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385 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

$81

Casa Francesca

Colle di Val d'Elsa apartment

2 bedrooms
1 bathroom

sleeps 5

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Price per night from

$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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Price per night from

$1,375

Villa in Chianti with heated swimming pool and A/C

Certaldo villa

9 bedrooms
10 bathrooms

sleeps 19

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Price per night from

$578

B&B 4 rooms 18km Siena + Pool Casa Giulia

Siena b&b

4 bedrooms
3 bathrooms

sleeps 9

Responds fast! avg. 2 hours 26 minutes

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Price per night from

$87

GRANAIO an indipendent apartment in Tuscany between Florence and Siena

Poggibonsi apartment

3 bedrooms
1 bathroom

sleeps 5

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$284

Tognazzi Casa Vacanze - Appartamento Alloro

Gambassi Terme apartment

1 bedroom
1 bathroom

sleeps 4

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$74

FOCOLARE apartment 2+2 person, Swimminpool, WIFI

Montespertoli apartment

1 bedroom
1 bathroom

sleeps 4

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$124

HOUSE UNDER THE TOWERS APARTMENT BUVETTE

San Gimignano house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$148

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

$309

detached house in the small hamlet of 4 buildings

Figline e Incisa Valdarno house

2 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$99

Galileo apt on ground floor very typical

Sovicille apartment

2 bedrooms
1 bathroom

sleeps 5

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Price per night from

$155

Michelangelo aprtment Tuscany village near Siena

Sovicille apartment

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$161

Frullacchia

San Casciano in Val di Pesa apartment

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$161

Casa Erta

San Casciano in Val di Pesa apartment

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$161

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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Price per night from

$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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Price per night from

$557

BLU - tuscan country house with pool

San Casciano in Val di Pesa apartment

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$161

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

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

$617

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

$161

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

$556

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

$130

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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Price per night from

$611