Pienza Country Houses

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Our top choices for Pienza country houses

A swimming pool with a stone wall and a bench, surrounded by lights.

1. Cordella in Montalcino Wine Resort

Montalcino

Marcelo

HK$644 total

includes taxes & fees

18 Oct - 19 Oct

A stone building with a garden and outdoor seating area.

2. La Tresa Country Living

Montepulciano

"Un vrai coup de cœur. Logement pour nous tout seuls, au calme total dans la campagne toscane, loin de tout et des touristes. Ancienne ferme magnifiquement restaurée, décoration typique et authentique. Le bruit des insectes, la nature tout autour. La propriétaire est vraiment arrangeante. On a eu de la chance d'y être seuls. Seul bémol , les lits sont un peu fermes et pas eu d'eau chaude, mais en été ça ne dérange pas du tout, ça fait partie de la campagne."

Mickael

HK$886 total

includes taxes & fees

1 Nov - 2 Nov

A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.

3. Fattoria Pieve a Salti

Montalcino

Marko

HK$1,122 total

includes taxes & fees

1 Nov - 2 Nov

A spacious living room with a leather sofa, a wooden coffee table, and a view through large arched windows.

4. Relais Villa Grazianella - UNA Esperienze

Montepulciano

Alisa

HK$1,879 total

includes taxes & fees

8 Nov - 9 Nov

A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

5. Podere Brizio

Montalcino

Aseem

HK$1,788 total

includes taxes & fees

31 Oct - 1 Nov

A group of chefs in white hats and aprons preparing food at a long table with a view of a mountainous landscape.

6. Porsenna Resort

Castiglione del Lago

Jonathan

HK$1,066 total

includes taxes & fees

28 Oct - 29 Oct

A room with a view of a vineyard, a table with cups and saucers, and a window with curtains.

7. Wine Estate Paradiso di Cacuci

Montalcino

Tony

HK$2,418 total

includes taxes & fees

24 Oct - 25 Oct

A pool surrounded by lavender and yellow flowers, with a stone wall and a building in the background.

8. Podere San Giuseppe

Castiglione del Lago

Timothy

HK$1,006 total

includes taxes & fees

12 Nov - 13 Nov

A bedroom with a bed, a bedside table with a lamp, a window with curtains, and a wall-mounted air conditioner.

9. Vecchio Casale Quercetino

Castel del Piano

HK$971 total

includes taxes & fees

14 Oct - 15 Oct

A dining area with a table set for four, chairs, a television mounted on the wall, and a cabinet with glass doors.

10. L'Aia di Argia

Monteroni d'Arbia

mario

HK$667 total

includes taxes & fees

17 Oct - 18 Oct

A large estate with multiple buildings, a swimming pool, and surrounding green fields.

11. Casale Serena 1912

Fabro

wayne

HK$1,020 total

includes taxes & fees

2 Nov - 3 Nov

A stone building with a wooden door and a stone archway, surrounded by a garden with flowers and shrubs.

12. I Borghi dell'Eremo

Piegaro

HK$2,705 total

includes taxes & fees

3 Nov - 4 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.

13. Country House Podere Casorbica

Cortona

Kristie

HK$899 total

includes taxes & fees

21 Oct - 22 Oct

A rustic stone building with a patio and outdoor seating area, surrounded by greenery and hills.

14. Farmer's Room - Double bedroom breakfast included

Chiusi

monique b.

HK$837 total

includes taxes & fees

1 Nov - 2 Nov

15. Palazzo Tiglio - A Small Luxury Hotels of the World

Bucine

David

HK$2,180 total

includes taxes & fees

2 Nov - 3 Nov

A rustic stone building with a tiled roof, surrounded by lush greenery and tall trees.

16. Agriturismo Il Sentiero

Acquapendente

Volkan

HK$524 total

includes taxes & fees

3 Nov - 4 Nov

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Top Pienza Hotel Reviews

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"

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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