Vacation Rentals & Apartments in Siena

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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

Match: Private outdoor pool (unheated)

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Price per night from

$115

Match: Private outdoor pool (unheated)

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Price per night from

$1,434

montechiaro Shed

Siena house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$695

Responds fast! avg. 2 hours 23 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$132

Villa la Strega

Siena villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$993

Abbadia di Siena 12

Siena house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$582

montechiaro Tower

Siena house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$850

montechiaro Hut

Siena house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$850

Match: Private outdoor pool (unheated)

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Price per night from

$340

Bright, spacious apartment in Villa with pool near Siena

Siena villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Private outdoor pool (unheated)

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Price per night from

$352

Village-funds the oven ground floor

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$167

Borgo dei Fondi - The 1st Floor Oven

Siena farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$179

Match: Private outdoor pool (unheated)

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Price per night from

$136

Match: Private outdoor pool (unheated)

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Price per night from

$1,543

Responds fast! avg. 1 hour 21 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$370

Beautiful tuscan Villa not far from Siena 14+2pax

Siena villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

Match: Private outdoor pool (unheated)

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Price per night from

$1,111

Tuscan/Siena Villa 22 pax Fenced Pool, Hot tub, WiFi,A/C, Outdoorkitchen

Siena villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 22

Match: Private outdoor pool (unheated)

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Price per night from

$1,136

“Perfect in every way!!!” What can I say….???We have already decided to book this Villa for next year…..one week is not enough, we will be back Villa "Le Caggia" was the setting for a fabulous vacation with our family. The location was perfect as we could take a number of day trips to explore Tuscany, from Florence(one hour driving) to Siena(20 minutes) and many other lovely towns in the Chianti or in the Orcia valley Waking up in the morning to see the fields spread below us was absolutely incredible, the Villa is spacious, very clean and decorated with care in every detail. A huge garden with a beautiful swimmingpool where you can relax while sipping a good Chianti wine, always cherished by the magical breeze(it is a Le Caggia trademark that you can only find here) ever-present and pleasant. Last but not least, Fabio e Jacopo were terrific hosts, always helping us, have made our stay more enjoyable and memorable…. Absolutely do not miss their welcome dinner and their cooking class….I already used their recipes to prepare a dinner and I have delighted all my friends, friends that will be with us for the second time at Le Caggia Absolutely the perfect place for those who want to enjoy Tuscany.

Match: Private outdoor pool (unheated)

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Price per night from

$1,543

Villa La Strega

Siena villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$705

Stunning Villa Siena Pool&Spa fully independent

Siena villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$861

Private Villa with a wonderful view and private pool, close to Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Private outdoor pool (unheated)

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Price per night from

$445

Village-funds-Loggia

Siena farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Private outdoor pool (unheated)

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Price per night from

$192

Match: Private outdoor pool (unheated)

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Price per night from

$1,543

Match: Private outdoor pool (unheated)

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Price per night from

$340

Villa Del Cielo

Siena villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$754

La Fonte Di Santa Regina 16, Emma Villas

Siena villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Private outdoor pool (unheated)

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Price per night from

$1,622

Villa degli olivi Spa & Nature

Siena villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$192

Match: Private outdoor pool (unheated)

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Price per night from

$679

Finestra Su Siena 16

Siena villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Private outdoor pool (unheated)

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Price per night from

$949

Great rentals within 20 miles that match your search

Wundervolle Villa im Dreieck Florenz Siena Arezzo

Pieve A Presciano villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 15

Match: Private outdoor pool (unheated)

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Price per night from

$617

Vallebuia

San Gimignano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$1,235

Podere degli Olivi Melograno apartment

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$109

Podere degli Olivi Olivo apartment

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$109

Podere degli Olivi apartment Ortensia

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$109

Holiday House Le Corniole

Civitella in Val di Chiana villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$247

Farmhouse Borgo Basso

Barberino Val d'Elsa house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$587

UNA VACANZA DA SOGNO

Gaiole in Chianti house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 1 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$272

Tower Gates - luxury villa in Chianti!

Gaiole in Chianti villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$770

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