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Farmhouse in old mill in the Chianti hills

Monteriggioni house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$148

Great rentals within 20 miles that match your search

B&B 4 rooms 18km Siena + Pool Casa Giulia

Siena b&b

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 26 minutes

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Price per night from

$86

Casa NENA sulla strada del vino e dell'olio

Tavarnelle Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$56

B&B Boscodisotto

Rapolano Terme private room

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

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Price per night from

$93

Primo piano della torre del Castello di Mugnana

Strada in Chianti castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$117

Chianti B&B ' Edoardo' tra Siena firenze e Arezzo

Ambra guest house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$50

Fattoria Quercia al Poggio - Apartment Cappella 4

Barberino Val d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$99

Fattoria Quercia al Poggio - Apartment Cappella 1

Barberino Val d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$197

La pecora nera B&B di Charme, suite Eva

Volterra b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$148

La Pecora Nera B&B di charme, suite Frida

Volterra b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$148

La Pecora Nera B&B di charme, suite Eleonora

Volterra b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$148

La Pecora Nera B&B di charme

Volterra b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$443

Fattoria Quercia al Poggio - Apartment Cappella 3

Barberino Val d'Elsa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$233

Bacchus with large sun terrace

Greve in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$185

HOUSE UNDER THE TOWERS APARTMENT BUVETTE

San Gimignano house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$148

Fattoria Quercia al Poggio - Apartment Cappella 2

Barberino Val d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$182

Fattoria Quercia al Poggio - Apartment Proneta 1

Barberino Val d'Elsa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$218

CENTRALISSIMO

Greve in Chianti b&b

  • 3 bedrooms
  • 1 bathroom
  • sleeps 2

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Price per night from

$93

GH Paradiso - Apartment - Split Level (C)

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$185

GH Paradiso - Large 2 Bedrooms Apartment (B)

Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$185

holiday home Podere Saint Lucia 'The Meadow'

San Gimignano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$93

Double room

Gambassi Terme private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 12 minutes

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Price per night from

$148

AGRITURISMO IL PINO - "QUERCE" APPARTAMENTO PER 5 PERSONE

Gambassi Terme farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$93

APPARTAMENTO "GINEPRO" IN AGRITURISMO IL PINO

Gambassi Terme farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$93

APPARTAMENTO "CIPRESSO" IN AGRITURISMO "IL PINO"

Gambassi Terme farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$93

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Price per night from

$1,434

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

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

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

Podere Erica

San Donato in Poggio villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$1,036

antica fonte resort

Gallena hotel apartment

  • 28 bedrooms
  • 40 bathrooms
  • sleeps 50

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Casa del Lupo

San Dalmazio house

  • 1 bedroom
  • 3 bathrooms
  • sleeps 3

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Price per night from

$86

Historical Palace Buonaccorsi 13^ century : 8 bedrooms San Gimignano WiFi View

San Gimignano guest house

  • 10 bedrooms
  • 5 bathrooms
  • sleeps 20

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Price per night from

$848

Typical house in the heart of Tuscany, Chianti.

Figline e Incisa Valdarno house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$123

Holiday House Villa Corinnagori

Greve in Chianti apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$123

Poggio Rosemary - luxury farmhouse

Montespertoli farmhouse

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$1,229

GH Paradiso - 2 Bedrooms Apartment (A)

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$185

Agriturismo Podere Coiano

Volterra apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$99

Viewing 38 of 258
rentals in Monteriggioni

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