Portole Holidays from £256
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Your Portole Holiday
Lock in a Portole holiday package and get set to experience the best of this lively city. Think about staying in the neighbourhood of Contrada Castello, which is great for dining, views and culture. Make your trip to Portole even more enjoyable by including some sightseeing. Villa Bramasole, Piazza della Repubblica and Cathedral of Cortona are among the popular attractions worth exploring. Stop dreaming and start doing. Browse the wide range of options on Expedia today and put your Portole holiday plans into motion!
Top Portole flight + hotel deals
- Aurum Uffizi
13 Jan - 15 JanAurum Uffizi + Flight
Historic Centre of Florence2 nights4.0 star property7.6/10 - Good (1,003 reviews)Return • Birmingham (BHX) - Florence (FLR)BHX - FLR • 1 stop FLR - BHX • 1 stop£388£256found 4 hours agoper traveller - Hotel Duomo Firenze
18 Dec - 22 DecHotel Duomo Firenze + Flight
Historic Centre of Florence4 nights3.0 star property9.2/10 - Wonderful (999 reviews)"Amazing location. So cool to be literally across from the Duomo. Easy walk to so many places to shop and eat. Free sparkling and still water was great. Snacks and free gelato! Staff was the most friendly and helpful. Highly recommend this place!"Reviewed November 3, 2026Return • London (LHR) - Florence (FLR)LHR - FCO • Direct FCO - LHR • Direct£949£518found 8 hours agoper traveller - Hotel Roma
14 Jan - 19 JanHotel Roma + Flight
Historic Centre of Florence5 nights4.0 star property8.6/10 - Excellent (583 reviews)"Clean spacious room. Very good breakfast and excellent customer service!"Reviewed October 31, 2026Return • London (LON) - Florence (FLR)LGW - FLR • Direct FLR - LGW • Direct£793£490found 4 hours agoper traveller - Relais Uffizi, Tailor made Hotel
22 Jan - 27 JanRelais Uffizi, Tailor made Hotel + Flight
Historic Centre of Florence5 nights4.0 star property9.2/10 - Wonderful (181 reviews)"We loved the location and proximity to major attractions and great restaurants. Breakfast in the morning was delicious and in a lovely space. Our room was spacious, unfortunately it smelled like mildew. Our travel companions had the room next door which did not have the same issue. We also experienced a lot of noise in the middle of the night on two of the four nights we stayed. Overall, I would recommend this hotel, just a different hotel room in the future."Reviewed November 3, 2026Return • London (LON) - Florence (FLR)LGW - FLR • Direct FLR - LGW • Direct£696£472found 1 day agoper traveller - Eurostars Florence Boutique
18 Dec - 22 DecEurostars Florence Boutique + Flight
Historic Centre of Florence4 nights4.0 star property8.6/10 - Excellent (510 reviews)Return • London (LHR) - Florence (FLR)LHR - FCO • Direct FCO - LHR • Direct£571£387found 8 hours agoper traveller
Portole Hotel Deals
"Recommend do not arrive late at night into Cortona upon arrival. The roads are narrow and NOT like USA at all. GPS showed fastest route. However, part of the road are extremely narrow and hilly. There are no street signs at all. Local people are extremely helpful and friendly. We got lost and they showed us to the hotel."
Monastero di Cortona Hotel & Spa
Monastero di Cortona Hotel & Spa"The highlight was the experience at the bar with the entertaining bartenders! Great breakfast and service!"
B&B San Francesco
B&B San Francesco
"Best sleep I’ve ever had Amazing staff Cutest inn"
Cortona Resort Spa
Cortona Resort Spa"Pro: gorgeous and spacious property, we were upgraded to a junior suite that was lovely, attentive staff, and incredible amenities. Pool was wonderful for tired bodies. Con: very few. The restaurant on site has pretty limited menu, toilet in room kept running all night long- informed staff on checkout (as it was troublesome to flush, and wasting water), fridge in room- housed in a cabinet that I feel caused it to overheat… and therefore was not very powerful enough to keep drinks cold. Loved...
Frequently Asked Questions
How much does a Portole travel package cost?
We make it easy to travel the world, with Portole travel packages starting from as little as £256. You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate getaway, why not add some experiences and tours to your travel itinerary?
If I'm not able to travel, can I cancel my Portole travel package?
You sure can, and we'll help you every step of the way. You may be able to cancel or change your Portole travel package for free if you booked in the last 24 hours. However, you may incur a fee from your airline, hotel or car rental company if your booking is older than that. If your circumstances suddenly change, take a look at our Customer Service Portal for more information.
How do I get a cheap travel package to Portole?
Booking a Portole travel package with Expedia is a smart way to save. We have access to more than 550 partner airlines and 1,000,000 hotel options globally. With such a fantastic range to select from, you'll have no issues creating your ideal trip.
Does Expedia offer Book Now, Pay Later Portole holidays?
Expedia has teamed up with online lender Klarna to make booking your next trip a little easier on the wallet. Paying in instalments means you can spread the costs of your next dream escape, leaving you with more money to play with while you're away. Klarna has several payment plans to pick from, so you're sure to find something that fits your budget. Consider these flexible payment options:
- Pay monthly holidays: If paying bite-sized amounts each month sounds best for you, Klarna can help. Paying in convenient monthly instalments will make that dream getaway possible.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your trip across multiple transactions.
- Low deposit holidays: When you stumble on an incredible deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you get what you want.
Where should I stay in Portole?
A trip to Portole isn't complete without checking out Fortress of Girifalco, Villa Bramasole and Santa Margherita Basilica. Spend your nights near these attractions and make sightseeing simple.
What are the top hotels in Portole?
Make a reservation at Hotel Italia. It's one of this neighbourhood's most sought-after properties. Another well-known option in Portole is Relais Villa Petrischio.
How far in advance should I book my Portole holiday?
Search Expedia to compare airfares as soon as you've got your travel dates. You can normally purchase a ticket up to a year before departure. If you can't see your preferred carrier, or you're booking late, don't stress. Cheap fares to Portole sometimes appear a few weeks before departure.
What does an Expedia Portole travel package include?
It depends on what type of escape you have in mind. Portole travel deals can include hotels, flights and car rentals. You can mix and match to create the package that suits you. You can also add on experiences and activities after you've booked to score even bigger discounts.
What should I know before booking a Portole travel package?
Whether it's relaxation or adventure you're seeking, a Portole travel package lets you plan your escape your way. Plus, you'll score great discounts just for combining your accommodation with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Portole Expedia travel package?
Yes, and with over 550 airlines to pick from worldwide, you have plenty of choice. Take a look at the available options and find out which airline fits your budget and needs.