Monsigliolo Holidays from AU$2,536

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Your Monsigliolo Holiday

With plenty of highlights as well as some hidden gems, this city is best explored with a Monsigliolo holiday package. Find a place to stay in Contrada Castello, which is great for dining, views and culture. Fill your itinerary with visits to Villa Bramasole, Cathedral of Cortona and Piazza della Repubblica, some of the top attractions you shouldn't miss during a trip to Monsigliolo. Whoever you're going away with and whatever you want to spend, your ultimate Monsigliolo holiday is just clicks away with Expedia.

The Latest Monsigliolo Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Villa Campestri Olive Oil Resort

Villa Campestri Olive Oil Resort

4 out of 5
per person
21 May - 25 May
found 1 day ago
Return flight included
Sydney (SYD) to Florence (FLR)
9.4/10 Exceptional! (205 reviews)
The only word I can use is WOW. It resumes everything you may expect out of a trip to deep Italy.

Reviewed on 2 Nov. 2024

IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
San Lorenzo
per person
21 May - 25 May
found 1 day ago
Return flight included
Sydney (SYD) to Florence (FLR)
9.6/10 Exceptional! (662 reviews)
Absolutely beautiful hotel, well located to the Duomo. Staff incredibly friendly and helpful, breakfasts delicious. Great sized room with a big comfortable bed. Having a laundry on site was a bonus.

Reviewed on 27 Feb. 2025

Ruby Bea Hotel Florence

Ruby Bea Hotel Florence

4 out of 5
San Lorenzo
per person
21 May - 25 May
found 1 day ago
Return flight included
Sydney (SYD) to Florence (FLR)
9.4/10 Exceptional! (116 reviews)
Hotel is so beautiful and modern. We had the room with the stairs leading up to the loft. My kids loved it so close to transportation too will definitely stay again.

Reviewed on 27 Feb. 2025

Eden Rock Resort

Eden Rock Resort

4 out of 5
per person
21 May - 25 May
found 1 day ago
Return flight included
Sydney (SYD) to Florence (FLR)
9.8/10 Exceptional! (103 reviews)
We arrived late {1030pm} with only one night stay due to airline cancellations, but Sylvia at the front desk was more than willing to help us in any way possible. Room is huge & modern, incredibly view. Breakfast :delightful staff, many options, incredible coffee! Clash check out with a nice man who helped us out with our luggage on a rainy day!

Reviewed on 4 Oct. 2024

Hotel Villa Dei Bosconi

Hotel Villa Dei Bosconi

3 out of 5
per person
21 May - 25 May
found 1 day ago
Return flight included
Sydney (SYD) to Florence (FLR)
8.8/10 Excellent! (136 reviews)
Great location and an amazing view

Reviewed on 18 Jun. 2024

Monsigliolo Holiday

Monsigliolo Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Max Temp Winter
7ºC
Max Temp Summer
27ºC
Top Sights
Cathedral of Cortona, Signorelli Theatre and Palazzo Comunale

Our pick of the best Monsigliolo Hotel Deals

Albergo San Biagio
Albergo San Biagio
3 out of 5
Via San Bartolomeo 2, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is AU$157 per night from 7 Mar to 8 Mar
AU$157
includes taxes & fees
7 Mar - 8 Mar
8.4/10 Very Good! (151 reviews)
Great value!
"Lovely hotel in a convenient location for us to park. We opted to eat in the restaurant and it was delicious, same for breakfast, very good indeed and excellent value. Only stayed one night but we will definitely stay again."

Reviewed on 17 Feb. 2025

Albergo San Biagio
Precise Tale Poggio Alla Sala
Precise Tale Poggio Alla Sala
5 out of 5
Via Poggio alla Sala 10, Montepulciano, SI
9.4/10 Exceptional! (75 reviews)
"Everything and everyone was spot on. Driveway needs repair"

Reviewed on 16 Dec. 2024

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Precise Tale Poggio Alla Sala
Hotel Relais II Chiostro di Pienza
Hotel Relais II Chiostro di Pienza
4 out of 5
Corso Rossellino 26, Pienza, SI
8.6/10 Excellent! (543 reviews)
Good stay
"Needed an extra night and got a room through Hotels.com. Was there for a wedding. The room was small but the location was where I wanted to be and the breakfast was very good."

Reviewed on 29 Sep. 2024

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Hotel Relais II Chiostro di Pienza
See all 5,270 properties in Monsigliolo
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
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beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Monsigliolo holiday package cost?
You can pick up a holiday package to this top destination from AU$2,536 on Expedia. However, how much your holiday to Monsigliolo costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Monsigliolo?
January, February and March are great times to look for cheap Monsigliolo holiday packages. Opting to travel in quieter periods means you’ll typically find reduced prices on flights and hotels.
How many days is enough for Monsigliolo?
The ideal duration of your Monsigliolo holiday depends on what you’d like to do and see. Typically, a handful of days to a week will give you enough time to tick off all the main attractions and explore some hidden gems along the way.
How to find the best Monsigliolo package deals?
Use Expedia’s handy filters to help you find some of the best Monsigliolo package deals. When you begin your search, simply set your maximum budget and then sort the results by “Price: low to high.” If you’re looking to save, plan your break for midweek, or look for Monsigliolo package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it’s typically best to book your holiday package as soon as possible.
Is it cheaper to book a Monsigliolo holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You’ll usually score a better deal than booking each component individually. And you’ll still enjoy the flexibility to create a tailored Monsigliolo holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Monsigliolo?
Land amazing discounts by reserving your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Monsigliolo adventure.
How to plan a trip to Monsigliolo?

  1. Choose when to travel: Check your diary and get your bags packed. Your preferred time of year and the activities available will also help you decide when to visit Monsigliolo.
  2. Budget wisely: On top of the price of your hotel, you’ll need to consider other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected costs that could arise during your trip to Monsigliolo.
  3. Determine how many days away: Start by listing all the attractions and activities you’d like to experience in Monsigliolo. Then, estimate how long you’ll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customised Monsigliolo holiday package.

Discover the most popular places to visit in Monsigliolo

Farneta Abbey

Find out about the history of Farneta when you take a trip to Farneta Abbey. While you're here, you can savour the wineries.

Farneta Abbey

What to do in Monsigliolo

Tuscany: Sanctuary of La Verna Day Tour Private Tour

Tuscany: Sanctuary of La Verna Day Tour Private Tour

AU$775
per traveller
Tuscany: Sanctuary of La Verna Day Tour Private Tour
Cortona

Cortona Private Guided Tour

AU$429
per traveller
Cortona Private Guided Tour
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

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

AU$163
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
See all activities in Monsigliolo
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.