Vacation Rentals & Villas in Pienza

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459 Houses

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Podere Osteria

Pienza apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$305

Match: Private pool

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Price per night from

$900

Romantica

Pienza villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 7 minutes

Match: Private pool

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Price per night from

$1,110

Match: Private pool

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Price per night from

$900

Responds fast! avg. 2 hours 58 minutes

Match: Private pool

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Price per night from

$297

Poggio ai Gelsi

Pienza lodge

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$561

luxury villa few steps from Pienza, outdoor-indoor swimming pool,air-conditoned

Pienza apartment

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 58 minutes

Match: Private pool

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Price per night from

$1,568

FONTE ALL'OPPIO - FONTE ALL OPPIO

Pienza villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 13

Match: Private pool

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Price per night from

$585

Collosodo farmhouse with private pool

Monticchiello townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Private pool

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Price per night from

$238

Podere Castelletto

Monticchiello villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 16

Match: Private pool

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Price per night from

$1,830

Source Val'd'Orcia Sienese farmhouse with pool and air conditioning

Monticchiello apartment

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private pool

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Price per night from

$829

Responds fast! avg. 2 hours 58 minutes

Match: Private pool

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Price per night from

$1,742

Your Piece of Heaven: pure relax in a poetic cottage with stunning views

Pienza villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private pool

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Price per night from

$383

Match: Private pool

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Price per night from

$900

Podere Isabella, the pearl of Val d'Orcia

Monticchiello villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 20

Match: Private pool

All filters match

Price per night from

$1,219

Villa Irmina

Pienza house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 56 minutes

Match: Private pool

All filters match

Price per night from

$1,214

Villa Silene

Monticchiello house

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 16

Match: Private pool

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Price per night from

$6,093

Villa with Pool in Monticchiello,Aircon,Garden,Barbecue,Table Tennis,sleeps 14

Monticchiello villa

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 58 minutes

Match: Private pool

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Price per night from

$601

Villa Monticchiello, villa with 7 bedrooms, private pool and A/C in Val d'Orcia!

Monticchiello villa

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 14

Match: Private pool

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Price per night from

$564

Private villa for 14 persons near Monticchiello-Valdorcia area. Pool, A/C & WiFi

Monticchiello villa

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 14

Match: Private pool

All filters match

Price per night from

$564

Villa Campriano - Villa + Annex

Pienza villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 11

Match: Private pool

All filters match

Price per night from

$1,016

Villa Tre Civette

Pienza apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 56 minutes

Match: Private pool

All filters match

Price per night from

$287

Podere Osteria with pool close to Pienza

Pienza villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 56 minutes

Match: Private pool

All filters match

Price per night from

$331

Great rentals within 20 miles that match your search

Villa Esclusiva con Piscina

Bettolle villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Private pool

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Price per night from

$2,194

Villa Anita

Farneta house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 13

Match: Private pool

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Price per night from

$365

IL CASALE TOSCANO

Cortona house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 10

Match: Private pool

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Price per night from

$610

Old farmhouse in the Val d'Orcia

Sarteano house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$491

Agriturismo il Poggio di Cantagallina

Castiglione del Lago apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Private pool

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Price per night from

$110

La Tana del Bianconiglio - App. Olivo

Castiglione D'Orcia farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$268

Beautiful family home Lake Trasimeno / Tuscany border

Petrignano house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private pool

All filters match

Price per night from

$305

Tuscany Villa PODERE MONTI

Montepulciano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Private pool

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Price per night from

$1,376

MAGNOLIAHOUSEINTUSCANY Your '700 Tuscan villa with pool in exclusive use

Cetona villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Private pool

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Price per night from

$671

Superb villa with pool 30 minutes from Siena and Montalcino

Montalcino villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Private pool

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Price per night from

$622

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 pool

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Price per night from

$893

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 pool

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Price per night from

$793

Agriturismo Villa Panorama - 8 posti letto - Villa esclusiva - Siena

Rigaiolo villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$585

Enchanting country house (12 + 4) with private pool

Lucignano b&b

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 31 minutes

Match: Private pool

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Price per night from

$288

Responds fast! avg. 2 hours 58 minutes

Match: Private pool

All filters match

Price per night from

$314

Viewing 38 of 459
rentals in Pienza

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