Monsigliolo Holidays from £320

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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.

The Latest Monsigliolo Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Giovanni Rooms Manarola

Giovanni Rooms Manarola

1 out of 5
per person
15 Sept - 19 Sept
found 1 day ago
Return flight included
London (LON) to Pisa (PSA)
8.2/10 Very Good! (85 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

JOIVY Together Florence Secret Nest

JOIVY Together Florence Secret Nest

3 out of 5
Oltrarno
per person
22 Aug - 29 Aug
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
9.2/10 Wonderful! (455 reviews)
Very nice hotel to stay in Florence, breakfast was excellent, clean and quite, transportation was around the corner, would stay again here for sure.

Reviewed on 19 May 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
per person
11 Aug - 18 Aug
found 1 day ago
Return flight included
Birmingham (BHX) to Florence (FLR)
7.6/10 Good! (1,000 reviews)
If one is not there for a fancy hotel room, but for sightseeing, this is a great, clean, bare bones room. It is close to the train station. We were on the 5th floor and had a great view! Breakfast was also on the 5th floor. Close proximity to all the museums and Duomo, 20 minute walk or less to everything. We walked everywhere!

Reviewed on 21 Jun 2025

Hotel Bencista

Hotel Bencista

3 out of 5
per person
27 Aug - 1 Sept
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
7.2/10 Good! (11 reviews)
Castello di Pontebosio Luxury Resort

Castello di Pontebosio Luxury Resort

4 out of 5
per person
1 Aug - 8 Aug
found 1 day ago
Return flight included
Manchester (MAN) to Florence (FLR)
9.4/10 Exceptional! (56 reviews)
Fabulous property in a quiet serene setting! Staff and service was fabulous. Rooms were clean and comfortable. On-site restaurant had a nice menu with many options. Not much else in the area

Reviewed on 5 May 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
13 Sept - 17 Sept
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

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

Precise Tale Poggio Alla Sala
Precise Tale Poggio Alla Sala
5 out of 5
Via Poggio alla Sala 10, Montepulciano, SI
Stay at this 5-star luxury hotel in Montepulciano. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. ...
9.2/10 Wonderful! (93 reviews)
"Incredible stay at this property. The location is amazing close to Multepulteno as well. We did a drive to sienna. we loved the pools. The staff were incredible. The room was clean and spacious. The AC was cold. The food was delicious. The breakfast was amazing the scenery and property itself were ..."

Reviewed on 11 Jun 2025

Precise Tale Poggio Alla Sala
Nuovo Etruria Resort
Nuovo Etruria Resort
Via di S. Martino snc, Montepulciano, SI
Stay at this hotel in Montepulciano. Enjoy an outdoor pool, breakfast (surcharge) and daily housekeeping. Popular attractions Church of St. Agnes and Colonna ...
9/10 Wonderful! (12 reviews)
"The room was very clean. The view from the room is stunning! It is very quiet and relaxing. The resort is facing Montepulciano! The staff is very nice and friendly. I highly recommend it."

Reviewed on 14 Jun 2025

Nuovo Etruria Resort
Villa di Piazzano - Small Luxury Hotel of the World
Villa di Piazzano - Small Luxury Hotel of the World
5 out of 5
Localita Piazzano, C.P. 6, Cortona, AR
Stay at this 5-star luxury hotel in Cortona. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff in their reviews. ...
9.6/10 Exceptional! (209 reviews)
"The service was excellent."

Reviewed on 7 Jun 2025

Villa di Piazzano - Small Luxury Hotel of the World
See all 5,303 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

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Monsigliolo travel package cost?
Our Monsigliolo packages, which start from just £320, 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.

Discover the most popular places to visit in Monsigliolo

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

Unmissable things to do in Monsigliolo

For your personal cooking class in Tuscany

Amazing four courses cooking class in Tuscany

£223
per adult
Amazing four courses cooking class in Tuscany
Tuscany: Sanctuary of La Verna Day Tour Private Tour

Tuscany: Sanctuary of La Verna Day Tour Private Tour

£395
per traveller
Tuscany: Sanctuary of La Verna Day Tour Private Tour
Cortona

Cortona Private Guided Tour

£219
per traveller
Cortona Private Guided Tour
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. Flight-inclusive packages are ATOL protected.