Monsigliolo Holidays from £203
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Your Monsigliolo Holiday
Book a Monsigliolo holiday package and get ready to experience the best of this lively city. Consider staying in the neighbourhood of Contrada Castello, which is great for dining, views and culture. Fill your itinerary with tours of Villa Bramasole, Piazza della Repubblica and Cathedral of Cortona, some of the top attractions you just have to see during your trip to Monsigliolo. Don't delay your visit to this city any longer. The ultimate Monsigliolo holiday is a couple of clicks away with Expedia.
Top Monsigliolo Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Cosmos
Historic Centre of Florence
£276
per person
4 Dec - 8 Dec
found 18 hours ago
Return flight included
London (LON) to Florence (FLR)
9/10 Wonderful! (146 reviews)
Overall, I had a decent stay at this hotel. The location is quite good and convenient for getting around. Most major landmarks are within about a 15–20 minute walk, which I didn’t find too bad at all.
The cleanliness was okay, but it could definitely be improved. I noticed some stains in the bathroom that looked like they may have been missed during cleaning.
There is only one elevator, but I appreciated having one rather than none, especially when carrying luggage. The walls are quite thin, so you can hear people using the elevator or walking and talking in the hallway from inside the room. This can be a little noisy at times.
On the positive side, the bed was comfortable and the staff were friendly and welcoming. Overall, it was an okay stay, especially considering the convenient location, but there is definitely room for improvement in cleanliness and soundproofing.
Reviewed on 28 Sept 2026
Hotel Duomo Firenze
Historic Centre of Florence
£357
per person
23 Nov - 27 Nov
found 1 day ago
Return flight included
Manchester (MAN) to Florence (FLR)
9.2/10 Wonderful! (1,004 reviews)
The room was tiny and everyone could hear every conversation in other rooms. The AC didn’t work and it was so hot in the room that we had to open the windows and then woke up covered in bug bites. Staff knocked on our door one night at 11pm to tell us someone complained about us being loud. We weren’t watching tv or anything, just laughing. The staff were kind of passive aggressive as well with every interaction. Wouldn’t go back.
Reviewed on 29 Sept 2026
The Moon Boutique Hotel & Spa
Historic Centre of Florence
£643
per person
29 Oct - 1 Nov
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
9.6/10 Exceptional! (592 reviews)
We totally loved our stay at this hotel. It’s an easy walk to all the main attractions. The spa is a major plus that we took advantage of. Really clean hotel. Really friendly staff. I would definitely recommend this property.
Reviewed on 28 Sept 2026
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 |
Top hotels in Monsigliolo
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
£523
30 Oct - 31 Oct
includes taxes & fees
9.8/10 Exceptional! (251 reviews)
"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"
Reviewed on 20 Sept 2026
Nuovo Etruria Resort
Via di S. Martino snc Montepulciano SI
Fully refundable
£109
28 Oct - 29 Oct
includes taxes & fees
9.2/10 Wonderful! (136 reviews)
"Todo estuvo perfecto, el hotel muy muy lindo, la piscina extraordinaria, la habitación Muy cómoda, el servicio impecable, pero no funcionó el wifi en la habitación. No nos dieron un early check in ni guardaron las maletas, así que nos tuvimos que ir a Montslcino y ya no pudimos usar la piscina. Pero ..."
Reviewed on 29 Sept 2026
Precise Tale Poggio Alla Sala
Via Di Poggio Alla Sala, 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
£449
7 Oct - 8 Oct
includes taxes & fees
9.6/10 Exceptional! (173 reviews)
"Great location, nice vineyards right out the door, lots of great restaurants nearby."
Reviewed on 25 Sept 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.
What to do in Monsigliolo
Montepulciano: Winery Tour and Tasting
£30
per adult
100% of travellers recommend
Oil museum and oil mill in Tuscany: tour and tasting
£17
per adult
Frequently asked questions
How much does a Monsigliolo travel package cost?
Our Monsigliolo packages, which start from just £203, are an awesome way to save loads of cash. Choose your favourite hotels, flights and rental car to create a custom-built itinerary.
If I'm not able to travel, can I cancel my Monsigliolo travel package?
Certainly, and we're here to help. You may be able to cancel and rebook your Monsigliolo travel package at no cost within 24 hours of booking. However, you may incur a fee from your hotel, airline or car rental company if you booked more than 24 hours ago. If your travel plans suddenly change, take a look at our Customer Service Portal for further information.
How do I get a cheap travel package to Monsigliolo?
Combine your bookings with Expedia to save big bucks on your next big adventure. With more than 550 airlines and 1,000,000 hotel options across the globe, your Monsigliolo travel package can be customized exactly to suit your travel style. With all those extra dollars, why not throw in one or two interesting activities and tours? It's an easy way to unlock even more discounts. The holiday you've always dreamed of in Monsigliolo is closer than you thought!
Does Expedia offer Book Now, Pay Later Monsigliolo holidays?
We do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in instalments. Simply choose the payment plan that suits you best during checkout and take away the stress of budgeting for your trip. Make sure you bundle your flights, hotel and car hire with Expedia to get the biggest bang for your buck. Take a look at our flexible payment options below:
- Pay monthly holidays: If paying small amounts each month works for you, Klarna can help. Paying in convenient monthly instalments will make your holiday dreams come true.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your trip across multiple transactions.
- Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan with Klarna.
Where should I stay in Monsigliolo?
Close to the action. Many visitors like to book hotels within easy reach of top sights, such as Cathedral of Cortona, Piazza della Repubblica and Museum of the Etruscan Academy.
What are the top hotels in Monsigliolo?
If it's your first time in Monsigliolo, make a reservation at Hotel Italia or Relais Villa Petrischio. Both will make you feel at home and are favourites among many savvy travellers.
How far in advance should I book my Monsigliolo holiday?
Smart travellers often book early. You can usually browse through international fares on Expedia up to a year before your flight. If you're booking last minute, fear not. Cheap prices sometimes appear in the last weeks before departure dates.
What does an Expedia Monsigliolo travel package include?
Flights, rental cars and hotels — we have them well covered. With Expedia, you can shape your Monsigliolo package just the way you want. All you have to do is decide exactly what you need. Once you've made your booking, you can add on extras like experiences and activities. The more you bundle, the more you save!
What should I know before booking a Monsigliolo travel package?
A travel package can be customized for your budget and is a fantastic way to stretch your hard-earned dollars. What you include is completely up to you. Hotels, rental cars and flights — decide on a combination that works with your plans.
Can I choose my airline with a Monsigliolo Expedia travel package?
Yes, you're in charge. We offer more than 550 partner airlines across the globe, so you can design your Monsigliolo getaway according to your budget and style.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
