Title: Monsigliolo Holidays 2026 from £533 | Expedia.co.uk [Monsigliolo Travel Guide](https://expedia.co.uk/Monsigliolo.dx6361279)[Hotels in Monsigliolo](https://expedia.co.uk/Monsigliolo-Hotels.d6361279.Travel-Guide-Hotels)[Holiday Rentals in Monsigliolo](https://expedia.co.uk/Monsigliolo-Holiday-Rentals.d6361279.Travel-Guide-HolidayRentals)[Monsigliolo Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Monsigliolo.d6361279.Car-Hire-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Monsigliolo Holidays from £533 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Packages with flights are ATOL protected #### 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](https://www.expedia.co.uk/Villa-Bramasole-Cortona.d553248635931712561.Attraction), [Piazza della Repubblica](https://www.expedia.co.uk/Piazza-Della-Repubblica-Cortona-Old-Town.d6102854.Attraction) and [Cathedral of Cortona](https://www.expedia.co.uk/Cathedral-Of-Cortona-Cortona-Old-Town.d6102846.Attraction), 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. ![Eurostars Florence Boutique](https://images.trvl-media.com/lodging/2000000/1170000/1167000/1166901/88283612_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars Florence Boutique Historic Centre of Florence Save 100% on your flight £533 per person 1 Jun - 6 Jun found 22 hours ago Return flight included London (LGW) to Florence (FLR) 8.6/10 Excellent! (483 reviews) The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants. Reviewed on 13 Dec 2025 ![The Moon Boutique Hotel & Spa](https://images.trvl-media.com/lodging/23000000/22260000/22255000/22254976/a69619e4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Moon Boutique Hotel & Spa Historic Centre of Florence Save 100% on your flight £1,511 per person 12 Jun - 19 Jun found 1 day ago Return direct flight included Birmingham (BHX) to Florence (FLR) 9.6/10 Exceptional! (512 reviews) Staff excellent, room very good, food good. Facilities and location all good. Would be happy return and to recommend to family and friends. Thank you for such a pleasant stay Reviewed on 17 Mar 2026 ![Hotel La Scaletta Al Ponte Vecchio](https://images.trvl-media.com/lodging/2000000/1610000/1604300/1604285/d1c916cb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel La Scaletta Al Ponte Vecchio Historic Centre of Florence Save 100% on your flight £1,678 per person 12 Jun - 19 Jun found 1 day ago Return direct flight included Birmingham (BHX) to Florence (FLR) 8.8/10 Excellent! (971 reviews) There were no Vineyard views but it is in a decent location in Florence. The "Garden Suite" is a joke. It overlooks a courtyard that was covered in green moss and had a hose strewed about. It was not usable. So there was no view of anything. We opened the window overlooking it at night to get some air and I assume this is why we woke up with lots of bites! We never saw a mosquito though. They told us the AC didn't work. The hotel's elevator is a 1 person elevator that was too scary to use really. Our room was on the seventh floor. The staff did help with bringing the luggage up but if you don't like to climb MANY stairs, this is not the place for you. We tried to upgrade to a third person and this caused quite the comotion and really I feel they charged us in excess by making us upgrade to a suite and then charged more per person. They blamed a communication error but that was really not it! One desk person tried to make it right and was very nice but really in the end fell short. The suite was spacious and nice but the glass shelf in it had not been dusted in quite some time. It had a soaking tub, steam room and sauna, although the sauna and steam room did not work. The rooftop bar has a nice view but it is a workout to get up there! It's also where they serve breakfast and where the workout room is. I would not recommend this hotel. Reviewed on 17 Mar 2026 ![Cappuccina Country Resort](https://images.trvl-media.com/lodging/2000000/1350000/1343600/1343502/603783b3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cappuccina Country Resort Save 100% on your flight £776 per person 11 May - 16 May found 19 hours ago Return flight included London (LGW) to Florence (FLR) 8.6/10 Excellent! (93 reviews) Great stay. Very good experience. Reviewed on 20 Oct 2025 ![Villa Cora](https://images.trvl-media.com/lodging/1000000/30000/22600/22579/01d144a6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Villa Cora Oltrarno Save 