Villas Pievescola

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Bargagli Penthouse

Pievescola villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$2,164

Villa Ebe

Pievescola villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 56 minutes

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Price per night from

$1,309

Great rentals within 20 miles that match your search

Villa in Chianti with heated swimming pool and A/C

Certaldo villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 19

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Price per night from

$577

VILLA POZZOLO Exclusive All-inclusive Charming family parties lovely weddings

Florence villa

  • 18 bedrooms
  • 16 bathrooms
  • sleeps 40

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Price per night from

$3,698

casa con piscina

Chiusdino villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

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Price per night from

$148

Vallebuia

San Gimignano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,233

Giunia

San Lorenzo a Merse villa

  • 14 bedrooms
  • 14 bathrooms
  • sleeps 27

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Price per night from

$2,735

Leonardo

Lucardo villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$930

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Tavarnelle Val di Pesa villa

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 20

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Price per night from

$1,894

Villa Cypress

Castelnuovo Berardenga villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 12

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Price per night from

$1,660

Villa with Pool and Jacuzzi private Deal 2024

Siena villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$124

Villa Fattoria di Petroio

Castelnuovo Berardenga villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

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Newcastle upon sangiovanniinpoggio

Monteroni d'Arbia villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 8

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Sea

Murlo villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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villa between Florence-Siena

Poggibonsi villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 18

Responds fast! avg. 2 hours 58 minutes

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Price per night from

$819

Farm the castle area.

Chiusdino villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

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Price per night from

$670

VILLA FONTEVIVA LUXURY RELAX

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 11

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VILLA STOMENNANO

Monteriggioni villa

  • 3 bedrooms
  • 8 bathrooms
  • sleeps 6

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Authentic Itallian Villa

Altopascio villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$141

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

Colle di Val d'Elsa villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$440

Siena country house, private pool.

Quercegrossa villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$704

Suite Il Tinaio. Villa Caprera, Siena Farmhouse.

Siena villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$161

One Bedroom Villa at Castello di Montalto in Chianti

Siena villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$173

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

Nusenna villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$296

Villa Belvedere

Gambassi Terme villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

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Price per night from

$591

Beatifull villa with private pool

Monteriggioni villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$198

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

$1,233

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

$370

Tuscany Villa with pool - Villa le Capanne holday in private villas

Siena villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Fantastic Hosts for this unique countryside Villa” Our trip to Italy still fresh in our minds so we wanted to write to tell others about our lovely experience at Villa le Capanne. We stayed with another couple for one week, make trips to Florence, Voltera, Pisa and more. Gina and Franco met us and welcomed us with enough goodies to keep us well taken care of until we could shop. Each day, a new treat appeared and they were all yummy-Gina is a fantastic baker and cook. The villa was spotless and just as described. Let me just say that the location is a bit of a challenge, but worth it for the views. Sitting around the pool and gazebo was very relaxing. You may need to allow extra time to get to the main roads for day trips but if you are prepared, it is not a problem. We had some great fun at the local restaurant, pizza on the weekend and then dinner on another night. The little village, Montecastelli Pisano was charming and we walked on a quiet street and found a violin maker who played us one of his own compositions-unique experience! Great hosts in a lovely setting!

Responds fast! avg. 2 hours 23 minutes

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Price per night from

$115

Apartment Spiga, 3 Bedroom apartment in the Heart of Tuscany Hills

Volterra villa

  • 5 bedrooms
  • 1 bathroom
  • sleeps 6

“Wonderful!” My family and I just returned from a very relaxing week at La fonte and would definitely go back again. My parents, my husband, and my two boys stayed in the Spiga apartment. The weather was perfect, and we spent most of our days playing in the pool and taking bike rides from the house. We were greeted with some fresh eggs, pasta, fresh tomato sauce, and some of the best olive oil I have ever tasted (or smelled!). Katia and her family were all very nice and helpful. We went to Volterra and San Gimignano a few times and had gelato just about every night :) The boys were so happy at the house that we didn't travel more than that. We also lucked out and had the entire place to ourselves for the week we were there. We would highly recommend this place!

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Price per night from

$87

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

$986

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

$610

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

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Price per night from

$1,701

Podere Erica

San Donato in Poggio villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$1,039

Responds fast! avg. 2 hours 39 minutes

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Price per night from

$440

Luxury Villa, spacious and comfortable, with

Montaione villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$493

Deal 2023 Private Tuscany villa with pool and jacuzzi near Siena for holiday

Montecastelli Pisano villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$141

Castello di Valle

San Donato in Poggio villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$617

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