Title: Pentolina Vacation Packages & Trips 2026 from CA $2,381 | Expedia.ca

[Hotels in Pentolina](https://expedia.ca/Pentolina-Hotels.d6285688.Travel-Guide-Hotels)[Vacation Rentals in Pentolina](https://expedia.ca/Pentolina-Vacation-Rentals.d6285688.Travel-Guide-VacationRentals)[Pentolina Car Rentals](https://expedia.ca/Car-Rentals-In-Pentolina.d6285688.Car-Rental-Guide)

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# Pentolina Vacation Packages

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

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Better together  
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#### Your Pentolina Vacation

Come and discover this vibrant city for yourself with a Pentolina vacation package. Consider spending some time in the neighborhood of Frosini, which is great for history and culture, and your time here is bound to be unforgettable. [Abbazia di San Galgano](https://www.expedia.ca/Abbazia-Di-San-Galgano-Chiusdino.d6077910.Vacation-Attraction) and [Eremo di Montesiepi](https://www.expedia.ca/Eremo-Di-Montesiepi-Chiusdino.d553248633862003271.Vacation-Attraction) are a couple of the major attractions to visit during your trip to Pentolina. Whatever your travel plans or budget, organizing your ultimate tailored Pentolina vacation is a breeze with Expedia.

## Top Pentolina Vacation Deals

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

![Eurostars Florence Boutique](https://images.trvl-media.com/lodging/2000000/1170000/1167000/1166901/10f2f159_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Eurostars Florence Boutique

Historic Centre of Florence

CA $2,381

per person

May 19 - May 25

found 3 hours ago

Roundtrip flight included

Toronto (YTO) to Florence (FLR)

8.6/10 Excellent! (476 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

![Grand Hotel Cavour](https://images.trvl-media.com/lodging/1000000/20000/11000/10993/50470bbc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Grand Hotel Cavour

Historic Centre of Florence

CA $3,127

per person

May 14 - May 20

found 22 hours ago

Roundtrip flight included

Ottawa (YOW) to Florence (FLR)

9.2/10 Wonderful! (1,002 reviews)

Everyone is so nice and helpful! It was also in a great location with an amazing rooftop picturing the entire city.

Reviewed on Feb 20, 2026

![Bernini Palace](https://images.trvl-media.com/lodging/1000000/20000/14000/13999/84743cc7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Bernini Palace

Historic Centre of Florence

CA $2,979

per person

May 15 - May 18

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Florence (FLR)

9.6/10 Exceptional! (1,007 reviews)

From the time we entered the hotel, the staff, lobby, the room were exceptional. The location of the hotel was great, close to everything. I would absolutely recommend this hotel to anyone visiting Florence.

Reviewed on Feb 20, 2026

![Art Atelier](https://images.trvl-media.com/lodging/5000000/4060000/4053100/4053096/64645dd6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Art Atelier

Historic Centre of Florence

CA $2,495

per person

Apr 30 - May 6

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Florence (FLR)

9.2/10 Wonderful! (1,001 reviews)

Clean, beautiful room, perfect location to walk from the train station, even with big luggage. The only issue we had was breakfast was not refreshed at all though. We had breakfast on day one at 7am and it was fantastic, had it on day 2 at 9am and there was very little left. What was left looked "overhandled".

Reviewed on Feb 27, 2026

![Hotel Balestri](https://images.trvl-media.com/lodging/1000000/60000/54100/54094/2d727e63_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Balestri

Historic Centre of Florence

CA $3,023

per person

May 14 - May 20

found 22 hours ago

Roundtrip flight included

Ottawa (YOW) to Florence (FLR)

9.2/10 Wonderful! (1,002 reviews)

Very good location, clean room, polite and helpful staff.

Reviewed on Feb 23, 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_6285688)

## Ready to book your vacation to Pentolina?

Choose your dates

## Pentolina Hotel Deals

![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Athena

P Mascagni 55 Siena SI

Fully refundableReserve now, pay when you stay

CA $150

CA $174 total

Mar 16 - Mar 17

includes taxes & fees

9.2/10 Wonderful! (1,001 reviews)

Clea

Reviewed on Feb 27, 2026

[](https://expedia.ca/Hotel-Search?startDate=16%2F03%2F2026&endDate=17%2F03%2F2026&selected=866580&PinnedHotelID=866580&HadPinnedHotel=true&regionId=6285688)

![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Chiusarelli

Viale Curtatone 15 Siena SI

Fully refundableReserve now, pay when you stay

CA $126

CA $147 total

Mar 2 - Mar 3

includes taxes & fees

8.8/10 Excellent! (1,001 reviews)

Perfect location … great quality/value … nice staff

Reviewed on Feb 2, 2026

[](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=1110843&PinnedHotelID=1110843&HadPinnedHotel=true&regionId=6285688)

![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI

Fully refundableReserve now, pay when you stay

CA $420

CA $478 total

Mar 29 - Mar 30

includes taxes & fees

9.2/10 Wonderful! (584 reviews)

The best hotel in siena for sure, thank you!

Reviewed on Feb 23, 2026

[](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=796662&PinnedHotelID=796662&HadPinnedHotel=true&regionId=6285688)

[See all 3,428 properties in Pentolina](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F02%2F2026&endDate=01%2F03%2F2026&regionId=6285688)

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 Pentolina

![Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine](https://mediaim.expedia.com/localexpert/329818/151bf7bf-958a-43e4-8bc4-b332a2585668.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

CA $127

per adult

**88%** of travellers recommend

[](https://expedia.ca/things-to-do/florence-san-gimignano.a329818.activity-details)

![Siena: Civic Museum and Palazzo Pubblico Entry Ticket](https://mediaim.expedia.com/localexpert/50461757/3e831945-ea8c-42c0-99b8-ad639429e34c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Siena: Civic Museum and Palazzo Pubblico Entry Ticket

CA $16

per adult

[](https://expedia.ca/things-to-do/siena-civic-museum-and-palazzo-pubblico-entry-ticket.a50461757.activity-details)

![Siena, San Gimignano, Monteriggioni & Chianti from Florence](https://mediaim.expedia.com/localexpert/553041/def47daa-d183-43ae-81a6-3355ec60f5c9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Siena, San Gimignano, Monteriggioni & Chianti from Florence

CA $105

per adult

**86%** of travellers recommend

[](https://expedia.ca/things-to-do/siena.a553041.activity-details)

[See all activities in Pentolina](https://expedia.ca/things-to-do/search?rid=6285688)

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