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Vacation Rentals & Villas in Tuscany

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154 villas

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

15 bedrooms / 15 bathrooms / sleeps 33

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$1,800

Agriturismo A Casa del Tosi

Lucca apartment

1 bedroom / 1 bathroom / sleeps 1

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$121

10 km from the sea in an oasis of peace with pool

Montescudaio apartment

1 bedroom / 1 bathroom / sleeps 4

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$257

Viola Apartment with Garden, Pool, and Panoramic Views

Pergine Valdarno apartment

3 bedrooms / 3 bathrooms / sleeps 7

“perfect holidays” Thanks for brilliant holidays in Laterina. big apartment, big pool, quiet location,...perfect

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$248

Podere Grignano Vacation Rental in Beautiful Tuscany

Volterra house

2 bedrooms / 1 bathroom / sleeps 4

“Marvelous” We had a splendid stay at Podere Grignano. People are friendly, the house is very comfortable and well equipped and the surroundings just spectacular!! We tasted delicious food according to medieval recipes and enjoyed bird watching.

Responds fast! avg. 2 hours 39 minutes

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$83

Large portion of farmhouse on the hills of Lucca.WIFI.Garden.panoramic.jacuzzi.

Lucca apartment

3 bedrooms / 2 bathrooms / sleeps 7

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$82

Casa Anna

Terranuova Bracciolini apartment

3 bedrooms / 2 bathrooms / sleeps 7

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$404

Ponte Vecchio suite

Florence apartment

1 bedroom / 1 bathroom / sleeps 4

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$170

CASTELLO DI MONTALTO - 2 bedroom Villa in Chianti

Castelnuovo Berardenga house

2 bedrooms / 1 bathroom / sleeps 4

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$216

"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

ARANCIONE APARTMENT garden /panoramic gazebo/ pool

Pergine Valdarno apartment

2 bedrooms / 1 bathroom / sleeps 4

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$128

Ca'Valenzano - La Piccionaia

Sestino apartment

1 bedroom / 1 bathroom / sleeps 6

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$100

Cozy Collection of Villas in Tuscany

Montalcino villa

14 bedrooms / 14 bathrooms / sleeps 26

“Great stay- we hope to return!” We truly enjoyed our stay here. Matteo was a wonderful host and even met us outside of town to make sure that we did not get lost on the way to the agriturismo. The room was clean and very comfortable, especially important since we brought our 3 month old baby. The kitchenette was very useful and had everything we needed. This was a perfect place to stay while in town for Benvenuto Brunello because it allowed us a gorgeous drive and was away from crowds. We even enjoyed Quercecchio's wine, both Brunello and Rosso. Next time, we hope to visit around harvest time!

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$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

$646

Relax at the gates of Chianti

Bucine house

1 bedroom / 1 bathroom / sleeps 3

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$85

VERDE APARTMENT panoramic gazebo / garden / pool

Ponticino apartment

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$142

COTTAGE ARCOBALENO garden / panoramic gazebo / pool

Pergine Valdarno cottage

4 bedrooms / 2 bathrooms / sleeps 10

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$283

FATTORIA DI PIETRABUONA.apartments sleep 4

Pescia house

2 bedrooms / 2 bathrooms / sleeps 4

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$213

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

Frantoio: Enjoy The True Essence Of Tuscany

Radicondoli apartment

2 bedrooms / 1 bathroom / sleeps 4

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$170

Luxury apartment on Picturesque Tuscan estate

Quota apartment

2 bedrooms / 1 bathroom / sleeps 5

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$368

AZZURRO APARTMENT private garden / pool

Pergine Valdarno apartment

1 bedroom / 1 bathroom / sleeps 4

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$121

Beautiful 2-bedroom apartment villa in the heart of Chianti, pool & sunset views

Castellina In Chianti apartment

2 bedrooms / 2 bathrooms / sleeps 4

“A totally relaxing rural Tuscan retreat.” Podere Patrignone is a beautifully rustic, rambling farmhouse, secluded in its own woods. There are a number of properties for rent within the complex, from compact and bijou, to spacious and open, all with their own particular charm. It makes a wonderful base for touring, being within easy reach of Florence, many Tuscan hilltowns and villages, and stunning Sienna. Simon and Verity are charming, helpful and very friendly hosts, as are their family, and of course, their dogs!! The weekly "home cooked" meal is a great opportunity to sample Verity`s cooking, and meet your fellow guests. The position of the complex within the landscape, is superb, and there are wonderful views from the terrace and pool area, over surrounding olive groves and vineyards. There are a number of excellent restaurants within very easy reach, where local food and wine can be enjoyed. I would also suggest visiting local wine producers, of which there are many. My wife and I have stayed at Patrignone for two weeks, in both 2011 and 2012, and we would not hesitate to recommend this lovely destination. Do not be expecting a five star hotel, that is not what Patrignone is about!! It is, as Simon says, a work in progress. However, I fail to see how a stay here, could ever disappoint. Truly Tuscan in every sense.

