Title: Roccastrada Vacation Packages & Trips 2025/2026 from CA $1,114 | 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

-   ## 
    
    Plan, book, travel with confidence
    

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Better together

Save up to CA $1,096 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

Plan, book, and manage your trip all in one place

#### 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.

![Diana Park Hotel](https://images.trvl-media.com/lodging/2000000/1080000/1076600/1076546/ce80e49c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Diana Park Hotel

Le Cure

CA $1,114

per person

Nov 20 - Nov 26

found 22 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

8.4/10 Very Good! (87 reviews)

Lovely hotel with helpful and courteous staff.

Reviewed on Oct 2, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-20/2025-11-26/?FromAirport=YYZ&Destination=FLR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1076546&paandie=true&dealMarker=y-_PKwjCu8zbnxOz72SblzkTgTtFilUbCrG5RCOi8uCVu4fm4kGE3YmzucmEM2TP)

![Hotel Continentale - Lungarno Collection](https://images.trvl-media.com/lodging/1000000/910000/905800/905768/e75e3f7b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Continentale - Lungarno Collection

Historic Centre of Florence

CA $1,953

per person

Dec 17 - Dec 23

found 14 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

9.4/10 Exceptional! (702 reviews)

Outstanding boutique hotel and staff. Modern beautiful rooms. Staff went far out of their way to accommodate every request.

Reviewed on Sep 13, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-17/2025-12-23/?FromAirport=YYZ&Destination=FLR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=905768&paandie=true&dealMarker=twbiqtQnFDNSmykb_qlC3l0i9Zp5ikn4mJKEBTYwVqh7LUeFB66FgQ0YL99qTUNF)

![LHP River Club](https://images.trvl-media.com/lodging/114000000/113480000/113471500/113471424/a19d821b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### LHP River Club

Santa Croce

CA $1,552

per person

Dec 17 - Dec 23

found 14 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

9/10 Wonderful! (8 reviews)

Beautiful room and comfortable bed. Clean. Nice pool area. There are no elevators but the stairs are not long. AC is not very strong but suffices. Area is full of hidden gems from bakeries to late night pizza. Parking can be a challenge but not more than other parts of the city. About a 20 min walk to the center and plenty of shops and restaurants along the way.

Reviewed on Sep 23, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-17/2025-12-23/?FromAirport=YYZ&Destination=FLR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=113471424&paandie=true&dealMarker=twbiqtQnFDNSmykb_qlC3l0i9Zp5ikn4mJKEBTYwVqhw6EgPCnmu_M0Pftc2oPJD)

![Hotel La Scaletta Al Ponte Vecchio](https://images.trvl-media.com/lodging/2000000/1610000/1604300/1604285/9b3b942d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

CA $3,040

per person

Dec 27 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

8.8/10 Excellent! (915 reviews)

hotel has confusing layout. we found a bathtub in our suite bedroom

Reviewed on Oct 7, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-02/?FromAirport=YYZ&Destination=FLR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1604285&paandie=true&dealMarker=kAy9d40Vovi3g-pVzd2d8LYCOufrXz0jVPMtibxUjWwqlAWISJ_rcZdqWXRu1qp7)

![NH Collection Firenze Porta Rossa](https://images.trvl-media.com/lodging/1000000/570000/561900/561844/524eb3ab_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### NH Collection Firenze Porta Rossa

Historic Centre of Florence

CA $2,144

per person

Dec 14 - Dec 19

found 3 hours ago

Roundtrip flight included

Toronto (YYZ) to Florence (FLR)

9.4/10 Exceptional! (1,000 reviews)

A Truly Exceptional Stay at NH Collection Firenze Porta Rossa From the moment we arrived, everything about this hotel exceeded expectations. The location could not be better. It's perfectly central and walkable to all the beautiful sights, shopping, and incredible restaurants in Florence. The staff were outstanding. From the front desk to the bellmen who handled our luggage, everyone was friendly, attentive, and eager to help. They called cabs whenever we needed, offered excellent local recommendations, and always greeted us with warmth. A special mention goes to Chiara at the front desk, who was the cherry on top. She was professional, welcoming, and simply excellent in every way. Our room was spotless, comfortable, and beautifully kept. The housekeeping staff maintained everything with care and attention to detail. The food was delicious, the music in the lobby set a wonderful atmosphere, and the overall cleanliness and elegance of the hotel made our stay unforgettable. We truly loved everything about this hotel. Gorgeous, well-run, and filled with a team that makes you feel cared for. I cannot wait to return to Florence and when I do, it will absolutely be to NH Collection Firenze Porta Rossa.

Reviewed on Sep 28, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-14/2025-12-19/?FromAirport=YYZ&Destination=FLR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=561844&paandie=true&dealMarker=KDK1tBl6WpBa4VnXdJpX90f9VKLzaETGo85YJQz_z0EpCPcBBNO_jhCifNl9Ue40)

## 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 $126

CA $144 total

Nov 11 - Nov 12

includes taxes & fees

9.2/10 Wonderful! (1,002 reviews)

"NA"

Reviewed on Sep 28, 2025

[](https://expedia.ca/Hotel-Search?startDate=11%2F11%2F2025&endDate=12%2F11%2F2025&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 $138

CA $157 total

Nov 5 - Nov 6

includes taxes & fees

9.2/10 Wonderful! (723 reviews)

"What a unique and wonderful experience! This hotel is situated in the walled city and they helped us navigate in and out of the limited traffic zone. They also made a reservation for us at the most amazing little restaurant in Siena and just treated us spectacularly! Thank you for taking care of ..."

Reviewed on Oct 6, 2025

[](https://expedia.ca/Hotel-Search?startDate=05%2F11%2F2025&endDate=06%2F11%2F2025&selected=1760168&PinnedHotelID=1760168&HadPinnedHotel=true&regionId=601758)

![Hotel Terme Marine Leopoldo II](https://images.trvl-media.com/lodging/5000000/4680000/4679000/4678976/f47169dc_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Hotel Terme Marine Leopoldo II

Via IV Novembre 133, Grosseto, GR

Fully refundableReserve now, pay when you stay

CA $143

CA $158 total

Nov 11 - Nov 12

includes taxes & fees

8.6/10 Excellent! (238 reviews)

"We had a wonderful four days in this amazing beach hotel with its swimming pools and the amazing spa. Be sure to bring your shower caps. Great service from Gabriel and Gataneo along with the great breakfast crew. Special thanks to Jafar. Great job by the housekeeping team kept our room and huge deck ..."

Reviewed on Sep 9, 2025

[](https://expedia.ca/Hotel-Search?startDate=11%2F11%2F2025&endDate=12%2F11%2F2025&selected=4678976&PinnedHotelID=4678976&HadPinnedHotel=true&regionId=601758)

[See all 4,934 properties in Roccastrada](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F10%2F2025&endDate=13%2F10%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)

![Wine Tasting in Toscana with Priority Access](https://mediaim.expedia.com/localexpert/48307677/dcc1fb3b-28b6-402a-95cd-f99afdeadfb8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Wine Tasting in Toscana with Priority Access

CA $24

per adult

[](https://expedia.ca/things-to-do/wine-tasting-in-toscana-with-priority-access.a48307677.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 $57

per adult

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

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

## 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.

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![QR code to download the app](data:image/png;base64,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)