Roccastrada Vacations from ￥305,414
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The Latest Roccastrada Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa
Historic Centre of Florence
￥311,900
per person
Dec 7 - Dec 14
found 19 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.6/10 Exceptional! (605 reviews)
Everything was wonderful about our stay at The Moon Hotel and Spa. The room was beautiful and clean, the staff were friendly and helpful and it was a great location for sightseeing in Florence. We especially appreciated the very generous breakfast that was always served efficiently and with a smile. We would definitely stay again.
Reviewed on Oct 23, 2026
Hotel Santa Maria Novella
Historic Centre of Florence
￥357,116
per person
Dec 7 - Dec 14
found 19 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.6/10 Exceptional! (1,014 reviews)
Nice location easy to train station able to walk staff so sweet, breakfast delicious and so so clean luxury stay
Reviewed on Oct 21, 2026
Palazzo Monnalisa
Historic Centre of Florence
￥394,730
per person
Dec 7 - Dec 14
found 19 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9/10 Wonderful! (810 reviews)
Are you looking for charm, history, great vibe and relaxing staying in the very heart of Firenze? Search no further, Palazzo Monnalisa is your final destination! