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Swimming pool
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Private tennis court
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Parking
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510 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

Oak

Montevarchi apartment

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$172

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

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

Holiday House

Pignano apartment

2 bedrooms
2 bathrooms

sleeps 5

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Chianti Views, WIFI, Perfect for exploring

Mercatale di Val di Pesa apartment

2 bedrooms
2 bathrooms

sleeps 5

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room for 4 people - PAPAVERO -

Siena finca

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$197

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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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

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

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 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