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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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$81
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$81
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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$1,373
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$577
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$74
Responds fast! avg. 3 hours 12 minutes
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$308
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$130
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$105
Chianti Views, WIFI, Perfect for exploring
Mercatale di Val di Pesa apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 5
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Podere Lucignano Secondo - Apt. La Mangiatoia (ground floor)
Nusenna villa
- 2 bedrooms
- 1 bathroom
- sleeps 4
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$296
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$198
Tuscany Apartment in Old Chianti Farmhouse
Castellina In Chianti apartment
- 2 bedrooms
- 1 bathroom
- sleeps 8
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$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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$259
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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$555
BLU - tuscan country house with pool
San Casciano in Val di Pesa apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
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$161
switable appartament in historic house near S.Gimignano
Gambassi Terme apartment
- 2 bedrooms
- 1 bathroom
- sleeps 5
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$117
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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$333
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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$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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$2,378
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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$130
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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$87
Villa Patrignone - a beautiful large Tuscany Villa
Castellina In Chianti villa
- 7 bedrooms
- 7 bathrooms
- sleeps 14
“My favorite vacation experience” My first trip to Podere Patrignone was in 1999, and I've been back four times since my initial visit. The setting is incredible, and the views extend to miles and miles of Tuscany. It's amazing to sit on the terrace and see the towers of San Gimignano far in the distance. The villa is located just 3 kilometers from Castellina in Chianti, a charming village with unbelievable shopping for leather goods (Cappelletti), artwork, and other wonderful Tuscan items. Patrignone is a perfect location for day trips to Florence, Siena, Montalcino, and many other wonderful towns filled with incredible history. Back to the villa...Simon and Verity are carrying on the tradition of Simon's mom Carla, who renovated this beautiful villa that was originally a 14th century farmhouse. The main house has 7 rooms (each with its own bathroom...no sharing!), a great kitchen, and lots of space for lounging and relaxing. I've stayed in the main house as well as each of the 2-bedroom apartments...each with its own kitchen and living area. They all are wonderful, clean, charming, and have beautiful views. This year I participated in a cooking class conducted by Verity. Even after multiple cooking classes that I've taken throughout Italy, I can say that this was one of the best learning experiences: Verity is a fantastic teacher, cooking all the courses was great fun, and we got to dine and wine on our results. She cooked dinner for all of us on our first night, and everything was delicious! There were 18 of us on this trip, although I've been here with as few as one other person. I have lots of other friends who are encouraging a return trip. This year was in the last week of May, but I think we'll return for a visit in September next year. Carla and Simon and Verity have created a paradise that continues to call to me even after all these years and visits. Podere Patrignone is absolutely amazing and I can't wait to return!
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$610
Podere Patrignone - large private Chianti estate
Castellina In Chianti villa
- 15 bedrooms
- 15 bathrooms
- sleeps 33
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$1,701
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$1,039
Villa il Castellaccio in Greve in Chianti Flat #1
Greve in Chianti house
- 3 bedrooms
- 2 bathrooms
- sleeps 5
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$173
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$87
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$259
Classic house in the heart of Tuscany Chianti area
Greve in Chianti house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$124
San Sano hamlet in the Heart of the Chianti, the Best choice in Tuscany !
Gaiole in Chianti house
- 2 bedrooms
- 2 bathrooms
- sleeps 5
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$185
Typical house in the heart of Tuscany, Chianti.
Figline e Incisa Valdarno house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$124
Deal 2023 Private Tuscany villa with pool and jacuzzi near Siena for holiday
Montecastelli Pisano villa
- 2 bedrooms
- 2 bathrooms
- sleeps 7
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$141
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$87
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$87
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$395
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$1,095
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$370
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$173
Chianti wine estate,A,lodgings with swimming pool,restaurant,wine / oil tasting
Colle di Val d'Elsa apartment
- 2 bedrooms
- 1 bathroom
- sleeps 6
Responds fast! avg. 2 hours 58 minutes
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$124