San Gusme Rentals

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Casina di Arceno - Refurbished Farmhouse - sleeps 6 + 2 - pool - Chianti

San Gusme house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$363

Villa Casanova San Gusmè Luxury Chianti Vacation Concierge & Pool

San Gusme house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$271

Tuscany House 6/8 Pers 3 ha panoramic view of Siena, pool and Jacuzzi

San Gusme house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$304

Great rentals within 20 miles that match your search

Loft with panoramic views over the Chianti hills

Castellina In Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$85

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

$265

antica dimora figli di Bocco

Castiglion Fibocchi house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$62

Tenuta Lupinari - Il Belvedere

Bucine apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$279

Tenuta Lupinari - il Portico

Bucine apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$244

Tenuta Lupinari - Il Cotogno

Bucine apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$244

Tenuta Lupinari - Il Poggio

Bucine apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$332

Tenuta Lupinari - La Torre

Bucine apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$160

Country villa with pool and wonderful view

Loro Ciuffenna villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$541

Villa Il Palazzo, big garden, swimming pool, in Tuscany

Pergine Valdarno villa

  • 14 bedrooms
  • 11 bathrooms
  • sleeps 30

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Price per night from

$1,217

Tower Gates - luxury villa in Chianti!

Gaiole in Chianti villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$770

Casa Colonica: panoramic villa central Tuscany

Arezzo villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$215

Holiday Farmhouse in San Giovanni Valdarno

San Giovanni Valdarno farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 4

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Holiday Farmhouse

San Giovanni Valdarno farmhouse

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 6

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the farmhouse is surrounded by the famigliaree environment

Ciliegi b&b

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 6

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B&B Antica Casa i Sucinelli

Serre di Rapolano b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$117

Michelangelo aprtment Tuscany village near Siena

Sovicille apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$160

Podere Lucignano Secondo - Apt. La Mangiatoia (ground floor)

Nusenna villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$295

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Price per night from

$516

Castello Di Montalto - 4 bedroom Villa in Chianti

Castelnuovo Berardenga castle

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$480

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

$246

Villa il Castellaccio in Greve in Chianti Flat #2

Greve in Chianti house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

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Price per night from

$172

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

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.

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Price per night from

$2,371

Villa il Castellaccio in Greve in Chianti Flat #3

Greve in Chianti house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“A lovely place!” We had a really lovely holiday. The location is excellent, being in the heart of Chianti, a peaceful place sorrounded by vineyards and olive grooves, but not far from the most beautiful town and villages. The apartment was really characteristic but also full of comfort; we had everything we need... and don't forget to ask Leonardo, the very nice owner, some information on the history of Florence or suggestion on the best Tuscany wines!!

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Price per night from

$160

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

$553

Casa Oliveto

Castelmuzio house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$702

Siena San Fabiano climatized villa with outdoor heated pool

Monteroni d'Arbia villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

“Perfect combo of charm, location & comfort in glorious Tuscany!” We first dicovered San Fabiano in summer 2003 and have made it a point to return with family and friends as often as we can ever since! The location is ideal for exploring Siena, all the hill towns of southern tuscany, the Chianti and even great for easy day trips to Florence. Besides the charm of this renovated farmhouse - it also has modenr comforts like ac, screened windows, kitchenettes in all the rooms and wireless internet - plus a swimming pool! We love walking into the little town of Monteroni for our morning cappucinos and hiking the trails around this lovely farm estate. Great for kids and family gatherings as well as couples. We get through New England winters by dreaming of returning to San Fabiano. Highly recommended!

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Price per night from

$1,229

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

$185

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

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Price per night from

$183

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$391

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$214

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Price per night from

$634

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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