Top Holiday Homes in Trequanda in 2026

A historic church with a checkered facade and a bell tower.

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Recommended hotels in Trequanda

A stone building with a courtyard and a canal.

1. Palazzo Brandano

Trequanda

Peter

2.050.902 ₫ total

includes taxes & fees

4 Nov - 5 Nov

A historic building with a tower, a courtyard, and a well-lit entrance.

2. Abbadia Sicille Relais

Trequanda

Robert

2.574.246 ₫ total

includes taxes & fees

17 Nov - 18 Nov

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

3. Borgo Sant'Ambrogio Resort

Trequanda

Doug

3.553.966 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A poolside area with two lounge chairs, a pergola, and a view of a pool and landscape.

4. Agriturismo SOLE

Trequanda

"A Tuscan Gem in the Heart of Val d’Orcia Agriturismo Sole was everything we hoped a stay in Tuscany would be—and more. From the moment we arrived, it felt warm, authentic, and incredibly peaceful. Surrounded by olive trees and the beautiful countryside of Val d’Orcia, it gives you that true Tuscan family-farm atmosphere while still being comfortable and beautifully designed. Our apartment was spacious, thoughtfully designed, and full of character. It had the charm you expect from the Tuscan...

Nelson

8.116.267 ₫ total

includes taxes & fees

8 Nov - 9 Nov

5. Cignella Resort

Trequanda

Lana

4.469.779 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A stone building with a gravel driveway and lush greenery.

6. Luxury resort in the Tuscan countryside

Trequanda

Kjell Audun

6.477.184 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A villa with a swimming pool, terraced garden, and a view of distant mountains.

7. Agriturismo Il Macchione

Pienza

YOUNG BAE

4.314.864 ₫ total

includes taxes & fees

10 Nov - 11 Nov

Two people sitting at a round table outdoors with a scenic view of mountains in the background.

8. Hotel Corsignano

Pienza

shane

3.499.333 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A narrow street with a yellow building on the left, a wooden structure in the background, and a row of white and pink flowers along the edge.

9. Hotel La Terrazza di Montepulciano

Montepulciano

Phillip

3.307.380 ₫ total

includes taxes & fees

22 Oct - 23 Oct

An aerial view of a vineyard estate with rows of grapevines, a swimming pool, and a red building.

10. Podere La Rocca

Montepulciano

Raheem

5.352.709 ₫ total

includes taxes & fees

24 Oct - 25 Oct

A rustic brick wall with a lantern and a metal archway overlooking a lush valley.

11. LaChiusa Tuscany

Torrita di Siena

"We had a very relaxing week-end there, enjoying the pool and the stunning views of Montepulciano and Monte Amiata. The restaurant is a stand out! We dined under the trees and loved the menu which is interesting, both traditional and creative…well executed and presented. The staff was attentive and professional. All for a very fair price! Would gladly go back! PS: awesome friendly cats around the property…for cat lovers!"