special days! And animals really welcome! we have a dog :-)

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Price per night from

$272

the Casalone

Greve in Chianti house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$283

Lavanda – Ventena Vecchia Antico Frantoio

Moncioni apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$259

Podere Vecciale

Cavriglia house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$641

Villa RoseDelChianti, amazing country & cooking

Figline e Incisa Valdarno villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$440

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Price per night from

$969

Podere Lucignano Secondo - Charming Tuscan Villa

Nusenna villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$691

Villa il Roseto

Gaiole in Chianti house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$986

Agnano House

Bucine house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$375

Papavero - Ventena Vecchia Antico Frantoio

Moncioni apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$247

GIALLO APARTMENT private garden with beautiful terrace / pool

Pergine Valdarno apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$493

A heaven amidst cypress trees and olive groves

Radda in Chianti house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$264

Farmhouse Antiche Poggianto House in Tuscany - Entire Property for Groups

Pergine Valdarno farmhouse

  • 15 bedrooms
  • 11 bathrooms
  • sleeps 38

Match: Garden

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Price per night from

$3,082

MARRONE apartment / garden with gazebo / pool

Pergine Valdarno apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$272

Casale Vite 4, Emma Villas

Terranuova Bracciolini house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Garden

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Price per night from

$262

Torre del Vescovo

Castelnuovo Berardenga castle

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Garden

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Price per night from

$583

ARANCIONE APARTMENT garden /panoramic gazebo/ pool

Pergine Valdarno apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Garden

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Price per night from

$247

Viewing 38 of 242
rentals in Chianti

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