Montegabbro Rentals

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155 Houses

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Casa Francesca

Colle di Val d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Balcony or terrace Fishing

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Price per night from

$80

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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

1 of 2 match: Fishing, Balcony or terrace

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Price per night from

$80

Great rentals within 20 miles that match your search

Villa in Chianti with heated swimming pool and A/C

Certaldo villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 19

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Price per night from

$575

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Price per night from

$338

Tognazzi Casa Vacanze - Appartamento Alloro

Gambassi Terme apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Balcony or terrace Fishing

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Price per night from

$74

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

$307

Sezzate40 - Top view on Chianti hills

Strada in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$123

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

$1,366

il Paluffo Stillo House

Certaldo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Balcony or terrace Fishing

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Price per night from

$463

the Mill house Photos

Certaldo apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$512

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

BLU - tuscan country house with pool

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Balcony or terrace Fishing

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Price per night from

$160

switable appartament in historic house near S.Gimignano

Gambassi Terme apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$117

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

$1,684

Villa di Cabbiavoli

Castelfiorentino villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

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Price per night from

$1,222

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

$614

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

$2,367

2 Bedroom Stone Cottage Rental in Chianti Countryside

Castellina In Chianti cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“A wonderful House in an wonderful area.” We want to say thankyou to Daniele for a wonderful week, we spend in Casanuova di Pietrafitta. The House is very lovely an nice equipped. The big terrace has a great view and is perfect for some relaxing moments. We will try as soon as possible to stay there again. Michael and Family from Munich

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Price per night from

$129

Podere Erica

San Donato in Poggio villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$1,034

Villa il Castellaccio in Greve in Chianti Flat #1

Greve in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$172

Casa del Lupo

San Dalmazio house

  • 1 bedroom
  • 3 bathrooms
  • sleeps 3

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Price per night from

$86

La Stalla - Weingut Podere Cortilla

Volterra condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Balcony or terrace Fishing

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Price per night from

$258

La Cisterna - Weingut Podere Cortilla

Volterra condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$191

The Corner - Weingut Podere Cortilla

Volterra condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Balcony or terrace Fishing

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Price per night from

$172

La Torre - Weingut Podere Cortilla

Volterra condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Balcony or terrace Fishing

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Price per night from

$172

The Gallery - Weingut Podere Cortilla

Volterra condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Balcony or terrace Fishing

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Price per night from

$184

Classic house in the heart of Tuscany Chianti area

Greve in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Balcony or terrace Fishing

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Price per night from

$123

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

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Price per night from

$330

TUSCANY-LOFT APARTMENT IN VILLA ON THE HILLS OF FLORENCE

Ginestra Fiorentina apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Balcony or terrace Fishing

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Price per night from

$148

Ribocciolo

Montieri apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Balcony or terrace Fishing

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Price per night from

$86

Ancient Chianti home with private garden and lake

Radda in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Balcony or terrace Fishing

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Price per night from

$117

San Paolo di Collegalli

Collegalli villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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Price per night from

$393

MARGHERITE apart. in Chianti Farmhouse

Montespertoli apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Balcony or terrace Fishing

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Price per night from

$368

FOCOLARE Apartm. in Chianti Farmhouse

Montespertoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$172

A real experience in Chianti farmhouse with private veranda and lake

Radda in Chianti farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Balcony or terrace Fishing

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Price per night from

$148

A true Chianti farmhouse with private garden and lake

Radda in Chianti farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Match: Balcony or terrace Fishing

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Price per night from

$105

Cottage in Chianti, with pool, spa, and wonderview

Castellina In Chianti cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Balcony or terrace Fishing

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Price per night from

$291

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