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 $2,438, price is now CA $1,578 per person
CA $1,578
per person
Oct 24 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
7.6/10 Good! (1,008 reviews)
Close to centre of Florence, room ok, clean
Reviewed on Aug. 28, 2025
Aurum Uffizi
Historic Centre of Florence
Price was CA $2,632, price is now CA $1,665 per person
CA $1,665
per person
Oct 24 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
7.8/10 Good! (1,004 reviews)
Very clean, aircon definitely welcome in summer temperatures, breakfast buffet very good. All within walkable distance of the Palazzo Vecchio and other attractions.
Reviewed on Aug. 30, 2025
Palazzo Firenze by Baglioni Hotels & Resorts
Historic Centre of Florence
Price was CA $7,427, price is now CA $5,216 per person
CA $5,216
per person
Oct 16 - Oct 21
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.4/10 Exceptional! (232 reviews)
Gorgeous boutique hotel, like museum
Beautiful rooms!!! Thank you Giovanni for all ur help and knowledge organizing everything for us, and breakfast waiters were great!!!
Reviewed on Aug. 21, 2025
Hotel Balestri
Historic Centre of Florence
Price was CA $3,093, price is now CA $2,183 per person
CA $2,183
per person
Oct 16 - Oct 21
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (988 reviews)
Great staff, clean, convenient location
Reviewed on Aug. 28, 2025
Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
Price was CA $2,535, price is now CA $1,837 per person
CA $1,837
per person
Oct 16 - Oct 21
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
8.8/10 Excellent! (905 reviews)
Loved the rooftop restaurant and the location for shops and tours
Reviewed on Aug. 24, 2025
Monticchiello Hotel Deals
Hotel Relais II Chiostro di Pienza
Corso Rossellino 26, Pienza, SI
The price is CA $136 per night from Sep 8 to Sep 9
CA $136
CA $159 total
Sep 8 - Sep 9
includes taxes & fees
Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is CA $671 per night from Sep 8 to Sep 9
CA $671
CA $747 total
Sep 8 - Sep 9
includes taxes & fees
Hotel Panoramic
Via di Villa Bianca, 8, Montepulciano, SI
The price is CA $71 per night from Oct 1 to Oct 2
CA $71
CA $109 total
Oct 1 - Oct 2
includes taxes & fees
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
4.5/5(32 reviews)
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
Photography Guided Tour in the Heart of Val D'Orcia and Tuscany
CA $401
per traveller
Pienza: Private Walking Tour with Tuscan Tasting Experience
CA $554
per traveller
Pienza & Montepulciano Small Group Tour from Siena
CA $289
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.