San Sigismondo Rentals

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145 Houses

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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

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 Etruria

Chianciano Terme house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$353

Villa Camelia

Farneta house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$235

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

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

Villa Anita

Farneta house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 13

Match: Private outdoor pool (unheated)

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Price per night from

$369

The Molinaccio 3

Montepulciano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$556

Villa Lamina Grande

Cortona house

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 24

Responds fast! avg. 1 hour 52 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$1,367

La Capannina La Capannina

San Giovanni d'Asso house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

Match: Private outdoor pool (unheated)

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Price per night from

$323

The Molinaccio 7

Montepulciano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Private outdoor pool (unheated)

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Price per night from

$1,111

Villa Incanto

Bivio di San Biagio villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 15

Match: Private outdoor pool (unheated)

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Price per night from

$739

Ferranesi, Tuscan Design Villa with private pool, perfect for small weddings

Chiusure villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

Match: Private outdoor pool (unheated)

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Price per night from

$2,954

La Valle Valley

Chianciano Terme house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$824

Tenuta Senese Tenuta Senese

Montepulciano house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$646

The Source The Source

Chianciano Terme apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$747

Romantica

Pienza villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 7 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$1,123

Match: Private outdoor pool (unheated)

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Price per night from

$291

Match: Private outdoor pool (unheated)

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Price per night from

$911

Olivella Olivella

San Giovanni d'Asso house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$738

Villa Child

Chianciano Terme house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 52 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$376

Monteori Monteori

Chianciano Terme apartment

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$894

Alborata 10, Emma Villas

San Giovanni d'Asso villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$726

Villa San Giovanni Villa San Giovanni

San Giovanni d'Asso villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$840

Montebello Montebello

Castiglione D'Orcia house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$492

“It was everything we had dreamed of and more...quaint and very c” The proprietor was very easy to work with and was so gracious. We had a wonderful welcome basket with lots of local goodies on our arrival. The home was more than adequate with five private bedrooms, ours was on the second level with living/dining area and a balcony. We enjoyed the infinity pool and the delicious fruit from the orchards. We were able to have a private chef come to our villa and cook dinner, what a presentation. Castelmuzio was the perfect spot for us, so quaint and beautiful. We downloaded Italy to our GPS and it was a piece of cake to sight see all the other villages. Don't miss Pienza, Montpulciano, Cortona, Orvieto Cathedral, San Gimignano, but my favorite was Monticiello, the view of the Tuscan Hills was breathtaking. If we ever get to go back to Italy, I would stay at Villa nell'Oliveto again...It was everything we dreamed of and more.

Match: Private outdoor pool (unheated)

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Price per night from

$732

Independent villa with private pool, hot tub, WI-FI, A / C near Montepulciano!

Montepulciano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

Match: Private outdoor pool (unheated)

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Price per night from

$755

Villa degli Olivi

Montepulciano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$826

16 persons with 8 bedrooms, private pool and WiFi. Only 2 km to Montepulciano!

Montepulciano villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 16

Match: Private outdoor pool (unheated)

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Price per night from

$733

Villa Ardita

Bivio di San Biagio house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 52 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$999

Villa Ardene

Montepulciano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$864

Villa Diana's Garden

Montecchio villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$353

Pasqui Villas La Consuma :historic villa in a village ,pool, garden, view ,WiFi

San Giovanni d'Asso villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$724

Match: Private outdoor pool (unheated)

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Price per night from

$184

Viewing 38 of 145
rentals in San Sigismondo

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