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277 villas

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Villa Sana

Molino del Piano villa

7 bedrooms
5 bathrooms

sleeps 14

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sorgente di francesca luxury country house

Molino del Piano villa

13 bedrooms
13 bathrooms

sleeps 38

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Price per night from

$3,081

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

$1,373

Appartamento in villa con piscina

Lastra a Signa villa

3 bedrooms
1 bathroom

sleeps 6

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Price per night from

$297

Leila

Trespiano villa

8 bedrooms
8 bathrooms

sleeps 16

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Price per night from

$3,143

Tamara

Impruneta villa

7 bedrooms
6 bathrooms

sleeps 14

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Price per night from

$1,328

Ippolita

Florence villa

3 bedrooms
3 bathrooms

sleeps 5

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Price per night from

$945

Medea

Florence villa

5 bedrooms
5 bathrooms

sleeps 10

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Price per night from

$1,328

Simonetta

Calenzano villa

5 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$666

Giorgina

Florence villa

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$856

Leonardo

Lucardo villa

6 bedrooms
6 bathrooms

sleeps 12

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Price per night from

$930

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Tavarnelle Val di Pesa villa

10 bedrooms
9 bathrooms

sleeps 20

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Price per night from

$1,894

Impruneta

Impruneta villa

9 bedrooms
8 bathrooms

sleeps 12

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Price per night from

$1,518

Adorna

Figline e Incisa Valdarno villa

7 bedrooms
7 bathrooms

sleeps 20

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Price per night from

$4,881

VILLA in Chianti Rufina with private pool

Londa villa

5 bedrooms
4 bathrooms

sleeps 12

Responds fast! avg. 2 hours 7 minutes

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Price per night from

$654

VILLA PODERE MADONNA. Impruneta

Impruneta villa

3 bedrooms
3 bathrooms

sleeps 5

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Price per night from

$345

Panoramic villa with pool just a few kilometers from Florence

Vicchio villa

4 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$109

The Villa di Caiano

Londa villa

2 bedrooms
1 bathroom

sleeps 5

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Price per night from

$105

Villa Marcello

Scarperia e San Piero villa

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$617

VILLA BETWEEN THE OLIVE TREES

Tavarnuzze villa

3 bedrooms
3 bathrooms

sleeps 5

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Price per night from

$493

Pietra E Mattoni Nel Cuore Del Chianti

Loro Ciuffenna villa

4 bedrooms
5 bathrooms

sleeps 12

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Price per night from

$740

The Poacher

San Polo in Chianti villa

3 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 49 minutes

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Price per night from

$272

Villa Le Terrazze in Florence, views, pool, no car needed

Florence villa

5 bedrooms
6 bathrooms

sleeps 12

“It was the perfect place for us. Clean, roomy, easy to get to F” The Villa is beautiful! Lorenzo was a great host and he helped arrange transportation from the airport. We had taken a late train from Rome and got to the villa felt in the evening feeling very tired. Lorenzo was great the villa was awesome and we felt at home immediately. There were eight of us and there was plenty of room to spread out. Pros Beautiful Villa Very Clean Incredible View Wonderful Gardens Plenty of Room Full Kitchen with utensils Easy to Get to Florence (bus stop within walking distance) Cafe and small market within walking distance Lorenzo was great Cons Cannot think of any The location of the villa was perfect for our group. It is out of the hustle and bustle of the city but close enough to get into the city quickly. It only takes about 15 minutes to get to Florence by bus (which was easy to use, clean, and never too crowded.) By our bus stop there are a small market and cafe. So we could get espresso while waiting for our bus. One night we decided to eat in and the kitchen was equipped with all the utensils to make a full dinner. The Villa just added to the magic we were having on our trip and we would highly recommend it.

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Price per night from

$1,455

Il Capriolo sleeps 4 + 1 (on request)

San Polo in Chianti villa

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 49 minutes

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Price per night from

$247

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 farmhouse chianti with pool

Greve in Chianti villa

5 bedrooms
8 bathrooms

sleeps 10

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Price per night from

$555

Dreamy Tuscan Farmhouse near Florence, Podere la V

San Casciano in Val di Pesa villa

3 bedrooms
3 bathrooms

sleeps 6

“Let's Go Back Soon!” The villa is beautiful, cheerful, and we felt at home. Ilaria keeps Podera very clean. Podera is fully equipped and updated. Ilaria and Rafael are the best hosts one can imagine, full of useful information about the area. They are very attentive. Ilaria showed us a 20 minute shortcut straight into a free parking lot in Florence! We did not have enough converters and Rafael went right out and bought some for us. They are both very accommodating and speak fluent English. I cannot say enough about these wonderful people. Their two boys, ages 4 and 6, are also charming and sweet. However, they are little boys and can be a bit noisy when playing, but Ilaria keeps them in line! The main town, San Casciano, is lovely and quaint and only a few minutes from the villa. There is plenty of history in the town. What we also loved, besides the terrific food, wine, the little outdoor market and the pasta shop with home made pastas, is in the evenings, families are out and about in the streets, enjoying a meal or espresso and meeting up with friends and neighbors. The children are with their parents having fun, no iPods! San Casciano felt like home. We had several dinners there and loved walking around. By the way, be sure to know the Italian for the days of the week or you may get a parking ticket ;) We planned on going back to Italy, south next time, but because Ilaria and Rafael are so great, and Podera La Villa so charming, we may decide to stay at Podere La Villa again, rather than somewhere else. It is in a perfect location to visit other towns. We went to Florence, Siena, Orvieto, Livorno, San Gimignano, Cirque Terra and Montapulciano! The only drawback was the wifi is wireless and is from the upstairs apartment, so we had to sit in the living room to get a signal. It was very hot. Wish we could have sat outside at one of several lovely seating areas.

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Price per night from

$317