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Vacation Rentals & Villas in Pienza

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Price: high to low

Number of reviews

1,814 Houses

Maribelle 1

Pienza apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$105

Maribelle 2

Monticchiello apartment

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$131

Accommodation near Pienza Tuscany

Pienza apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$235

Villa Four Seasons

Pienza house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$260

Podere Osteria

Pienza apartment

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$448

Quiet farmhouse

Pienza villa

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$881

Price per night from

$896

Price per night from

$897

Villa Pienza

Pienza villa

8 bedrooms / 8 bathrooms / sleeps 14

Price per night from

$897

Villa Suriana

Pienza apartment

8 bedrooms / 8 bathrooms / sleeps 15

Responds fast! avg. 25 minutes

Price per night from

$1,213

Maribelle 3

Monticchiello villa

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$196

Agriturismo Chiancianello app. ' the SHACK '

Pienza apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$92

Stunning Villa near Pienza,swimming pool,garden,barbecue,children play-ground

Pienza villa

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 40 minutes

Price per night from

$234

Villa PoliFlora

Monticchiello apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$143

Dependance On Gamanzino

Monticchiello b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 12 minutes

Price per night from

$151

Delightful apartment

Monticchiello apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$66

NOBLE HOUSE IN THE FARM Pianoia

Monticchiello house

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$261

Pure 5 star Luxury in Tuscany-Jacuzzi-AC-wifi-S

Pienza apartment

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 53 minutes

Price per night from

$261

Anna Vittoria's home

Monticchiello house

3 bedrooms / 3 bathrooms / sleeps 5

Price per night from

$235

Il Torrino

Monticchiello apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$166

Bed And Breakfast Maria Gabriella (B&B)

Monticchiello b&b

4 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 1 hour 12 minutes

Price per night from

$118

Poggio ai Gelsi

Pienza lodge

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$601

Agriturismo Chiancianello OVEN

Pienza apartment

2 bedrooms / 6 bathrooms / sleeps 4

Price per night from

$183

La Torre di Carlo

Monticchiello tower

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$196

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

Pienza apartment

8 bedrooms / 10 bathrooms / sleeps 14

Responds fast! avg. 3 hours 40 minutes

Price per night from

$933

SOURCE AT THE OPPOSITE - SOURCE ALL OPPIO

Pienza villa

7 bedrooms / 5 bathrooms / sleeps 13

Price per night from

$588

The FLAT FIELD farmhouse in Val d'Orcia

Monticchiello apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$261

La Lanciotta (Affitto Turistico)

Monticchiello b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 12 minutes

Price per night from

$105

Poggio ai Gelsi, Lodge Melograno

Pienza lodge

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$177

Collosodo farmhouse with private pool

Monticchiello townhouse

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$248

Price per night from

$143

Podere Castelletto

Monticchiello villa

8 bedrooms / 7 bathrooms / sleeps 16

Price per night from

$1,026

Poggio ai Gelsi, Mulberry Lodge

Pienza lodge

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$255

AGRITURISMO LUCCIOLA BELLA

Pienza farmhouse

9 bedrooms / 8 bathrooms / sleeps 17

Price per night from

$96

The Grencaia Farmholiday near Pienza, Montepulciano

Pienza farmhouse

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$575

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

Monticchiello apartment

3 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$888

Responds fast! avg. 3 hours 40 minutes

Price per night from

$923

Podere Rigopesci relax in Val d'Orcia

Monticchiello b&b

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$131

Viewing 38 of 1,814
rentals in Pienza

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Top Destination reviews

Villa Four Seasons
Beautiful and relaxing

My husband and I stayed at La Terrazza for 5 days in June 2011, along with our children aged 11 and 15. We loved the apartment - especially al fresco dining on the balcony overlooking the pool. We loved walking down into the small village in the evenings for gelato and then coming home to watch the fireflies darting about the gardens. The apartment was perfect, the grounds of the farm were immaculate and the owners were kind and hospitable. We would definitely stay here again.see more
Maribelle 1
Perfect, charming, peaceful apartment in a stunning area

This apartment has all the conveniences and is situated in the beautiful small village of Monticchiello overlooking the Val d'Orcia. Comfortable beds, nicely equipped kitchen, thoughtfully appointed throughout. It is in one of the oldest buildings in the town and has retained the charm while providing conveniences. The owner, Barbara, speaks English and is friendly, kind and a great source of help and information on the area. The town has 2 wonderful restaurants and a small shop for staples making it possible to enjoy days without driving if you wish. It is close to Pienza, Montepulciano, Montalcino, Bagno Vignoni and many other hill towns. Conveniently located within driving distance of Florence, Rome, Siena, and both the adriatic and Mediterranean coasts The same owner has 2 other apartments nearby that make it possible for several couples to travel together but also have privacy. The price is very reasonable which, for us, has made longer stays possible. We love this area of Tuscany and stayed many other places before finding this beautiful place and now stay here every year.see more
Agriturismo Chiancianello OVEN
Great views

Me and my friends had an amazing stay! We wish we can go back soon. The place is clean, the landlords are very friendly (although they don't speak English so it's good that one of my friends did speak Italian). It's a bit far from the town so you must have a car or some kind of transportation in case you need anything. The overall stay and experience were greatsee more

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