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.
Aurum Firenze
Historic Centre of Florence
Price was CA $2,242, price is now CA $1,571 per person
CA $1,571
per person
May 24 - May 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
Breakfast was ok but we found it difficult to get healthy food. There seemed to be a finite amount of fruit and yogurt (managed to get a yogurt one morning out of four). That said we opted for 8 am breakfast and might have had more luck earlier. Hotel was well located and felt really secure. I would stay there again.
Reviewed on Apr 13, 2026
Precise Tale Poggio Alla Sala
Price was CA $4,250, price is now CA $2,657 per person
CA $2,657
per person
May 29 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.4/10 Exceptional! (124 reviews)
Absolutely an amazing stay. Very charming and well kept. Essentially a resort with a palatial feel. Loved walking the grounds and relaxing. Excellent restaurant, breakfast was included. The setting is quiet and beautiful. Will book again.
Reviewed on Apr 13, 2026
EXE Toscana
Lucca Historical Center
Price was CA $3,722, price is now CA $2,492 per person
CA $2,492
per person
May 19 - May 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
8.4/10 Very Good! (822 reviews)
Room was run down and the breakfast was included in the past but not now. Staff said that the name change and rebranding was meant to attract business people but there were no working outlets in the room and no usb or other charging outlets apart from one socket in the bathroom. Very inconvenient. The place was much nicer to stay at in the past 15 years but has been let down by its owners sadly.
Reviewed on Apr 14, 2026
The Moon Boutique Hotel & Spa
Historic Centre of Florence
Price was CA $3,279, price is now CA $2,287 per person
CA $2,287
per person
Jun 9 - Jun 13
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.6/10 Exceptional! (515 reviews)
Five STAR! Amazing Hotel! Spa Perfecto! Lovely Stay!
Reviewed on Apr 16, 2026
c-hotels Joy
Historic Centre of Florence
Price was CA $3,190, price is now CA $2,228 per person
CA $2,228
per person
May 24 - May 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9/10 Wonderful! (1,000 reviews)
Well located for the main train station and about a 15 minute walk to the Duomo. Friendly staff at all times. Comfortable room. Breakfast was free and okay.
Reviewed on Apr 4, 2026
Monticchiello Hotel Deals
Affitacamere Maria Gabriella
Via Marino Cappelli, 6 Pienza SI
9.8/10 Exceptional! (53 reviews)
This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing.
Reviewed on Nov 8, 2025
Relais Villa Grazianella - UNA Esperienze
Via Grazianella 5 Montepulciano SI
The price is CA $471 per night from Apr 20 to Apr 21
CA $471
CA $524 total
Apr 20 - Apr 21
includes taxes & fees
9.8/10 Exceptional! (284 reviews)
Absolutely breathtaking property. The staff was extremely welcoming and helpful. Truly such a beautiful experience. Highly recommend to anyone
Reviewed on Mar 21, 2026
Fonteverde Lifestyle & Thermal Retreat
Localita Terme, 1 San Casciano dei Bagni SI
Fully refundableReserve now, pay when you stay
The price is CA $593 per night from Apr 20 to Apr 21
CA $593
CA $659 total
Apr 20 - Apr 21
includes taxes & fees
9.4/10 Exceptional! (191 reviews)
Great place! Excellent service by everyone we encountered.
Reviewed on Feb 13, 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
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
CA $124
per adult
98% of travellers recommend
Seggiano: Guided Tour of the Olive Grove and Food Tasting
CA $40
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
CA $39
per adult
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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.
