Montegabbro Rentals

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569 Houses

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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

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

HOUSE UNDER THE TOWERS APARTMENT BUVETTE

San Gimignano house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$148

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

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

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

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

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

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

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

$553

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

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

$1,688

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

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

Villa il Castellaccio in Greve in Chianti Flat #3

Greve in Chianti house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“A lovely place!” We had a really lovely holiday. The location is excellent, being in the heart of Chianti, a peaceful place sorrounded by vineyards and olive grooves, but not far from the most beautiful town and villages. The apartment was really characteristic but also full of comfort; we had everything we need... and don't forget to ask Leonardo, the very nice owner, some information on the history of Florence or suggestion on the best Tuscany wines!!

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Price per night from

$160

Villa il Castellaccio farmhouse chianti with pool

Greve in Chianti villa

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

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Price per night from

$553

Apartment Spiga, 3 Bedroom apartment in the Heart of Tuscany Hills

Volterra villa

  • 5 bedrooms
  • 1 bathroom
  • sleeps 6

“Wonderful!” My family and I just returned from a very relaxing week at La fonte and would definitely go back again. My parents, my husband, and my two boys stayed in the Spiga apartment. The weather was perfect, and we spent most of our days playing in the pool and taking bike rides from the house. We were greeted with some fresh eggs, pasta, fresh tomato sauce, and some of the best olive oil I have ever tasted (or smelled!). Katia and her family were all very nice and helpful. We went to Volterra and San Gimignano a few times and had gelato just about every night :) The boys were so happy at the house that we didn't travel more than that. We also lucked out and had the entire place to ourselves for the week we were there. We would highly recommend this place!

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Price per night from

$86

La Tinaia, Podere Patrignone - a Tuscan cottage with garden, views and pool

Castellina In Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“A Slice of Paradise” We stayed at Podere Patrignone for 5 days in September. It was wonderful to stay in a self contained apartment after 4 weeks of hotels in France. The farmhouse is charming, the apartments are unique and quaint, the countryside was picture perfect and the weather was unseasonably warm. Simon and Verity were such hospitable hosts, yet give the guests their own space. We thoroughly enjoyed the weekly meal Verity and Pam created for all the guests. You must have a car to truely experience all the hidden charms of Tuscany, and everything is so close and the quality of food and wine was impressive. Our favourite memory of staying at Podere Patrignone was sharing sunsets on the terrace with other guests and partaking of good wine, great conversation and so many laughs. We will be back for another slice of paradise.

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Price per night from

$185

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

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Price per night from

$1,696

Podere Erica

San Donato in Poggio villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$1,036

Agriturismo Il Poderaccio Manju

Siena apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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