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1,116 Houses

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Villa Cherubina

Staggia house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 52 minutes

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Price per night from

$823

Villa Vianci

Staggia villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$655

Great rentals within 20 miles that match your search

Tower Gates - luxury villa in Chianti!

Gaiole in Chianti villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

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$770

detached house in the small hamlet of 4 buildings

Figline e Incisa Valdarno house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$100

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

$1,390

Holiday Farmhouse

San Giovanni Valdarno farmhouse

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 6

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Michelangelo aprtment Tuscany village near Siena

Sovicille apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$163

Galileo apt on ground floor very typical

Sovicille apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$156

CASTELLO DI MONTALTO - 2 bedroom Villa in Chianti

Castelnuovo Berardenga house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$289

Organic farm tucked away in the Tuscan hills-apt. Maria

Montaione house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$178

Chianti Views, WIFI, Perfect for exploring

Mercatale di Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$1,435

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

Nusenna villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$300

il Paluffo Stillo House

Certaldo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$471

Villa Belvedere

Gambassi Terme villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

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Price per night from

$598

La Tuia Vacanze

Montevarchi villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$252

wot

Poggibonsi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$300

The hole

Poggibonsi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$287

Frullacchia

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$163

Paul

Poggibonsi apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$425

Casa Erta

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$163

Badia

San Gimignano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$487

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

$150

Beatifull villa with private pool

Monteriggioni villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$200

Casa Crevole in Val di Merse

Murlo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$275

The Poacher

San Polo in Chianti villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 49 minutes

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$275

Tuscany Apartment in Old Chianti Farmhouse

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

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$146

appartament "il Baluardo" near Volterra

Gambassi Terme house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$150

Tuscan Country house in the chianti area with pool

San Casciano in Val di Pesa house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$562

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

$163

TORRE - in the countryside with pool

San Casciano in Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$200

Casa Crevole in Val di merse

Murlo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$200

Restored Farmhouse w/Pool among Chianti vineyards

San Casciano in Val di Pesa house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$549

Il Capriolo sleeps 4 + 1 (on request)

San Polo in Chianti villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 49 minutes

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Price per night from

$250

Casanuova di Cignano

Certaldo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$116

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

$175

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

$624

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

$2,407

Viewing 38 of 1,116
rentals in Staggia

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