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Parking
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179 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

Oak

Montevarchi apartment

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$173

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

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

Chianti Vineyard Hilltop Bed & Breakfast - Martina Room

San Casciano in Val di Pesa b&b

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 2 hours 31 minutes

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Price per night from

$136

Chianti Views, WIFI, Perfect for exploring

Mercatale di Val di Pesa apartment

2 bedrooms
2 bathrooms

sleeps 5

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eternal in the woods of Tuscany casa d'artista

Chiusdino apartment

2 bedrooms
1 bathroom

sleeps 5

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Beatifull villa with private pool

Monteriggioni villa

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$197

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

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 di Cabbiavoli

Castelfiorentino villa

6 bedrooms
7 bathrooms

sleeps 12

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Price per night from

$1,225

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

$173

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

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

$2,372

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

$554

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