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Responds fast! avg. 1 hour 56 minutes
Match: Private pool
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$814
Price per night from
$486
Match: Private pool
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$1,336
Responds fast! avg. 1 hour 56 minutes
Match: Private pool
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$1,183
Responds fast! avg. 1 hour 56 minutes
Match: Private pool
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$1,970
Match: Private pool
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$646
Responds fast! avg. 1 hour 56 minutes
Match: Private pool
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$1,371
Price per night from
$646
Responds fast! avg. 2 hours 58 minutes
Match: Private pool
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$817
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$191
Villa in the Chianti region, Staggia Senese village. Private pool, A/C & Wi-Fi!
Staggia Senese villa
- 6 bedrooms
- 7 bathrooms
- sleeps 14
Match: Private pool
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$607
Match: Private pool
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$500
Villa Zambra - Charming villa with private garden and pool near San Gimignano
Montefalconi villa
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Match: Private pool
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$544
Great rentals within 20 miles that match your search
Match: Private pool
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$1,230
Appartamento Montespertoli Chianti Firenze casa vacanze toscana
Montespertoli apartment
- 1 bedroom
- 1 bathroom
- sleeps 5
Responds fast! avg. 1 hour 36 minutes
Match: Private pool
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$148
Responds fast! avg. 1 hour 56 minutes
Match: Private pool
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$308
Match: Private pool
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$109
Match: Private pool
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$109
Match: Private pool
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$109
Match: Private pool
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$584
Responds fast! avg. 2 hours 1 minutes
Match: Private pool
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$271
Match: Private pool
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$770
Match: Private pool
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$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
Match: Private pool
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$1,369
Gated Luxury Estate "LaChiusa" Prime Chianti Classico! Exquisite Privacy & Views
Siena farmhouse
- 4 bedrooms
- 3 bathrooms
- sleeps 6
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$1,435
Match: Private pool
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$589
Price per night from
$480
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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$798
Villa Virginia sleeps 12 persons in 6 bedrooms and 7 bathrooms. Pool, A/C & WiFi
Montaione villa
- 6 bedrooms
- 7 bathrooms
- sleeps 12
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$554
Match: Private pool
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$197
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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$1,688
Match: Private pool
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$1,225
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.
Match: Private pool
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$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
Match: Private pool
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$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.
Match: Private pool
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$2,372
Villa il Castellaccio farmhouse chianti with pool
Greve in Chianti villa
- 5 bedrooms
- 8 bathrooms
- sleeps 10
Match: Private pool
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$554
Private house for 4 persons near Montelupo Fiorentino with pool and Jacuzzi!
Montelupo Fiorentino villa
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Private pool
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$231
Country House Nazzano in Chianti area near S.Gimignano (from 4 to 10 people)
Gambassi Terme villa
- 5 bedrooms
- 4 bathrooms
- sleeps 10
“Fantastic Location” We spent a wonderful week in this property which was located centrally in the Tuscany Region. Two families were easily accommodated and we were able to link the connecting rooms as if we were in one large family home. Miriam and her husband were helpful, kind and gracious hosts and nothing was ever too much trouble. All the comforts of home and the peace and quiet of an idyllic getaway. We will return to the incredible property...if our friends and family don't beat us to it!
Match: Private pool
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$369