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Vacation Rentals & Villas in Tuscany

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1,524 villas

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

15 bedrooms / 15 bathrooms / sleeps 33

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$1,798

"Il Giardino" - 3BR/3BA apartment on Tuscan Estate in the Chianti

Castellina In Chianti apartment

3 bedrooms / 3 bathrooms / sleeps 9

“Lovely home cooking courses” My wife and I came to Chianti for our honeymoon, and spent a thoroughly enjoyable evening doing a cookery course with Ulrike. The meals were traditional Tuscan fare and delicious, whilst easy enough to follow so that we will have confidence to do them again. It also made a big difference that the cooking was very hands on - Ulrike encouraged us to get stuck in and enjoy ourselves. All in all - good company and good value, recommended.

Responds fast! avg. 1 hour 48 minutes

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Price per night from

$290

Classic Room with breakfast

Lucardo b&b

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$131

SEALING THE VALLEY - VILLA 10/12

Vada villa

4 bedrooms / 5 bathrooms / sleeps 12

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Price per night from

$517

Poggio ai Falchi, beautiful first floor apartment in the country side

Marcialla farmhouse

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$212

Beautiful Tuscan Villa,Pool,A/C, Hot tub, Wi-Fi, near Siena

Siena villa

6 bedrooms / 7 bathrooms / sleeps 14

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Price per night from

$1,032

Charming Nido in Chianti Shire

Gaiole in Chianti house

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$99

House Margherita in Tenuta Bellosguardo

San Macario in Monte house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 2 hours 28 minutes

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Price per night from

$248

Nice house on two floors with garden and terrace

Forte Dei Marmi house

6 bedrooms / 6 bathrooms / sleeps 13

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Price per night from

$354

Villa Giola If rented for 8 people

Fauglia studio

Studio / 4 bathrooms / sleeps 15

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Price per night from

$659

Appartamento Timo - Tuscan house near Florence

Lastra a Signa apartment

1 bedroom / 2 bathrooms / sleeps 4

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Price per night from

$85

Private Villa,Pool, Hot tub,A/C,WiFi,5BR,15km from Siena

Siena villa

5 bedrooms / 6 bathrooms / sleeps 12

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Price per night from

$607

Amazing studio apartment surrounded by Chianti hills

Marcialla farmhouse

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$142

Agriturismo I Fuochi

Valiano farmhouse

11 bedrooms / 9 bathrooms / sleeps 22

Responds fast! avg. 3 hours 34 minutes

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Price per night from

$1,207

Antica Quercia Verde Cortona - a Tuscan Dream 1

Cortona house

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$162

B&B Biospazio Villa Lanizzi

Lucca b&b

7 bedrooms / 7 bathrooms / sleeps 23

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Price per night from

$1,415

Villa le Cipresse

Tavarnuzze villa

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$769

Rose - Beautiful 2 bedroom apartment in historic Villa with heated pool and park

Lucardo apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$232

Seaside villa in green Tuscany

Marina di Pietrasanta villa

4 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$485

Pisano Granary Pisano Granary

Montopoli in Val d'Arno house

5 bedrooms / 4 bathrooms / sleeps 13

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Price per night from

$309

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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$262

Nappolaio, 1 bedroom super cozy apartment at Fattoria Pogni

Marcialla farmhouse

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$135

"La Tana" - 2BR /1BA ground floor apartment with large terrace

Castellina In Chianti farmhouse

2 bedrooms / 1 bathroom / sleeps 4

“Location, location, location!” The complete Chianti valley, rustica experience of staying in comfortable stone cottages surrounded by beautiful gardens - the irises were blooming while we were there - plenty of space for kids to run and play while the parents kick back and relax around the pool or on their terraces. Ulrike is a very generous host, full of information and stories about her beloved Toscana. Her dinners are well worth the experience to get to know your fellow travellers as well as part taking in genuine cucina and always great music playing in the background. Every Tuscan tourist high spot is within 1 or 2 hours drive away and if you enjoy driving, you will enjoy the journey as much as the destination. Castellina is a beautiful village and worth many visits to enjoy local produce including the famous Chianti Classico and the best gelato in Italy. Whether you are travelling as a family, group of friends, couple or as an individual this is a great place to stay- even dogs are welcomed as long as they remember Ulrike's dogs are in charge!

Responds fast! avg. 1 hour 48 minutes

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Price per night from

$171

Hortulanus Private Luxury Estate

Seggiano villa

7 bedrooms / 7 bathrooms / sleeps 12

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Price per night from

$1,697

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

$645

Casale i Girasoli: romantic apt, park and pool

Barga b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 53 minutes

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Price per night from

$85

Apartments in Villa Near Pisa. Breathtaking views.

Pisa apartment

1 bedroom / 1 bathroom / sleeps 4

“Everything we could have wanted” We wanted a holiday that enabled us to relax but also gave us the opportunity to see all that this area has to offer and that is exactly what this property gave us. Booking was so simple and from the moment we arrived, we felt at home in our apartment. We travelled as a family with teenagers and everybody got what they wanted from this holiday. Franco and Mara were fantastic hosts and we wished we had learnt some Italian so that we could express our gratitude for the lovely gifts of figs and tomatoes and Maras home cooking . Thank you - we will return

Responds fast! avg. 3 hours 2 minutes

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Price per night from

$78

Tuscan private villa with large pool and garden

Chiusi villa

12 bedrooms / 6 bathrooms / sleeps 12

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Price per night from

$766

Private Tuscany Villa,Pool, A/C, Hot tub,wi-fi,15km from Siena

Siena villa

7 bedrooms / 7 bathrooms / sleeps 15

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Price per night from

$1,091

Eridu, your home away from home

Fiesole b&b

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$99

Giunco, private villa at 20 km from Siena. 9 bedrooms, swimming pool, A/C & WiFi

Ville di Corsano villa

9 bedrooms / 8 bathrooms / sleeps 19

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Price per night from

$2,390

Fattoria Pogni - Luxury Villa in the Chianti

Marcialla villa

4 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$382

Apartment Podere #4

Montagnana Val di Pesa apartment

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$136

Apartment Il Ciliegio

Valiano apartment

2 bedrooms / 1 bathroom / sleeps 3

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Price per night from

$186

Apartment Narciso in Tenuta Bellosguardo

Monte San Quirico house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 28 minutes

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Price per night from

$124

Spacious 2-bedroom, 2-bath apartment patio & pool

Castellina In Chianti apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$304

Charming exclusive Tuscan Villa,Pool, A/C,Hot tub, Wi-Fi, near to Siena

Siena villa

4 bedrooms / 6 bathrooms / sleeps 10

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Price per night from

$1,010

Exclusive , Luxury Tuscan Vacation Home.

Castiglion Fiorentino villa

6 bedrooms / 6 bathrooms / sleeps 14

Responds fast! avg. 1 hour 49 minutes

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Price per night from

$467

Viewing 38 of 1,524
rentals in Tuscany

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