Siena Private Holiday Homes

A historic town with terracotta-roof buildings, a prominent church, and a hilltop fortress.

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Our top choices for Siena holiday homes

A stone building with multiple windows and a chimney.

1. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

RM644 total

includes taxes & fees

2 Nov - 3 Nov

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

2. Casa Vacanze Le Case

San Gimignano

Andrew

RM438 total

includes taxes & fees

2 Nov - 3 Nov

A glass on a wooden table with a pool and a building in the background.

3. Apartment in Chianti With Pool ID 513

Casole d'Elsa

RM1,160 total

includes taxes & fees

12 Oct - 13 Oct

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Top Siena Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Beautiful hotel and very helpful staff. Excellent location in the heart of Siena. Disappointed with our hotel room. Not up to our expectations."

Piccolo Hotel Etruria

10/10 Excellent

"Great location near the plaza and many stores/restaurants. Everything works except for in room safe. No electric kettle even though I requested it. Good grocery store and coffee shop only steps away. Located in historic area and building. Big triple room and quiet setting and nice lounge on second floor. AC works well. I recommend this place and will stay there again. Richard from Canada."

Villa Scacciapensieri Boutique Hotel

10/10 Excellent

"This hotel was PERFECT for our honeymoon trip to Siena. It was peaceful and quiet, but still close enough to get to the city centre and the train station easily. The pool was a perfect oasis after hot days. The staff were so friendly and helpful. The terrace was a gorgeous place for a night cap at the end of the night. We would definitely stay here again."

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