Name: Hotel Relais II Chiostro di Pienza
Price range: CA $115
Rating: 8.8

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Your Montisi Vacation

Let our vacation packages to Montisi inspire your next escape. There's lots to love about this exciting city, starting with the neighborhood of Pozzo, which is good for views and nature. Every trip to Montisi needs a well-crafted itinerary. Fill yours with big-name attractions like Monte Oliveto Maggiore Abbey, Museo del Tartufo and Bosco della Ragnaia. Don't delay your visit to this city any longer. Your dream Montisi vacation is a few clicks away with Expedia.

Top Montisi Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Eurostars Florence Boutique

Historic Centre of Florence

CA $1,938

per person

May 23 - May 28

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Florence (FLR)

8.6/10 Excellent! (483 reviews)

The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on Dec 13, 2025

Relais Uffizi, Tailor made Hotel

Historic Centre of Florence

CA $3,027

per person

May 19 - May 24

found 2 days ago

Roundtrip flight included

Montreal (YUL) to Florence (FLR)

9.4/10 Exceptional! (127 reviews)

The room was stunning, it was large, the bed was comfy and the design was unique. Staff were very friendly and helpful.

Reviewed on Feb 26, 2026

Bernini Palace

Historic Centre of Florence

CA $4,725

per person

May 17 - May 23

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Florence (FLR)

9.8/10 Exceptional! (1,007 reviews)

Our favorite in Florence. The staff is very friendly and helpful. We went to Cortona for a week and bookended our stay at Bernini. The staff arranged for us to pick up and drop off a rental car at the hotel, made everything super easy. Can’t say enough great things.

Reviewed on Mar 15, 2026

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

CA $2,334

per person

May 17 - May 23

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Florence (FLR)

8.8/10 Excellent! (967 reviews)

Fantastic location for everything whilst not being in the middle of it all. The staff were all lovely and everything super clean. Only issue was the aircon didn't work and we couldn’t open the windows due to mosquitoes (discovered this after the first night with it open - didn’t make that mistake again!). It’s quite an unusual interior with a tiny lift and lots of stairs so just be aware of that - it didn’t bother us though, we loved the charm.

Reviewed on Mar 12, 2026

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Montisi Hotel Deals

Palazzo Ravizza

Pian dei Mantellini 34 Siena SI

Fully refundableReserve now, pay when you stay

CA $147

CA $170 total

Mar 17 - Mar 18

includes taxes & fees

9.4/10 Exceptional! (760 reviews)

Beautiful, quiet and clean. Nice break from the bustle of Florence. Location is on the other side of the transition stop so get an uber if you have a lot luggage, otherwise it’s about a 35 minute walk if yo have a backpack. Because it’s on the other side, the hotel has a lovely garden with a view ...

Reviewed on Mar 8, 2026

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR

Fully refundableReserve now, pay when you stay

CA $364

CA $407 total

Mar 29 - Mar 30

includes taxes & fees

Hotel Relais II Chiostro di Pienza

Corso Rossellino 26 Pienza SI

Fully refundableReserve now, pay when you stay

CA $115

CA $136 total

Mar 17 - Mar 18

includes taxes & fees

8.8/10 Excellent! (635 reviews)

A little tired, extremely clean, with an amazing staff

Reviewed on Jan 1, 2026

See all 4,928 properties in Montisi

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.