Title: Portole Vacation Packages & Trips 2026 from CA $1,933 | Expedia.ca

[Portole Travel Guide](https://expedia.ca/Portole.dx3000390328)[Hotels in Portole](https://expedia.ca/Portole-Hotels.d3000390328.Travel-Guide-Hotels)[Vacation Rentals in Portole](https://expedia.ca/Portole-Vacation-Rentals.d3000390328.Travel-Guide-VacationRentals)[Portole Car Rentals](https://expedia.ca/Car-Rentals-In-Portole.d3000390328.Car-Rental-Guide)

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# Portole Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

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#### Your Portole Vacation

Lock in a Portole vacation package and get set to experience the best of this lively city. Think about staying in the neighborhood 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](https://www.expedia.ca/Villa-Bramasole-Cortona.d553248635931712561.Vacation-Attraction), [Piazza della Repubblica](https://www.expedia.ca/Piazza-Della-Repubblica-Cortona-Old-Town.d6102854.Vacation-Attraction) and [Cathedral of Cortona](https://www.expedia.ca/Cathedral-Of-Cortona-Cortona-Old-Town.d6102846.Vacation-Attraction) 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 vacation plans into motion!

## Top Portole Vacation Deals

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

![The Hoxton Florence](https://images.trvl-media.com/lodging/105000000/104900000/104897200/104897196/3780a3c2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Hoxton Florence

Historic Centre of Florence

CA $1,933

per person

Apr 20 - Apr 26

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Florence (FLR)

9.6/10 Exceptional! (203 reviews)

Great hotel - room was lovely - bed

Reviewed on Mar 2, 2026

![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

CA $1,960

per person

Apr 20 - Apr 26

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YTO) 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 Dec 13, 2025

![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

CA $2,172

per person

Apr 25 - May 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

8.6/10 Excellent! (93 reviews)

Great stay. Very good experience.

Reviewed on Oct 20, 2025

![Bernini Palace](https://images.trvl-media.com/lodging/1000000/20000/14000/13999/c71352fb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Bernini Palace

Historic Centre of Florence

CA $3,855

per person

May 10 - May 15

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Florence (FLR)

9.8/10 Exceptional! (1,000 reviews)

Professional, kind staff. Cleanest hotel I have ever stayed at! Perfectly located!

Reviewed on Mar 1, 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

CA $2,187

per person

Apr 20 - Apr 26

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Florence (FLR)

8.8/10 Excellent! (965 reviews)

The staff at breakfast prepare plain scrambled eggs for our 7 month old son and were very sweet! This our second time staying here and we absolutely love the hotel. Location, views, comfort. 10/10!

Reviewed on Feb 28, 2026

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_3000390328)

## Ready to book your vacation to Portole?

Choose your dates

## Portole Hotel Deals

![Relais Villa Grazianella - UNA Esperienze](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/cd1e0f87_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI

Fully refundableReserve now, pay when you stay

CA $265

CA $298 total

Mar 9 - Mar 10

includes taxes & fees

9.8/10 Exceptional! (279 reviews)

Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!

Reviewed on Dec 5, 2025

[](https://expedia.ca/Hotel-Search?startDate=09%2F03%2F2026&endDate=10%2F03%2F2026&selected=4310479&PinnedHotelID=4310479&HadPinnedHotel=true&regionId=3000390328)

![Precise Tale Poggio Alla Sala](https://images.trvl-media.com/lodging/91000000/90890000/90888700/90888666/33c1dfc6_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Precise Tale Poggio Alla Sala

Via Poggio alla Sala 10 Montepulciano SI

CA $487

CA $546 total

Mar 24 - Mar 25

includes taxes & fees

9.4/10 Exceptional! (123 reviews)

Perfect escape

Fantastic hotel in an incredible setting. Staff were extremely helpful, attentive and understanding. The perfect location for a relaxing break and a centre for exploring Tuscany

Reviewed on Oct 27, 2025

[](https://expedia.ca/Hotel-Search?startDate=24%2F03%2F2026&endDate=25%2F03%2F2026&selected=90888666&PinnedHotelID=90888666&HadPinnedHotel=true&regionId=3000390328)

![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

CA $936

CA $1,042 total

Apr 2 - Apr 3

includes taxes & fees

9.8/10 Exceptional! (228 reviews)

Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly

Reviewed on Nov 6, 2025

[](https://expedia.ca/Hotel-Search?startDate=02%2F04%2F2026&endDate=03%2F04%2F2026&selected=971985&PinnedHotelID=971985&HadPinnedHotel=true&regionId=3000390328)

[See all 4,312 properties in Portole](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=06%2F03%2F2026&endDate=07%2F03%2F2026&regionId=3000390328)

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 Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.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 Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.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 Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.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 Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.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 Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.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 Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### What to do in Portole

![3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch](https://mediaim.expedia.com/localexpert/47282553/e14b5a73-0ff4-428f-a567-234540a94e59.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

CA $127

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/from-rome-bagnoregio-orvieto-day-trip-with-tuscany-wine-tasting-lunch.a47282553.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

CA $32

per adult

[](https://expedia.ca/things-to-do/oil-museum-and-oil-mill-in-tuscany-tour-and-tasting.a47137603.activity-details)

![Montepulciano Wine Tasting in the Tuscan Countryside](https://mediaim.expedia.com/localexpert/50286653/77c79a76-70f1-4375-9739-0f0f71d7da02.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Montepulciano Wine Tasting in the Tuscan Countryside

CA $40

per adult

[](https://expedia.ca/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details)

[See all activities in Portole](https://expedia.ca/things-to-do/search?rid=3000390328)

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