Vacation Rentals & Villas in Pienza

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451 Houses

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Podere Osteria

Pienza apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Horse riding

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Price per night from

$308

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Price per night from

$907

Romantica

Pienza villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 7 minutes

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Price per night from

$1,120

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Price per night from

$907

Poggio ai Gelsi

Pienza lodge

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$566

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

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Price per night from

$1,581

Poggio ai Gelsi, Lodge Melograno

Pienza lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$166

Collosodo farmhouse with private pool

Monticchiello townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$240

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Price per night from

$219

Podere Castelletto

Monticchiello villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 16

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Price per night from

$1,846

Poggio ai Gelsi, Mulberry Lodge

Pienza lodge

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$240

Responds fast! avg. 2 hours 58 minutes

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Price per night from

$1,757

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

Pienza villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$386

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Price per night from

$907

Poggio ai Gelsi, Lodge Ulivo

Pienza lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$191

Agriturismo le Sorbelle

Pienza farmhouse

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 14

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Price per night from

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50 m² apartment in Pienza (Siena), Country

Pienza apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$88

Lina suite collection

Monticchiello apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$153

Villa Montichiello

Monticchiello villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$570

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

Monticchiello villa

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 14

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Price per night from

$569

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

Monticchiello villa

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 14

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Price per night from

$569

Great rentals within 20 miles that match your search

IRIS

Castiglione del Lago house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$111

Le Palazze, country b&b

Citta della Pieve b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 30 minutes

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Price per night from

$185

Agriturismo La Giuiaia - Appartamento Pietravolta

Citta della Pieve apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$99

Agriturismo il Poggio di Cantagallina

Castiglione del Lago apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$111

Casa vacanze panoramicissima,zona tranquilla

Sarteano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$117

DOWNTOWN WITH A VIEW!Entire Home w. huge Terraces

Montepulciano house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$281

relax in the countryside with swimming pool

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$117

Casa Gaia Luciano Giachi and Teresa chilly

Castiglione del Lago apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$62

Cascinale - Casa Vacanze - "Il Picchio"

Pucciarelli villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$142

B&b l'incanto

Montalcino b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$83

MAGNOLIAHOUSEINTUSCANY Your '700 Tuscan villa with pool in exclusive use

Cetona villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$676

Studio "Borghetto" at The House of the Oaks - Montepulciano

Montepulciano studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$128

Pangea Villa 8 - Heated pool when open

Seggiano villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$984

B & B THE OLD Lieutenancy APARTMENT LA ROCCA

Citta della Pieve b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 13 minutes

Match: Horse riding

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Price per night from

$222

Romantico appartamento a Lucignano

Lucignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$56

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

Castelnuovo dell'Abate villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Horse riding

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Price per night from

$901

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

Sant'Albino villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 21

Match: Horse riding

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Price per night from

$800

Viewing 38 of 451
rentals in Pienza

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