Monticchiello Holidays

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Top Flight + Hotel Deals in Monticchiello

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

LHP Certaldo Resort

5 out of 5
Save 100% on your flight
Price was €1,012, price is now €600 per person
€600
per person
30 Sept - 6 Oct
found 20 hours ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.2/10 Wonderful! (532 reviews)
nice property

Reviewed on 30 Jun 2026

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was €1,872, price is now €983 per person
€983
per person
30 Sept - 6 Oct
found 20 hours ago
Return direct flight included
Knock (NOC) to Florence (FLR)
7.4/10 Good! (1,008 reviews)
Good service and the room was clean

Reviewed on 10 Jul 2026

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
Save 100% on your flight
Price was €1,385, price is now €803 per person
€803
per person
30 Sept - 6 Oct
found 20 hours ago
Return flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (415 reviews)
Wonderful property, amazing hosts. 20 minutes outside of Florence center-easy to get a taxi. My family loved everything about our stay here!

Reviewed on 7 Jul 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was €2,389, price is now €1,435 per person
€1,435
per person
10 Aug - 15 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (147 reviews)

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Cortona Old Town
Save 100% on your flight
Price was €4,030, price is now €2,465 per person
€2,465
per person
30 Sept - 6 Oct
found 20 hours ago
Return flight included
Dublin (DUB) to Florence (FLR)
10/10 Exceptional! (290 reviews)
Best staff. The breakfast was phenomenal. The spa surreal. The sunset view unreal.

Reviewed on 11 Jul 2026

Top hotels in Monticchiello

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella

Via Marino Cappelli, 6 Pienza SI
9.8/10 Exceptional! (63 reviews)
"Great location and the hosts were nice"

Reviewed on 24 Jun 2026

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Affitacamere Maria Gabriella
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is €538 per night from 5 Aug to 6 Aug
€538
5 Aug - 6 Aug
includes taxes & fees
Precise Tale Poggio Alla Sala
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

3 out of 5
Strada Provinciale 146 di Chianciano San Quirico d'Orcia SI
Fully refundableReserve now, pay when you stay
The price is €186 per night from 12 Jul to 13 Jul
€186
12 Jul - 13 Jul
includes taxes & fees
9.2/10 Wonderful! (92 reviews)
"Our stay at Casanova Panoramic Rooms was absolutely wonderful. The room was beautiful, spotless, and the view was simply breathtaking. The entire check-in process was smooth and welcoming, and having convenient parking made everything even easier. We also loved the restaurant—the food was delicious, ..."

Reviewed on 7 Jul 2026

Casanova - Panoramic Rooms and Suites
See all 4,148 properties in Monticchiello
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.

Stay near popular Monticchiello attractions

Art Studio di Adelina Quadri

You can spend an afternoon exploring the galleries in Art Studio di Adelina Quadri during your travels in Monticchiello. While you're here, you can savour the wineries.
See properties

What to do in Monticchiello

Montepulciano Gran Tour

Montepulciano Gran Tour

€15
per adult
Montepulciano Gran Tour
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

€94
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montalcino, Pienza & Montepulciano Wine & Food Tour

Val d’Orcia Wine Tour with Lunch & Brunello

€119
per adult
84% of travellers recommend
Val d’Orcia Wine Tour with Lunch & Brunello
See all activities in Monticchiello

Frequently asked questions

How much does a Monticchiello holiday package cost?
You'll find cheap prices from €600 on Expedia for your Monticchiello break. However, factors like the season, choice of hotel and length of stay will determine how much your holiday to Monticchiello costs.
What are the cheapest months to go to Monticchiello?
The off-season is the best time to visit Monticchiello if you're hoping to keep costs down. Another tip for getting cheap Monticchiello holiday packages? Try to avoid visiting during public holidays and any major festivals or events.
How many days is enough for Monticchiello?
With a well-organised travel plan, you can easily tick off the top Monticchiello sights in a few days. But if you'd like to discover hidden spots or go on day tours, think about booking your Monticchiello holiday for longer.
How to find the best Monticchiello package deals?
Use Expedia's handy filters to find some terrific Monticchiello package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Monticchiello package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Monticchiello holiday as a package?
You can enjoy significant savings on your Monticchiello escape by booking a tailored holiday package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Monticchiello?
If you have your Monticchiello holiday dates locked in, book as early as you can to score some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Monticchiello?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Monticchiello.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and meals to flights and experiences. Your accommodation will likely be the largest expense during your trip to Monticchiello.
  3. Determine how many days away: Start by making a list of all the activities and sights you'd like to experience in Monticchiello. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalised Monticchiello holiday package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.