Title: Roccastrada Vacation Packages & Trips 2026 from CA $1,076 | Expedia.ca

[Roccastrada Travel Guide](https://expedia.ca/Roccastrada.dx601758)[Hotels in Roccastrada](https://expedia.ca/Roccastrada-Hotels.d601758.Travel-Guide-Hotels)[Vacation Rentals in Roccastrada](https://expedia.ca/Roccastrada-Vacation-Rentals.d601758.Travel-Guide-VacationRentals)[Roccastrada Car Rentals](https://expedia.ca/Car-Rentals-In-Roccastrada.d601758.Car-Rental-Guide)

![](https://images.trvl-media.com/place/601758/c011ef90-987c-4f91-a667-267f1110507c.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Roccastrada Vacation Packages

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

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#### Your Roccastrada Vacation

When you choose a Roccastrada vacation package, it's all about letting go and enjoying your getaway to the fullest. Discover the sights and sounds of this exciting city knowing that all the travel planning has been organized before you go. If taking in sights is part of the program during your trip to Roccastrada, stop by top attractions like [Podere Ristella Vineyards and Winery](https://www.expedia.ca/Podere-Ristella-Vineyards-And-Winery-Roccastrada.d553248621532497683.Vacation-Attraction), [I Canaloni del Torrente Farma](https://www.expedia.ca/I-Canaloni-Del-Torrente-Farma-Roccastrada.d553248634041940720.Vacation-Attraction) and [Castello del Belagaio](https://www.expedia.ca/Castello-Del-Belagaio-Roccastrada.d553248622636430376.Vacation-Attraction). Expedia will help you escape your daily routine. Tailor your vacation to Roccastrada to suit your travel style, whatever that may be.

## Top Roccastrada Vacation Deals

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

![Aurum Uffizi](https://images.trvl-media.com/lodging/3000000/2550000/2541700/2541615/862ad26c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Aurum Uffizi

Historic Centre of Florence

CA $1,076

per person

Jan 19 - Jan 24

found 21 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Florence (FLR)

7.8/10 Good! (1,000 reviews)

Great Locations walkable to all the placese.

Reviewed on Dec 15, 2025

![Aurum Firenze](https://images.trvl-media.com/lodging/29000000/28970000/28962000/28961941/26fd50f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Aurum Firenze

Historic Centre of Florence

CA $1,136

per person

Mar 10 - Mar 15

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Florence (FLR)

7.6/10 Good! (1,002 reviews)

The room was okay. For the price can’t ask for better. Everything work fine, fully equipped, and breakfast included with very good choices of items and coffees. I will return to this place if I have another opportunity because the staff it’s very friendly, very close to the train station and with lots of restaurants and stores around.

Reviewed on Dec 15, 2025

![The St. Regis Florence](https://images.trvl-media.com/lodging/1000000/10000/500/439/88d9ead3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The St. Regis Florence

Historic Centre of Florence

CA $2,565

per person

Mar 10 - Mar 15

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Florence (FLR)

9.6/10 Exceptional! (261 reviews)

Nice property in a great location.

Reviewed on Jun 29, 2025

![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 $1,179

per person

Mar 10 - Mar 15

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Florence (FLR)

9.2/10 Wonderful! (1,001 reviews)

We loved how close everything is! The staff were quick to accommodate our needs and the complimentary breakfast was a nice addition to jumpstart our day.

Reviewed on Dec 4, 2025

![Villa Tolomei Hotel & Resort](https://images.trvl-media.com/lodging/6000000/5950000/5948900/5948813/10e274a0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Villa Tolomei Hotel & Resort

Oltrarno

CA $1,318

per person

Mar 10 - Mar 15

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Florence (FLR)

8.8/10 Excellent! (399 reviews)

Staff is wonderful and kind, very accommodating. We stayed here with a lot of family members for our wedding, we got a beautiful spacious suite with the best courtyard views. The rooms are so beautifully designed, the whole villa is just dreamy and true Tuscany. Breakfast is amazing with so many options and so fresh, so delicious! Service is great too. Overall cannot beat the location. We also held our wedding reception dinner here and the food and service and spaces we used were amazing. They even gave us complimentary bottle of champagne and homemade cookies in our room with a lovely note. Overall, we hope to be back!

Reviewed on Nov 25, 2025

## Ready to book your vacation to Roccastrada?

Choose your dates

## Roccastrada Hotel Deals

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

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Hotel Athena

P Mascagni 55 Siena SI

Fully refundableReserve now, pay when you stay

CA $122

CA $139 total

Jan 8 - Jan 9, 2026

includes taxes & fees

9.2/10 Wonderful! (1,007 reviews)

Great location, very friendly staff

Reviewed on Dec 13, 2025

[](https://expedia.ca/Hotel-Search?startDate=08%2F01%2F2026&endDate=09%2F01%2F2026&selected=866580&PinnedHotelID=866580&HadPinnedHotel=true&regionId=601758)

![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

 Palazzo Ravizza

Pian dei Mantellini 34 Siena SI

Fully refundableReserve now, pay when you stay

CA $143

CA $162 total

Dec 21 - Dec 22

includes taxes & fees

9.2/10 Wonderful! (745 reviews)

Ideal in every way.

Reviewed on Dec 2, 2025

[](https://expedia.ca/Hotel-Search?startDate=21%2F12%2F2025&endDate=22%2F12%2F2025&selected=1760168&PinnedHotelID=1760168&HadPinnedHotel=true&regionId=601758)

![Borgo Grondaie](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/58e23d32_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Borgo Grondaie

Strada delle Grondaie, 15 Siena SI

Fully refundableReserve now, pay when you stay

9.6/10 Exceptional! (439 reviews)

The sta

Reviewed on Nov 17, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=31%2F12%2F2025&endDate=01%2F01%2F2026&selected=905710&PinnedHotelID=905710&HadPinnedHotel=true&regionId=601758)

[](https://expedia.ca/Hotel-Search?startDate=31%2F12%2F2025&endDate=01%2F01%2F2026&selected=905710&PinnedHotelID=905710&HadPinnedHotel=true&regionId=601758)

[See all 4,822 properties in Roccastrada](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F12%2F2025&endDate=19%2F12%2F2025&regionId=601758)

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 Roccastrada

![La Maliosa Farm Experience & Wine Tasting](https://mediaim.expedia.com/localexpert/44638298/2d7ee171-839d-48ec-b768-c660cead2473.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### La Maliosa Farm Experience & Wine Tasting

CA $73

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/la-maliosa-farm-experience-wine-tasting.a44638298.activity-details)

![Welcome to Casale del Bosco](https://mediaim.expedia.com/localexpert/49075566/38f4ac08-b80d-4ccf-bb46-3f53fdc0db59.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Welcome to Casale del Bosco

CA $56

per adult

[](https://expedia.ca/things-to-do/welcome-to-casale-del-bosco.a49075566.activity-details)

![The Private Challenge of the Crus](https://mediaim.expedia.com/localexpert/49151397/8bceb296-2c45-41d1-bf0a-6bcb4ee118bb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### The Private Challenge of the Crus

CA $121

per adult

[](https://expedia.ca/things-to-do/the-private-challenge-of-the-crus.a49151397.activity-details)

[See all activities in Roccastrada](https://expedia.ca/things-to-do/search?rid=601758)

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