Villas Cerbaia

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Price per night from

$1,106

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

$1,369

Vallebuia

San Gimignano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,229

Appartamento in villa con piscina

Lastra a Signa villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$297

Palazzo - Tuscany

Montaione villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$1,419

Leila

Trespiano villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

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Price per night from

$3,155

Tamara

Impruneta villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$1,333

Ippolita

Florence villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

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Price per night from

$949

Simonetta

Calenzano villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$669

Medea

Florence villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,333

Giorgina

Florence villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$860

Leonardo

Lucardo villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$934

Ilaria

Palaia villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$778

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Tavarnelle Val di Pesa villa

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 20

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Price per night from

$1,901

Impruneta

Impruneta villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 12

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Price per night from

$1,524

Adorna

Figline e Incisa Valdarno villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 20

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Price per night from

$4,899

VILLA PODERE MADONNA. Impruneta

Impruneta villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

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Price per night from

$345

VILLA BETWEEN THE OLIVE TREES

Tavarnuzze villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

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Price per night from

$492

Villa bruschetti

Empoli villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 15

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Price per night from

$676

Villa Ripertoli luxury secluded family-owned farmhouse, Tuscany

Greve in Chianti villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 17

“Second visit as great as the first!” We have rented the Ripertoli property twice in the past three years. We spent a wonderful week there in 2010 and then two weeks in October of 2013. The location is exceptional, both for it's proximity to the heart of Chianti Classico, and for the sheer beauty of the area. Great cycling, hiking, and relaxing. As a professional caterer, I particularly enjoy the great availability of local foods and the well equipped kitchen that Deborah has put together. The home is large, plently of privacy as well as wonderful common area with a great kitchen and sitting area. The grounds are great as well. There are a plethora of great restaurants in the area, varying in price and style. Greve has plenty of local grocers including a wonderful local butcher shop run by Paulo and his mother, and a great green grocer as well as two bakeries, excellent gelato, and all of the other typical but essential shops.

Responds fast! avg. 1 hour 53 minutes

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Price per night from

$509

Country Villa in Tuscany

Casalguidi villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 21

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Inquire for Rates

Villa Belvedere

Gambassi Terme villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

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Price per night from

$589

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

$798

The Poacher

San Polo in Chianti villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 44 minutes

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Price per night from

$271

Tuscan villa overlooking 20 minutes from florence

Capraia e Limite villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$308

Romantic Tuscan Barn just 20 minutes from Florence

Capraia e Limite villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$136

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

$1,451

Il Capriolo sleeps 4 + 1 (on request)

San Polo in Chianti villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 44 minutes

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Price per night from

$246

Villa di Cabbiavoli

Castelfiorentino villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

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Price per night from

$1,224

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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Price per night from

$1,688

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

$615

Villa il Castellaccio farmhouse chianti with pool

Greve in Chianti villa

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

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$553

Villa Maura in Tuscany: pool, private garden & BBQ

Fucecchio villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Fantastic holiday at Villa Maura” This is our second visit to La Scuola in Tuscany and our group consisted of four adults. It has an ideal location for sight seeing, being close to Pisa, Florence, and Lucca, not to mention the vineyards and wine tasting, but you do need a vehicle as it is special in its remoteness from urban life. It is in a beautiful setting, within the rolling hills and picturesque scenery you expect from the area. There is a swimming pool to be shared by the few apartments but it is mainly very quiet for a relaxing day with a good book. We have stayed in both an apartment and the Villa Maura which is an exceptional property with all the facilities a family could need. Both met our needs more than adequately. Tiziana the proprietor gives exceptional customer service and this year she helped us with a series of visits with local dignitaries and local places in the area in our efforts to establish some things of unexpected but special historical interest to my family. She has, on both our visits, offered her time and service to help us out. Tizzie even arranged our first basket of shopping to ensure we had groceries for our arrival as it was late in the day and at the weekend. We enjoy a balance between touring and relaxing and this gives the opportunity to do both. If you don't wish to drive into cities there is adequate railway provision locally to get where ever you wish to go. The town of Fuccechio has an open air market each week and there are large local supermarkets close at hand. There are detailed information packs in the Villa and apartments to help you. I would highly recommend this property as a base to chill out or as a base to see the wonders of historical Tuscany or as for us, a chance to do both.

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Price per night from

$369

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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Price per night from

$369

romantic ancient tuscan villa B&B near Firenze

Barberino Val d'Elsa villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$984

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

$609

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

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Price per night from

$1,696

Podere Erica

San Donato in Poggio villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$1,036

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