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$312

Luxury Villa Tuscany pool, tennis court private

Forcoli villa

7 bedrooms / 8 bathrooms / sleeps 14

“Perfection in Tuscany” We spent a perfect week at this property, which combines the charm of a classic Tuscan villa with all the amenities of a luxurious modern home. The spacious, beautifully furnished villa and the adjoining guest house accommodated three families – a total of 15 people – in utmost comfort, with ample room for everyone to be occupied in their own preferred activities. We all enjoyed the villa’s private tennis courts and large swimming pool – dazzling under the Tuscan sun by day and beautifully lit at night – and the secluded grounds offered plenty of opportunities to wander off and find a favorite spot to just relax and take in the breathtaking views of the surrounding countryside and neighboring mountaintop villages (a visit to Palaia being highly recommended) as well as the spectacular sunsets. We would then all regroup for meals together, which were a pleasure to prepare in the huge, exceptionally equipped kitchen and most often consumed around the massive table in the garden. Our only complaint about the truly memorable week we spent at this extraordinary property was that it passed far too quickly.

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Price per night from

$2,123

GIALLO APARTMENT private garden with beautiful terrace / pool

Pergine Valdarno apartment

3 bedrooms / 2 bathrooms / sleeps 8

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$248

Cosy 1BR/1 BA suite/ studio

Castellina In Chianti apartment

1 bedroom / 1 bathroom / sleeps 3

“Relaxing in the Tuscan Sun” Ulrike was a fab host, and made everyone feel very welcome during the welcome dinner. The complex was expansive and the views were outstanding. We liked being on our terrace at night star gazing with some vino. It was a bit hard to find, however if you had a sat nav no issues. The accommodation was exactly what was expected, and in Tuscany you are out all day and most nights we found, so just needed place to kip and wash. The pool was perfect, private and allowed for engagement with other families and children. Our five year old learned how to swim on holiday, and this was brilliant. our daughter was fascinated with the sheep, cats, dogs and bugs around the property. The village close, Castillina in Chianti was the prettiest one we encountered, with friendly restaurants and shops. A must is gettin a couple scoops of gelato from the shop in the village, it is a favourite. Easy access - 25 mins to Florence and Siena. It was nice to have Ulrike make us breakfast to start our day, and in summer would recommend site seeing in am, then the pool in afternoon as it does get hot. We enjoyed some wine tasting and tour about 10 mins away at a lovely vineyard, Casa Emma and brought home some lovely vino. A dont miss is Panzano, and Dario the famous butcher...anyone in the village can direct you to his shop- the pork and salami are to die for and make good lunches w/bread and cheeses. We will be returning and was one of the best holidays we have had. plus the guaranteed sun is great coming from the UK

Responds fast! avg. 1 hour 48 minutes

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$137

Villa Oliveto

Castelmuzio villa

5 bedrooms / 6 bathrooms / sleeps 10

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$770

1BR Loft apartment La Bellavista - Chianti

Castellina In Chianti b&b

1 bedroom / 1 bathroom / sleeps 4

“"Amazing"” Our stay was truely amazing in everyway possible,from Ulrike's hospitality,our apartment"La Bella Vista",the area of Podere Val Vedere in Castellina in Chianti just perfect!!Everything was awesome,we will definately return iin the near future to stay there again!!!

Responds fast! avg. 1 hour 48 minutes

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$158

Chianti Luxury Suite, 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.

Responds fast! avg. 3 hours 54 minutes

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Price per night from

$382

Girasole: An Old Mill pool activities wi-fi view

Radicondoli apartment

1 bedroom / 1 bathroom / sleeps 4

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$141

Casa Picchi - holiday in Versilia

Torre del Lago Puccini house

4 bedrooms / 1 bathroom / sleeps 7

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$121

Villa Liburnia, Wood Room (1)

Livorno b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 42 minutes

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$107

Villa Marzi

Signa villa

6 bedrooms / 8 bathrooms / sleeps 16

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$3,539

OLEANDRO

Impruneta villa

7 bedrooms / 6 bathrooms / sleeps 13

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$607

GAIA HOUSE WITH POOL TUSCANY

Santa Luce townhouse

1 bedroom / 2 bathrooms / sleeps 5

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Villa il Sole

Camaiore villa

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$708

Relais La Costa-Dimora Storica

Monteriggioni hotel apartment

10 bedrooms / 12 bathrooms / sleeps 20

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CASALE ACQUAVIVA single villa or apartments

Campiglia Marittima apartment

2 bedrooms / 1 bathroom / sleeps 6

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$257

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