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Vacation Rentals & Villas in Pienza

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Price: high to low

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2,845 Houses

Maribelle 1

Pienza apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$104

Maribelle 2

Monticchiello apartment

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$117

Accommodation near Pienza Tuscany

Pienza apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$234

Villa Four Seasons

Pienza house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$258

Podere Osteria

Pienza apartment

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$258

Quiet farmhouse

Pienza villa

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$963

Country farmhouse

Pienza villa

8 bedrooms / 8 bathrooms / sleeps 14

Price per night from

$963

Price per night from

$631

Price per night from

$539

Price per night from

$707

Villa Pienza Large Italian villa rental in Pienza near Siena - Tuscany

Pienza house

6 bedrooms / 7 bathrooms / sleeps 12

Price per night from

$1,800

Price per night from

$223

Romantica

Pienza villa

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$781

Price per night from

$631

Villa Pienza

Pienza villa

8 bedrooms / 8 bathrooms / sleeps 14

Price per night from

$665

private

Pienza villa

8 bedrooms / 8 bathrooms / sleeps 14

Price per night from

$781

Villa Pamina holiday vacation large villa rental italy, tuscany, near siena, pie

Monticchiello house

7 bedrooms / 8 bathrooms / sleeps 14

Price per night from

$596

Price per night from

$430

Villa Suriana

Pienza apartment

8 bedrooms / 8 bathrooms / sleeps 15

Responds fast! avg. 46 minutes

Price per night from

$853

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

Monticchiello house

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$1,103

Maribelle 3

Monticchiello villa

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$156

Luxury villa Cecoro

Pienza villa

6 bedrooms / 7 bathrooms / sleeps 12

Price per night from

$2,200

Appartamento LA CORTE ANTICA

Pienza house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$130

Agriturismo Chiancianello app. ' the SHACK '

Pienza apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$91

"Inverno" apartment

Pienza apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$91

Stunning Villa near Pienza

Pienza villa

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 57 minutes

Price per night from

$237

Villa PoliFlora

Monticchiello apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$118

Dependance On Gamanzino

Monticchiello b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 4 minutes

Price per night from

$149

Delightful apartment

Monticchiello apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 35 minutes

Price per night from

$65

NOBLE HOUSE IN THE FARM Pianoia

Monticchiello house

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$259

Back Home-Apartment in Pienza

Pienza apartment

2 bedrooms / 1 bathroom / sleeps 7

Price per night from

$98

Studio la corte antica

Pienza apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$91

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

Pienza apartment

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 26 minutes

Price per night from

$259

Anna Vittoria's home

Monticchiello house

2 bedrooms / 3 bathrooms / sleeps 5

Price per night from

$260

"Primavera" apartment

Pienza apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$91

Il Torrino

Monticchiello apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$165

"Autunno" apartment

Pienza apartment

1 bedroom / 1 bathroom / sleeps 5

Price per night from

$111

Bed And Breakfast Maria Gabriella (B&B)

Monticchiello b&b

4 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 3 hours 4 minutes

Price per night from

$117

Viewing 38 of 2,845
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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