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Classic house in the heart of Tuscany Chianti area

Greve in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Games room

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Price per night from

$122

Fattoria di Arsicci, holiday house weekly rented.

Badia Tedalda villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 15

“Great house and surroundings in Badia Tedalda” We had a great time in this lovely located holiday house. A great swimming pool with a magnificant view. If you like a relaxed holiday this is the place. The lady who takes care of the house daily can also like to prepare a wonderfull dinner at the house. Reservation a few days in advance. Smashing Italian dishes !!!

Match: Games room

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Price per night from

$268

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

$609

La Tinaia, Podere Patrignone - a Tuscan cottage with garden, views and pool

Castellina In Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“A Slice of Paradise” We stayed at Podere Patrignone for 5 days in September. It was wonderful to stay in a self contained apartment after 4 weeks of hotels in France. The farmhouse is charming, the apartments are unique and quaint, the countryside was picture perfect and the weather was unseasonably warm. Simon and Verity were such hospitable hosts, yet give the guests their own space. We thoroughly enjoyed the weekly meal Verity and Pam created for all the guests. You must have a car to truely experience all the hidden charms of Tuscany, and everything is so close and the quality of food and wine was impressive. Our favourite memory of staying at Podere Patrignone was sharing sunsets on the terrace with other guests and partaking of good wine, great conversation and so many laughs. We will be back for another slice of paradise.

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Price per night from

$183

Frate Sole, appartamenti in Borgo

Todi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$177

Responds fast! avg. 3 hours 10 minutes

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Price per night from

$220

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Price per night from

$1,433

Deluxe Suite in Historical Villa near Assisi

Cannara villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$121

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

$1,672

Appartmento house in the fifteenth century, Apartment

Cannara apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$104

2 Bedrooms Flat Crete Senesi

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$55

Casale del Lago

San Casciano in Val di Pesa house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$244

Villa Martina

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$1,566

Farm in Chianti

Castelnuovo Berardenga villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$761

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

$603

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

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Price per night from

$1,680

Perugia 1> via del Toppo

Perugia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$67

Apartment with private garden, infinity pool, organic farm

Montegabbione apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$134

SPOLETO SPLASH : CASA VICOLO/KATE MOSS, THE MODEL, STAYED HERE ! ROME 1 HOUR

Spoleto apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 10 minutes

Match: Games room

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Price per night from

$256

Podere i Casini

Casole d'Elsa house

  • 12 bedrooms
  • 8 bathrooms
  • sleeps 26

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Price per night from

$2,016

Vitiana Casa - A rustic 3BR / 2 BA medieval home

Bagni di Lucca house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$138

Le Pratola Luxury Villa in Chianti with Heated Pool, top rated reviews.

Gaiole in Chianti villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

“Unforgettable Vacation!” My family and I (six of us) stayed at Le Pratola for a week in June. We had such a great time. The villa is beautiful and comfortable, and the views of the Tuscan hills are stunning. The team at Le Pratola is amazing. Laura, the cleaning lady, is a doll. The cooking class with Barbara is so much fun! Elena and Monica's (the personal chefs) meals are delicious. The villa is beautifully decorated and so comfortable. We all had the best vacation! We will definitely recommend the villa to family and friends. It was the best trip we've ever been on! We would like to thank the team at Le Pratola for making our vacation to Tuscany so special.

Match: Games room

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Price per night from

$2,349

Villa Marisa

Cantagrillo house

  • 8 bedrooms
  • 3 bathrooms
  • sleeps 15

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Price per night from

$452

Villa Pisana

Palaia villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$1,370

Casale Mazzini

San Godenzo house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$349

Sandonatino farmhouse

Castellina In Chianti villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$479

Villa Lavanda

Bagni di Lucca villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$811

Villa Ciggiano

Castelfalfi villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

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Price per night from

$2,087

LUXURY RETREAT IN THE COUNTRYSIDE BETWEEN THE MOST BEAUTIFUL TUSCAN TOWNS

San Giustino Valdarno villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Games room

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Price per night from

$635

Castello Loggiato

San Casciano in Val di Pesa villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 15

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Price per night from

$1,705

Camera Matrimoniale Cromoterapia/Double Room

Cannara b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$146

Responds fast! avg. 3 hours 10 minutes

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Price per night from

$305

SUITE LOVE ESCAPE - ASSISI

Assisi penthouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Games room

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Price per night from

$475

Casa Leana, Heated Pool, Games Room & Fabulous Views

Anghiari villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

“Amazing!! This word sums up our stay!” We stayed in Casa Leana with some friends recently. This is a beautiful old house and is furnished to a very high standard with a mixture of modern and antique furniture - we felt really at home there with the lovely big lounge and TVs and DVD players in most bedrooms plus literally Hundreds of Dvds to watch. Once we managed to get through our long relaxing breakfasts, we loved the outdoor space there - we all enjoyed the heated pool and unbelievably, I particularly liked the play area where I spent many hours in the hammock when my kids were playing on the swings. When we could tear the children away from the house we had a few days out, one of which we spent in Rome which was fabulous - we caught the early train from arezzo and had a whole day there. A fairly long and tiring day but well worth it. We also had a day at a beach side resort called Cesenatico. All in all this place was a great find and the local towns and villages are beautiful and unspoiled with wonderfully old fashioned family run shops and restaurants and, of course, ice cream parlors. We all want to revisit as we did not manage to see half the things we anticipated - we are already making plans for next year's trip to this lovely house. Thanks again Leigh and Di for helping to make Nick's birthday celebrations so memorable!

Match: Games room

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Price per night from

$529

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Price per night from

$565

Diospiro - Residenze San Martino

Passignano Sul Trasimeno apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$207

Ciliegio - Residenze San Martino

Passignano Sul Trasimeno apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$196

Tuscan Villa Nr. San Gimignano large private gardens and private pool

Colle di Val d'Elsa villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Games room

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Price per night from

$435

Viewing 38 of 245
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