100% on your flight £1,661 per person 14 May - 18 May found 16 hours ago Return flight included London (LGW) to Florence (FLR) 9.8/10 Exceptional! (472 reviews) Amazing service and staff. Wow! Reviewed on 21 Feb 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](https://www.expedia.co.uk/Cathedral-Of-Cortona-Cortona-Old-Town.d6102846.Attraction), [Signorelli Theatre](https://www.expedia.co.uk/Signorelli-Theatre-Cortona-Old-Town.d645383631929692160.Attraction) and [Palazzo Comunale](https://www.expedia.co.uk/Palazzo-Comunale-Cortona-Old-Town.d6102852.Attraction) | ## Top hotels in Monsigliolo ![Villa di Piazzano - Small Luxury Hotel of the World](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/c358cc6c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa di Piazzano - Small Luxury Hotel of the World Localita Piazzano, C.P. 6 Cortona AR £514 10 Apr - 11 Apr includes taxes & fees 9.8/10 Exceptional! (228 reviews) Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly Reviewed on 6 Nov 2025 [](https://expedia.co.uk/Hotel-Search?startDate=10%2F04%2F2026&endDate=11%2F04%2F2026&selected=971985&PinnedHotelID=971985&HadPinnedHotel=true®ionId=6361279) ![Monastero di Cortona Hotel & Spa](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/b2055c17_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Monastero di Cortona Hotel & Spa Via del Salvatore Cortona AR Fully refundableReserve now, pay when you stay £284 10 Apr - 11 Apr includes taxes & fees [](https://expedia.co.uk/Hotel-Search?startDate=10%2F04%2F2026&endDate=11%2F04%2F2026&selected=23264410&PinnedHotelID=23264410&HadPinnedHotel=true®ionId=6361279) ![Hotel Relais II Chiostro di Pienza](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/45dfbbfc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Relais II Chiostro di Pienza Corso Rossellino 26 Pienza SI Fully refundableReserve now, pay when you stay £61 6 Apr - 7 Apr includes taxes & fees 8.8/10 Excellent! (635 reviews) A little tired, extremely clean, with an amazing staff Reviewed on 1 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=06%2F04%2F2026&endDate=07%2F04%2F2026&selected=893017&PinnedHotelID=893017&HadPinnedHotel=true®ionId=6361279) [See all 5,137 properties in Monsigliolo](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F03%2F2026&endDate=29%2F03%2F2026®ionId=6361279) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holidays](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![Holiday in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ### 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. [](https://expedia.co.uk/Villa-Bramasole-Cortona.d553248635931712561.Attraction) #### 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. [](https://expedia.co.uk/Palazzo-Comunale-Cortona-Old-Town.d6102852.Attraction) #### San Domenico Church After visiting San Domenico Church, make a plan to see the other sights and activities in Cortona. Make time to visit the cathedral and monuments while you're in the area. [](https://expedia.co.uk/San-Domenico-Church-Cortona-Old-Town.d553248621533000991.Attraction) ### What to do in Monsigliolo ![Montepulciano Gran Tour](https://mediaim.expedia.com/localexpert/51014004/26c124f4-2161-4ede-a88b-ff1573b0b74e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Montepulciano Gran Tour £13 per adult [](https://expedia.co.uk/things-to-do/montepulciano-gran-tour.a51014004.activity-details) ![Oil museum and oil mill in Tuscany: tour and tasting](https://mediaim.expedia.com/localexpert/47137603/cba72fc6-87d4-4e36-971f-bc6dc0d28c6e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Oil museum and oil mill in Tuscany: tour and tasting £17 per adult [](https://expedia.co.uk/things-to-do/oil-museum-and-oil-mill-in-tuscany-tour-and-tasting.a47137603.activity-details) ![Tasting Tour in One of The Most Beautiful Cellars in the World](https://mediaim.expedia.com/localexpert/1175608/57fdcc57-4a4e-4904-bd65-7afb578cabbc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Tasting Tour in One of The Most Beautiful Cellars in the World £29 per adult **100%** of travellers recommend [](https://expedia.co.uk/things-to-do/tasting-tour-in-one-of-the-most-beautiful-cellars-in-the-world.a1175608.activity-details) [See all activities in Monsigliolo](https://expedia.co.uk/things-to-do/search?rid=6361279) ## 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. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app