Monsigliolo Holidays from £292

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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.
Giovanni Rooms Manarola

Giovanni Rooms Manarola

1 out of 5
per person
18 Sept - 22 Sept
found 17 hours ago
Return flight included
London (LON) to Pisa (PSA)
8/10 Very Good! (86 reviews)
This property is in the centre of Manarola. A lovely, well-looked-after place. If you want to experience waking up in this amazing part of the world, we recommend this location.

Reviewed on 26 Apr 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
per person
10 Oct - 17 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
7.6/10 Good! (1,007 reviews)
Hotel is well located but in a very busy street, HORRIBLE BREAKFAST SERVICE, but with a nice view

Reviewed on 6 Aug 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
per person
10 Oct - 17 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
Hands down the best place we have stayed. They accommodated to go breakfasts for our tours, arranged taxis, made cappuccino when we were heading out the door. Wonderful experience

Reviewed on 6 Jun 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
per person
18 Oct - 22 Oct
found 4 hours ago
Return flight included
London (LGW) to Florence (FLR)
9.4/10 Exceptional! (230 reviews)
I VERY MUCH ENJOYED THE STAY

Reviewed on 18 Jul 2025

LHP River Club

LHP River Club

5 out of 5
Santa Croce
per person
16 Oct - 21 Oct
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
10/10 Exceptional! (1 review)

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

A Point Arezzo Park Hotel

A Point Arezzo Park Hotel

4 out of 5
Loc. Battifolle, 36/T, A1 exit Arezzo, Arezzo, AR
Fully refundableReserve now, pay when you stay
7.6/10 Good! (141 reviews)
"It is very close to autostrada,which is good if you have car. The Breakfast was excellant,with a wonderful hostess. This lady is a big bonus to this hotel.The air-conditioning is building controlled,which would not suit everyone.The cleaner for our area had poor attention to detail. The lead cleaner ..."

Reviewed on 24 Sep 2024

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A Point Arezzo Park Hotel
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is £266 per night from 22 Aug to 23 Aug
£266
22 Aug - 23 Aug
includes taxes & fees
9.8/10 Exceptional! (225 reviews)
"Gorgeous hotel, very helpful and friendly staff, stunning pool and spa. Loved everything about this hotel! Just know that it’s an uphill walk to get there from the town center."

Reviewed on 22 Jul 2025

Monastero di Cortona Hotel & Spa
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is £99 per night from 1 Sept to 2 Sept
£99
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (29 reviews)
"Highly recommend it!"

Reviewed on 28 Jul 2025

Nuovo Etruria Resort
See all 5,331 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.
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Popular places to visit

Villa Bramasole

You can learn about the history of Cortona with a stop at Villa Bramasole. You can enjoy the wineries while in the area.

Villa Bramasole

Palazzo Comunale

Palazzo Comunale is just one of the places to see in Cortona, so why not enjoy the other things to explore during your travels? Experience the area's museums and musical theatre.

Palazzo Comunale

San Domenico Church

You can learn about the history of Cortona with a stop at San Domenico Church. Experience the area's museums and musical theatre.

San Domenico Church

What to do in Monsigliolo

For your personal cooking class in Tuscany

Amazing four courses cooking class in Tuscany

£232
per adult
Amazing four courses cooking class in Tuscany
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

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

£100
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montepulciano: Wine Tour and tasting

Montepulciano: Wine Tour and tasting

£45
per adult
100% of travellers recommend
Montepulciano: Wine Tour and tasting
See all activities in Monsigliolo

Frequently asked questions

How much does a Monsigliolo travel package cost?
Our Monsigliolo packages, which start from just £292, 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.