Montecastelli Hotels from S$77

"Very beautiful spot in the heart of San Gimignano. Room was clean with all comforts. Staff has been very friendly and accommodating. To get here was a challenge and a bit difficult (use Google maps - Waze wouldn’t get us here) but it’s a lovely place to stay. "

"Everything was perfect. Life-changing stay! "

"Our suite was BEAUTIFUL! Decorated to a very high standard. We had our own terrace which was perfect. The restaurant was super accommodating as we had two fussy eaters with us (our children) they made them something that they would eat! Super grateful and the food was delish. Would recommend this beautiful hotel to everyone! Next time we stay we will make sure to try the pool! "

"Staying at Borgo Pignano was not just a vacation—it was a return to a slower, more meaningful way of living. Nestled high in the rolling Tuscan hills, this estate feels like a place out of time, where elegance, history, and nature blend seamlessly. From the moment we arrived, we were captivated by the sweeping views—olive groves, vineyards, and cypress trees stretching as far as the eye could see. The main villa, with its frescoed walls and centuries-old charm, set the tone for a stay that was both luxurious and deeply soulful. Every detail is thoughtful, from the refined, rustic design of the rooms to the organic bath products made right on the estate. We especially loved the infinity pool carved into the limestone—it offers one of the most stunning views in all of Tuscany. The food was exceptional—fresh, seasonal, and sourced from the property’s own biodynamic farm. Whether enjoying a multi-course meal at Villa Pignano or a wood-fired pizza under the stars at Al Fresco, every bite told a story of the land. But what truly made our stay unforgettable was the sense of peace and authenticity. The staff were gracious, warm, and quietly attentive—always there when you needed them, but never intrusive. Whether you’re exploring nearby hill towns, enjoying a wine tasting, or simply reading under the shade of an ancient oak, Borgo Pignano offers something rare: a space to reconnect—with nature, with beauty, and with yourself. If you’re dreaming of Tuscany, dream no further. "

"Our stay at Poderi Arcangelo in the rolling hills of San Gimignano was nothing short of magical. Surrounded by vineyards and olive groves, the views were the kind that stop you in your tracks – especially at sunset when the Tuscan hills glow gold. The food was exceptional every day, with authentic local flavours that made each meal a highlight. The staff were warm, welcoming and always tried their best to help, adding to the charm of the place. The location is perfect for exploring nearby treasures such as San Gimignano itself, Certaldo, and Volterra. One thing to note – a hire car is essential. Public transport is virtually non-existent here; we couldn’t get a bus at all and taxis, while available, were scarce and very expensive – we spent €400 on just three journeys. This isn’t the hotel’s fault, though it would have been helpful to know in advance. Also, while the property is beautiful, there’s no real indoor bar area for relaxing before or after dinner. There is an outdoor bar, but it only opens on weekends and closes at 18:00, so an early evening drink isn’t always possible. Despite this, we had seven days of bliss and would return in a heartbeat – next time with a hire car, ready to explore every corner of this stunning part of Tuscany. "

"Beautiful hidden gem in the Tuscan hills. Spectacular views, beautiful rooms. Can’t wait to be back and stay longer"

"We loved the area and everything about this hotel, food to the cleanest pool I’ve been in. All staff were so pleasant. Perhaps the bed needs updating as we had to add blankets under the mattress to stop rolling off either side🙂"

"Its really great for relaxing .."

"Wonderful single room with balcony. Great breakfast, polite and friendly staff, and a breakfast room with the most amazing views. Would definitely stay here again. "