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Responds fast! avg. 1 hour 56 minutes
Match: Private pool
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$816
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$488
Match: Private pool
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$1,341
Responds fast! avg. 1 hour 56 minutes
Match: Private pool
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$1,186
Responds fast! avg. 1 hour 56 minutes
Match: Private pool
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$1,976
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$648
Responds fast! avg. 1 hour 56 minutes
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$1,373
Price per night from
$648
Responds fast! avg. 2 hours 58 minutes
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$820
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$192
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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$609
Match: Private pool
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$501
Villa Zambra - Charming villa with private garden and pool near San Gimignano
Montefalconi villa
- 3 bedrooms
- 3 bathrooms
- sleeps 8
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$545
Great rentals within 20 miles that match your search
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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$1,375
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$578
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$1,234
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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$309
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$109
Match: Private pool
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$109
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$587
Responds fast! avg. 2 hours 1 minutes
Match: Private pool
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$272
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$770
Gated Luxury Estate "LaChiusa" Prime Chianti Classico! Exquisite Privacy & Views
Siena farmhouse
- 4 bedrooms
- 3 bathrooms
- sleeps 6
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$1,434
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$592
Price per night from
$482
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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$801
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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$557
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$198
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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$334
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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$617
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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$2,381
Villa il Castellaccio farmhouse chianti with pool
Greve in Chianti villa
- 5 bedrooms
- 8 bathrooms
- sleeps 10
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$556
Private house for 4 persons near Montelupo Fiorentino with pool and Jacuzzi!
Montelupo Fiorentino villa
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$232
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!
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$371
romantic ancient tuscan villa B&B near Firenze
Barberino Val d'Elsa villa
- 7 bedrooms
- 7 bathrooms
- sleeps 14
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$988
“We had a very relaxing stay in a beautiful setting.” The house is newly renovated and very clean. The setting is spectacular with beautiful views. It is in a great location for easy access to popular tourist attractions. However, we did have to provide some household essentials such as dish soap, sugar, and a few other kitchen basics that we couldn't take back with us, as we were traveling overseas.
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$235
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$1,040