Monticchiello Vacation Packages
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Your Monticchiello Vacation
Simplify your travel planning by booking a Monticchiello vacation package. One of the best neighborhoods to stay in this fascinating city is Macciano, which is great for walking and a lot more. If your trip to Monticchiello includes a little sightseeing, don't miss much-loved attractions like Pienza Cathedral, Palazzo Piccolomini and Historic Centre of Pienza. Check out Expedia's extensive range of travel options and start planning your ultimate vacation to Monticchiello today.
Top Monticchiello Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Boccioleto Resort&Spa
Price was CA $2,380, price is now CA $1,663 per person
CA $1,663
per person
Jul 5 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.2/10 Wonderful! (119 reviews)
Staff were very friendly and the rooms were clean and spacious!
Reviewed on Nov 17, 2025
Aurum Uffizi
Historic Centre of Florence
Price was CA $2,605, price is now CA $1,695 per person
CA $1,695
per person
Jul 13 - Jul 18
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
7.6/10 Good! (1,011 reviews)
Excellent hotel and staff customer service
Reviewed on May 20, 2026
Aurum Firenze
Historic Centre of Florence
Price was CA $2,592, price is now CA $1,689 per person
CA $1,689
per person
Jul 13 - Jul 18
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
The evening adter 10pm manager on duty was very helpful!!! He was able to assist and provide everything we needed.
Sorry, I don't remember his name.
Thank you!
Reviewed on May 19, 2026
The Moon Boutique Hotel & Spa
Historic Centre of Florence
Price was CA $3,229, price is now CA $2,223 per person
CA $2,223
per person
Jul 13 - Jul 18
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9.6/10 Exceptional! (539 reviews)
Beautiful place!!!! Super clean and rooms were a very good size. Front desk staff were extremely helpful. Gave get recommendations for restaurants and helped with travel to Rome. Breakfast was delicious. Great location. Would stay here again.
Reviewed on May 21, 2026
LHP River Club
Santa Croce
Price was CA $2,469, price is now CA $1,757 per person
CA $1,757
per person
Jul 5 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.4/10 Exceptional! (27 reviews)
Amazing hotel and amazing staff. We had the standard loft with a hot tub inside our bedroom! Loved it. Even though the reception is only open 9am-5pm, the hotel staff were very good at communicating with us through WhatsApp even when outside of these hours. The hotel feels very private. Love love love.
Reviewed on Apr 17, 2026
Monticchiello Hotel Deals
Affitacamere Maria Gabriella
Via Marino Cappelli, 6 Pienza SI
9.8/10 Exceptional! (56 reviews)
"We were looking to be close to Pienza, instead we discovered a treasure in Montechiello! We cannot say enough about how serene and beautiful this stay was!"
Reviewed on May 16, 2026
Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is CA $636 per night from Jun 7 to Jun 8
CA $636
CA $709 total
Jun 7 - Jun 8
includes taxes & fees
9.4/10 Exceptional! (136 reviews)
"Best hotel in city"
Reviewed on May 14, 2026
Castello di Velona Resort Thermal SPA & Winery
Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
The price is CA $1,083 per night from Jun 21 to Jun 22
CA $1,083
CA $1,208 total
Jun 21 - Jun 22
includes taxes & fees
9/10 Wonderful! (348 reviews)
"I cant think of a more perfect place to stay. It is a beautiful property, with a long history, in one of the most beautiful regions of the world. We had one of the more "basic" rooms but it was still luxurious and comfortable. Amenities were great and the food/wine was amazing. We had some logistical ..."
Reviewed on May 16, 2026
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.
Discover the most popular places to visit in Monticchiello
Pienza Cathedral
Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II.
Art Studio di Adelina Quadri
You can spend an afternoon browsing the exhibits at Art Studio di Adelina Quadri during your travels in Monticchiello. While you're here, you can savor the wineries.
What to do in Monticchiello
Montalcino, Montepulciano & Pienza day tour from Florence
CA $104
per adult
88% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
CA $176
per adult
98% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
