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Vacation Rentals & Villas in Pienza

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2,336 Houses

Maribelle 1

Pienza apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$115

Maribelle 2

Monticchiello apartment

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$136

Accommodation near Pienza Tuscany

Pienza apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$257

Villa Four Seasons

Pienza house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$271

Quiet farmhouse

Pienza villa

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$952

Villa Suriana

Pienza apartment

8 bedrooms / 8 bathrooms / sleeps 15

Responds fast! avg. 1 hour 48 minutes

Price per night from

$963

Price per night from

$710

Villa Pienza

Pienza villa

8 bedrooms / 8 bathrooms / sleeps 14

Price per night from

$713

Price per night from

$710

Maribelle 3

Monticchiello villa

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$172

LA CORTE ANTICA APPARTAMENTO LA LOGGIA

Pienza house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$144

Agriturismo Chiancianello app. ' the SHACK '

Pienza apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$100

NOBLE HOUSE IN THE FARM Pianoia

Monticchiello house

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$286

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

Pienza apartment

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 31 minutes

Price per night from

$217

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

Pienza villa

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 0 minutes

Price per night from

$250

Dependance On Gamanzino

Monticchiello b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 31 minutes

Price per night from

$157

Back Home-Apartment in Pienza

Pienza apartment

2 bedrooms / 1 bathroom / sleeps 7

Price per night from

$108

Villa PoliFlora

Monticchiello apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$135

Delightful apartment

Monticchiello apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$68

LA CORTE ANTICA MONOLOCALE IL ROCCHETTO

Pienza apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$101

Anna Vittoria's home

Monticchiello house

3 bedrooms / 3 bathrooms / sleeps 5

Price per night from

$272

La Torre di Carlo

Monticchiello tower

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$204

Agriturismo Chiancianello OVEN

Pienza apartment

2 bedrooms / 6 bathrooms / sleeps 4

Price per night from

$200

La Lanciotta (Affitto Turistico)

Monticchiello b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 31 minutes

Price per night from

$109

Il Torrino

Monticchiello apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$181

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

Pienza apartment

8 bedrooms / 10 bathrooms / sleeps 14

Responds fast! avg. 1 hour 40 minutes

Price per night from

$1,075

The FLAT FIELD farmhouse in Val d'Orcia

Monticchiello apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$286

Bed And Breakfast Maria Gabriella (B&B)

Monticchiello b&b

4 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 31 minutes

Price per night from

$123

Poggio ai Gelsi

Pienza lodge

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$630

SOURCE AT THE OPPOSITE - SOURCE ALL OPPIO

Pienza villa

7 bedrooms / 5 bathrooms / sleeps 13

Price per night from

$432

Rigopesci farm in the heart of Val d'Orcia.

Monticchiello b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$129

Farm Cavarciano - Private Room 6

Pienza house

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$172

Poggio ai Gelsi, Lodge Melograno

Pienza lodge

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$185

Collosodo farmhouse with private pool

Monticchiello townhouse

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$261

Podere Castelletto

Monticchiello villa

8 bedrooms / 7 bathrooms / sleeps 16

Price per night from

$1,058

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

Monticchiello apartment

3 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$984

AGRITURISMO LUCCIOLA BELLA

Pienza farmhouse

9 bedrooms / 8 bathrooms / sleeps 17

Responds fast! avg. 3 hours 22 minutes

Price per night from

$105

two-room apartment in a farmhouse I Casali Osteria

Pienza apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$97

Viewing 38 of 2,336
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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