Vacation Rentals & Villas in Pienza

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421 Houses

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Podere Osteria

Pienza apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Walking trips

All filters match

Price per night from

$309

Villa PoliFlora GARDEN

Monticchiello apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Walking trips

All filters match

Price per night from

$99

NOBLE HOUSE IN THE FARM Pianoia

Monticchiello house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Walking trips

All filters match

Price per night from

$247

Il Torrino

Monticchiello apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Walking trips

All filters match

Price per night from

$157

Poggio ai Gelsi

Pienza lodge

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Walking trips

All filters match

Price per night from

$568

The FLAT FIELD farmhouse in Val d'Orcia

Monticchiello apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Walking trips

All filters match

Price per night from

$247

Collosodo farmhouse with private pool

Monticchiello townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Walking trips

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Price per night from

$241

Match: Walking trips

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Price per night from

$220

Poggio ai Gelsi, Mulberry Lodge

Pienza lodge

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Walking trips

All filters match

Price per night from

$241

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

Monticchiello apartment

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Walking trips

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Price per night from

$840

podere RIGOPESCI casa per vacanza

Monticchiello b&b

  • 1 bedroom
  • 3 bathrooms
  • sleeps 6

Match: Walking trips

All filters match

Price per night from

$124

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

Pienza villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Walking trips

All filters match

Price per night from

$388

Farmhouse near Pienza and Monticchiello

Monticchiello townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Walking trips

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Price per night from

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Poggio ai Gelsi, Lodge Ulivo

Pienza lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Walking trips

All filters match

Price per night from

$192

Agriturismo le Sorbelle

Pienza farmhouse

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Walking trips

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Price per night from

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Lina suite collection

Monticchiello apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Walking trips

All filters match

Price per night from

$153

Podere Isabella, the pearl of Val d'Orcia

Monticchiello villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 20

Match: Walking trips

All filters match

Price per night from

$1,234

Villa Montichiello

Monticchiello villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Walking trips

All filters match

Price per night from

$570

Great rentals within 20 miles that match your search

Le Palazze, country b&b

Citta della Pieve b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 30 minutes

Match: Walking trips

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Price per night from

$186

Agriturismo La Giuiaia - Appartamento Pietravolta

Citta della Pieve apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Walking trips

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Price per night from

$99

Beautiful family home Lake Trasimeno / Tuscany border

Petrignano house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Walking trips

All filters match

Price per night from

$309

Villa Maria 3 piani (indipendente - garage)

Sinalunga house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Walking trips

All filters match

Price per night from

$111

Casa Gaia Luciano Giachi and Teresa chilly

Castiglione del Lago apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Walking trips

All filters match

Price per night from

$62

B&b l'incanto

Montalcino b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Walking trips

All filters match

Price per night from

$83

Borgo Terrosi B & B nestled in the green Val di Chiana

Santarello b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Walking trips

All filters match

Price per night from

$86

MAGNOLIAHOUSEINTUSCANY Your '700 Tuscan villa with pool in exclusive use

Cetona villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Walking trips

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Price per night from

$679

Poggio alla Rocca: the best location for Maremma guides

Grosseto hotel apartment

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 19

Match: Walking trips

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Price per night from

$2,222

Poggio alla Rocca - ALBA

Casale di Pari studio

  • Studio
  • 1 bathroom
  • sleeps 2

Match: Walking trips

All filters match

Price per night from

$247

Poggio alla Rocca - GINESTRA

Casale di Pari apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Walking trips

All filters match

Price per night from

$371

Poggio alla Rocca - CORBEZZOLO

Casale di Pari apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Walking trips

All filters match

Price per night from

$371

Poggio alla Rocca - SUN

Casale di Pari house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Walking trips

All filters match

Price per night from

$617

Poggio alla Rocca - SUGHERA

Casale di Pari apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Walking trips

All filters match

Price per night from

$617

Pangea Villa 8 - Heated pool when open

Seggiano villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Walking trips

All filters match

Price per night from

$988

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

Castelnuovo dell'Abate villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Walking trips

All filters match

Price per night from

$905

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

Sant'Albino villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 21

Match: Walking trips

All filters match

Price per night from

$803

holiday AC masino

Cortona house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Walking trips

All filters match

Price per night from

$87

Spider homes

Arcidosso farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Walking trips

All filters match

Price per night from

$186

historical centre apartment

Sinalunga apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Walking trips

All filters match

Price per night from

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Viewing 38 of 421
rentals in Pienza

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