Pienza Vacation Homes

A historic square with a prominent tower and statues.

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Our top choices for Pienza holiday homes

An outdoor patio with a wooden pergola, a table with chairs, and potted plants.

1. Suite Gioconda - Podere Casa Rossa in Pienza

Pienza

Doug H.

HK$2,109 total

includes taxes & fees

12 Oct - 13 Oct

A kitchen with a granite countertop, a hanging pendant light, and a brick archway.

2. "Il Focolare" Superior Apartment in Monticchiello

Monticchiello

Dan

HK$1,072 total

includes taxes & fees

19 Oct - 20 Oct

A swimming pool with a wooden deck and lounge chairs, surrounded by a scenic landscape with hills and a clear sky.

3. Agritourism in val d'orcia

montalcino

HK$2,971 total

includes taxes & fees

24 Oct - 25 Oct

A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

4. Double room with private bathroom in the countryside 5 minutes from Montepulciano

Toscana

HK$1,424 total

includes taxes & fees

9 Oct - 10 Oct

A narrow street lined with stone buildings, some with wooden shutters, and potted plants.

5. Oasi del Borgo Montefollonico

Montefollonico

A narrow stone pathway leading through an old stone building with arched doorways and potted plants.

6. Romantic farm in the Sienese hills

Trequanda, Siena

"Zum positiven: Kommunikation mit dem Gastgeber war sehr gut und informativ. Check in war gut, Antonio der die Übergabe der Schlüssel und die Erläuterung zum Appartement machte sprach leider nur italienisch, aber er war sehr freundlich und mit Händen und Füßen funktionierte es gut. Das Apartment war wirklich sehr schön und mit Liebe zum Detail eingerichtet. Die Location war wirklich sehr schön.Nun zum negativen: An allen Fenstern der Unterkunft waren keine Fliegengitter angebracht was es...

Harald B.

HK$1,811 total

includes taxes & fees

9 Oct - 10 Oct

An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

7. Podere Belsogno-camera Lavanda

Montalcino

Johannes S.

HK$1,231 total

includes taxes & fees

14 Oct - 15 Oct

A stone building with a sign reading "Borgo di Mezzo".

8. The Gelda house, relax with a view

Castelnuovo dell'Abate

Lisa K.

HK$1,248 total

includes taxes & fees

18 Oct - 19 Oct

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Top Pienza Hotel Reviews

Hotel San Gregorio

8/10 Good

"Great location, clean room and communal space. We were disappointed that we were given a room with jacuzzi but no shower and refrigerator was broken. Overall a nice experience"

Agriturismo Il Macchione

8/10 Good

"We stayed at the olive Farmhouse across the street from the main property. Rooms were cozy and clean with some interesting toiletries to use (made from olive oil). The property also has a range of activities (extra) to choose from. Just a note that eventhough the farmhouse is close to the main property, you have to walk uphill to get to the property for breakfast or the pool. Also it is close to Pienza but on the north side (personally I think the south side is more picturesque). But overall, a good stay and property! Staff was very professional, friendly and always courteous"

Hotel Certosa Di Maggiano

10/10 Excellent

"Our stay for our honeymoon was amazing. We loved our room and we were upgraded to a suite because they had it available. All the staff were kind and helpful. They carried our luggage up two flights of stairs to our room, helped make reservations, called taxis for us, etc. The property was beautiful, maintained nicely, and was very quiet. Really have no complaints. To note it is outside of city Centre of Siena so you will need taxis back and forth to the city for meals etc. which can get quite pricey so just plan ahead. Our room could’ve been cleaned a little better in between each day but overall it was still very clean. We would definitely stay there again!!"

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