Title: Roccastrada Vacation Packages & Trips 2026 from CA $1,711 | 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/b177ea3b-d73b-423c-ada5-9c658c881e58.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Roccastrada Vacation Packages

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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.

![The Social Hub Florence Belfiore](https://images.trvl-media.com/lodging/111000000/110560000/110551000/110550930/e8962770_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Social Hub Florence Belfiore

Santa Maria Novella

CA $1,711

per person

Jun 10 - Jun 16

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Florence (FLR)

9.4/10 Exceptional! (475 reviews)

Clean rooms, helpful and friendly staff, great workout gym, tight security.

Reviewed on Feb 24, 2026

![The Moon Boutique Hotel & Spa](https://images.trvl-media.com/lodging/23000000/22260000/22255000/22254976/a69619e4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Moon Boutique Hotel & Spa

Historic Centre of Florence

CA $2,060

per person

May 7 - May 11

found 4 hours ago

Roundtrip flight included

Toronto (YTO) to Florence (FLR)

9.6/10 Exceptional! (512 reviews)

Staff excellent, room very good, food good. Facilities and location all good. Would be happy return and to recommend to family and friends. Thank you for such a pleasant stay

Reviewed on Mar 17, 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 $2,410

per person

May 9 - May 15

found 1 day ago

Roundtrip flight included

Hamilton (YHM) 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

![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 $2,753

per person

Jun 10 - Jun 16

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Florence (FLR)

9.8/10 Exceptional! (1,010 reviews)

I liked it was so close steps away really from Il Duomo. The breakfast was very good wide selection and staff are very attentive. Thank you I had a wonderful stay. I hope to visit again

Reviewed on Mar 26, 2026

![Villa Neroli](https://images.trvl-media.com/lodging/1000000/590000/580400/580315/8d3f9bdd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Villa Neroli

Coverciano

CA $1,771

per person

Jun 10 - Jun 16

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Florence (FLR)

9.6/10 Exceptional! (564 reviews)

Staff was very helpful and the rooms were cozy.

Reviewed on Mar 23, 2026

## Ready to book your vacation to Roccastrada?

Choose your dates

## Roccastrada Hotel Deals

![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/f43eb5fd_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Hotel Chiusarelli

Viale Curtatone 15 Siena SI

Fully refundableReserve now, pay when you stay

CA $168

CA $193 total

Mar 31 - Apr 1

includes taxes & fees

8.8/10 Excellent! (1,001 reviews)

The hotel was just outside of the town, so the location was good. It was a beautiful property. The breakfast was good. Just be prepared to walk stairs. No lifts. But overall, good.

Reviewed on Mar 22, 2026

[](https://expedia.ca/Hotel-Search?startDate=31%2F03%2F2026&endDate=01%2F04%2F2026&selected=1110843&PinnedHotelID=1110843&HadPinnedHotel=true&regionId=601758)

![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/5eddd92b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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 Palazzo Ravizza

Pian dei Mantellini 34 Siena SI

Fully refundableReserve now, pay when you stay

CA $208

CA $237 total

Apr 3 - Apr 4

includes taxes & fees

9.4/10 Exceptional! (767 reviews)

Everything here was excellent. Would highly recommend.

Reviewed on Mar 26, 2026

[](https://expedia.ca/Hotel-Search?startDate=03%2F04%2F2026&endDate=04%2F04%2F2026&selected=1760168&PinnedHotelID=1760168&HadPinnedHotel=true&regionId=601758)

![Villa Scacciapensieri Boutique Hotel](https://images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/7ece5a56_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Villa Scacciapensieri Boutique Hotel

Strada di Scacciapensieri 10 Siena SI

Fully refundableReserve now, pay when you stay

CA $210

CA $238 total

Apr 3 - Apr 4

includes taxes & fees

9.2/10 Wonderful! (422 reviews)

Stayed in this villa for a couple of nights. It’s a great option if you’re looking to escape the hustle and bustle of the city center. The location is lovely, with birds chirping in the background. The rooms were small, but they had all the necessary amenities for travelers. I had dinner and breakfast ...

Reviewed on Mar 18, 2026

[](https://expedia.ca/Hotel-Search?startDate=03%2F04%2F2026&endDate=04%2F04%2F2026&selected=2693499&PinnedHotelID=2693499&HadPinnedHotel=true&regionId=601758)

[See all 4,973 properties in Roccastrada](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F03%2F2026&endDate=29%2F03%2F2026&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 $71

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 $55

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 $119

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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