Pienza Vacation Home Rentals from CA $128: Search Top Private Vacation Homes for Rent

A historic square with a prominent tower and statues.

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Our top choices for Pienza vacation homes

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

1. "Il Focolare" Superior Apartment in Monticchiello

Monticchiello

Dan

CA $194 total

includes taxes & fees

Oct 19 - Oct 20

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

2. Suite Gioconda - Podere Casa Rossa in Pienza

Pienza

Doug H.

CA $381 total

includes taxes & fees

Oct 27 - Oct 28

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

CA $539 total

includes taxes & fees

Oct 20 - Oct 21

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

CA $254 total

includes taxes & fees

Oct 18 - Oct 19

A narrow stone alley with potted plants and benches.

5. The House of Alice, charm and relaxation

Montalcino (SI)

Robert S.

CA $324 total

includes taxes & fees

Nov 1 - Nov 2

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.

CA $324 total

includes taxes & fees

Oct 20 - Oct 21

A terrace with a table set for breakfast, overlooking a mountainous landscape.

7. Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views

Castelnuovo dell'Abate

CA $257 total

includes taxes & fees

Oct 19 - Oct 20

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

8. The Gelda house, relax with a view

Castelnuovo dell'Abate

Lisa K.

CA $226 total

includes taxes & fees

Oct 23 - Oct 24

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Top Pienza Hotel Reviews

Hotel Corsignano

10/10 Excellent

"Our stay at the Corsignano in Pienza was perfect. Everything here was top notch and I would definitely stay here again and recommend this place to anyone. Pienza was the perfect home base to take day trips and see Tuscany. Loved the Instagram video that helped us find the spot where Gladiator was taped!"

Podere Spedalone

8/10 Good

"The shower drain was not adequate and bath room as well as into bedroom pooled with water. Had to use shower with very low flow. No coffee machine in the room, one machine in breakfast room which staff only operated starting at 8;00am. Definitely a minus as wanted coffee earlier, and like to still be in pajamas in room. Pillows were flat and not supportive of neck or head. One mile of very bumpy road leading to property. Lots of flies around due to chickens and sheep on property. Room would be quite warm in summer"

Tenuta Santo Pietro

10/10 Excellent

"Tenuta Santo Pietro is truly a hidden gem, but what makes it so special is Bertina. She is, without a doubt, one of the most wonderful people I have ever encountered in all my years of traveling. Her warmth, kindness, attentiveness, and genuine love for what she does made our entire stay unforgettable. She goes above and beyond in every way and makes you feel so welcomed and cared for. I honestly cannot say enough wonderful things about her! The property is beautiful, the rooms are spacious, and the beds are incredibly comfortable. The restaurant is also absolutely incredible. After 10 days traveling throughout Italy, some of our favorite meals of the entire trip were here. From the exceptional wine to the pasta, desserts, and everything in between, every meal felt special. Tenuta Santo Pietro is a magical place, and Bertina is the heart of it. She made our stay truly unforgettable, and I cannot wait to return. I only hope she will be there to welcome us again. I have stayed in many wonderful places, but it is rare to meet someone who leaves such a lasting impression. Bertina is an absolute gem, and this property is so lucky to have her!"

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"

Find out more about Pienza

Pienza Vacation Homes information

Number of reviews	51
Accommodation	1161 Vacation Homes
Lowest Price	CA $128
Highest Price	CA $1,425

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Our top choices for Pienza vacation homes

1. "Il Focolare" Superior Apartment in Monticchiello