Province of Siena Rentals

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Chianti Luxury Suite, Boutique Rental, 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.

Match: Private outdoor pool (unheated)

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Price per night from

$334

Monteriggioni Suite 4

Monteriggioni house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$230

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

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

Private villa with pool in the Montalcino area. 8 persons in 5 bedrooms!

Castelnuovo dell'Abate villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$905

Podere Osteria

Pienza apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$309

Casal d'Asso

San Giovanni d'Asso house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 7

Match: Private outdoor pool (unheated)

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Price per night from

$799

Villa Oliveto

Castelmuzio villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$672

Match: Private outdoor pool (unheated)

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Price per night from

$1,434

Casa Baiocco // Private Tuscan Villa With Swimming Pool

Chiusi villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$141

Casa Oliveto

Castelmuzio house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$705

Casale Stine

Monteroni d'Arbia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$147

Casale Montesoli

Buonconvento house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$881

San Gimignano villa rental

San Gimignano house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 33 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$803

10 bedroom Siena villa rental

Ville di Corsano house

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 20

Responds fast! avg. 3 hours 33 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$1,574

Belmonte House

Castellina In Chianti house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$335

Casale Etruria

Chianciano Terme house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$353

Casale il Gualdo

Radda in Chianti house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

Match: Private outdoor pool (unheated)

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Price per night from

$516

montechiaro Shed

Siena house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$695

Siena luxury villa rental

Asciano house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

Responds fast! avg. 3 hours 33 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$864

Farm in Chianti

Castelnuovo Berardenga villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$772

Villa Cherubina

Staggia house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 56 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$816

Anticopozzo

Poggibonsi house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$488

Match: Private outdoor pool (unheated)

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Price per night from

$184

ART-HANGAR BY TUSCAN-EXPERIENCE

Montalcino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$716

Barn Cafaggiola

San Gimignano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$298

Responds fast! avg. 2 hours 23 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$132

The Angolino

Radda in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$263

Romantic hideaway in the heart of Chianti

Radda in Chianti house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Private outdoor pool (unheated)

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Price per night from

$150

Podere Vitareto

Sinalunga villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$362

Villa La Bifora

Sinalunga villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$778

Podere Monti, 7 bedrooms villa near Montepulciano. Private pool, A/C and Wi-Fi!

Sant'Albino villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 21

Match: Private outdoor pool (unheated)

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Price per night from

$803

Casina Teo

Monteriggioni house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$221

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

humiliated

Castellina In Chianti house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Private outdoor pool (unheated)

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Price per night from

$258

Villa Rosatea

Casole d'Elsa house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$341

Vistabella

Castelnuovo Berardenga house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$517

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

Viewing 38 of 566
rentals in Province of Siena

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