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Rustic apartment in ancient Tuscan village with 2 bedrooms and shaded terrace

Colle di Val d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$80

Casa Francesca

Colle di Val d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$80

Great rentals within 20 miles that match your search

FOCOLARE apartment 2+2 person, Swimminpool, WIFI

Montespertoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$123

Tuscany apartment in beatiful landscape

Montecastelli Pisano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$86

Oak

Montevarchi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$172

Farm Novelleto, apartment 2 WELL

Monteriggioni apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$154

Farm Novelleto, apartment 3 THE FOREST

Monteriggioni apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$154

Podere degli Olivi Melograno apartment

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$109

Podere degli Olivi Olivo apartment

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$109

Podere degli Olivi apartment Ortensia

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$109

3 bedrooms apartment typical tuscany countryhouse

Montaione apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$240

Tenuta Quadrifoglio - Apt. Parsley

Gambassi Terme apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 hours 12 minutes

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Price per night from

$308

Farmhouse La Carraia Apartment C

Pomarance farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$123

detached house in the small hamlet of 4 buildings

Figline e Incisa Valdarno house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$99

Apartment Papavero, between Volterra and San Gimignano

Villamagna apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$74

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

$1,369

IL NOCE. Agriturismo San Tommaso in Toscana con piscina, vicino al mare.

Pomarance house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

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Price per night from

$356

Michelangelo aprtment Tuscany village near Siena

Sovicille apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$160

Chianti Views, WIFI, Perfect for exploring

Mercatale di Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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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

$295

Borgo La Casaccia - A Medieval house in the Tuscan Countryside, pool for infants

Montaione apartment

  • 24 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 28 minutes

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Price per night from

$82

eternal in the woods of Tuscany casa d'artista

Chiusdino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Tuscan relax Volterra theater silence

Orciatico apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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Price per night from

$50

Frullacchia

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$160

Casa Erta

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$160

farmhouse, San Vincenzo a Torri chianti near Flor

Ginestra Fiorentina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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Price per night from

$148

Chianti barn Independent

San Casciano in Val di Pesa cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$111

Villa with 11 bedrooms with private pool, A/C and large garden. Villa Etrusca!

Montaione villa

  • 11 bedrooms
  • 14 bathrooms
  • sleeps 22

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Price per night from

$798

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Price per night from

$554

Tuscany Apartment in Old Chianti Farmhouse

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

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Price per night from

$146

Gorgeous independent house, in Chianti, with pool

San Casciano in Val di Pesa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$258

BLU - tuscan country house with pool

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$160

A nest in the heart of Tuscany

Certaldo b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

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Price per night from

$62

Unique private villa near Tavarnelle. 11 bedrooms, pool, SPA, A/C in the Chianti

Tavarnelle Val di Pesa villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 20

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Price per night from

$1,688

Villa il Castellaccio in Greve in Chianti Flat #2

Greve in Chianti house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

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Price per night from

$172

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.

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Price per night from

$332

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

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Price per night from

$615

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

$2,371

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