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Travelers going to Pienza are booking September dates now. Secure your vacation rental today and have the perfect trip.

Filtering by: Swimming pool

1 / 38

enchantment

  • 6
  • 14
  • 7 nights min

$994

Details

1 / 37

Ninfea

  • 5
  • 10
  • 7 nights min

$497

Details

1 / 26

Cornflower

  • 5
  • 10
  • Min stay varies

$580

Details

1 / 36

Podere Osteria

  • 4
  • 8
  • 7 nights min

$229

Details

1
1 / 15

Villa Four Seasons

  • 4
  • 8
  • 7 nights min

$231

Details

1 / 27

Alberto

  • 8
  • 19
  • 1 night min

$2943

Details

1 / 36

Casale Pientina

  • 3
  • 8
  • Min stay varies

$272

Details

1 / 20

Villa Cappelli holiday vacation large villa rental italy, tuscany, near siena

  • 6
  • 12
  • 7 nights min

$920

Details

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8 bedroom Villa in Siena, Tuscany, Italy : ref 2022479

  • 8
  • 12
  • 7 nights min

$1316

Details

1 / 30

6 bedroom Villa in Pienza, Tuscany, Italy : ref 2266246

  • 6
  • 14
  • 7 nights min

$562

Details

1 / 30

7 bedroom Villa in Pienza, Siena, Toscana, Italy : ref 2020515

  • 7
  • 13
  • 7 nights min

$294

Details

1 / 28

6 bedroom Villa in Pienza, Tuscany, Italy : ref 1476001

  • 6
  • 14
  • 7 nights min

$563

Details

1 / 30

7 bedroom Apartment in Pienza, Val D orcia, Tuscany, Italy : ref 2386181

  • 7
  • 15
  • 7 nights min

$294

Details

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1 / 30

8 bedroom Villa in Pienza, Tuscany, Italy : ref 2266267

  • 8
  • 14
  • 7 nights min

$824

Details

1 / 28

6 bedroom Villa in Pienza, Siena Area, Tuscany, Italy : ref 2230411

  • 6
  • 10
  • 7 nights min

$898

Details

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7 bedroom Villa in Pienza, Tuscany, Italy : ref 2268309

  • 7
  • 15
  • 7 nights min

$307

Details

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Luxury Privacy in the Heart of Tuscany

  • 8
  • 16
  • 7 nights min

$1357

Details

1 / 24

Valdorcia

  • 6
  • 12
  • Min stay varies

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1 / 34

Villa Fonte all'Oppio Pienza

  • 7
  • 13
  • 7 nights min

$270

Details

1 / 20

Cypress Villa (v008)

  • 6
  • 13
  • 7 nights min

$473

Details

1 / 19

Stunning Villa near Pienza

  • 4
  • 10
  • 7 nights min

$211

Details

1 / 20

The Posting House (V040)

  • 7
  • 14
  • 7 nights min

$861

Details

1 / 30

Fontesenesi farmhouse Val'd'Orcia

  • 3
  • 9
  • Min stay varies

$529

Details

1 / 25

Poggio ai Gelsi, Lodge Melograno

  • 1
  • 2
  • 7 nights min

$98

Details

1
1 / 9

agriturismo Selvoli Porcupine

  • 3
  • 5
  • Min stay varies

$244

Details

2
1 / 24

Casa Oriolo

  • 3
  • 7
  • 5 nights min

$208

Details

1 / 20

The Spring (v024)

  • 6
  • 12
  • 7 nights min

$651

Details

1
1 / 9

Agriturismo Selvoli Owl

  • 1
  • 2
  • Min stay varies

$81

Details

1
1 / 22

Casale Reggello Tuscany Vacation Rental

  • 4
  • 8
  • 7 nights min

$394

Details

1 / 32

Az. Agricola Collosodo

  • 2
  • 4
  • Min stay varies

$207

Details

1
1 / 15

Agriturismo Selvoli Snail

  • 3
  • 6
  • Min stay varies

$253

Details

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1 / 57

Poggio ai Gelsi

  • 3
  • 8
  • 7 nights min

$296

Details

1 / 5

cacciamici

  • 1
  • 4
  • Min stay varies

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1 / 32

Farmhouse La Pieve - Apt La Loggia 9

  • 3
  • 6
  • 1 night min

$276

Details

1 / 18

VILLA IL GELSO

  • 5
  • 10
  • 7 nights min

$690

Details

2
1 / 23

The CIPRESSINI: Casale Toscano most photographed

  • 5
  • 10
  • 7 nights min

$559

Details

1 / 30

luxury villa few steps from Pienza

  • 8
  • 15
  • 7 nights min

$604

Details

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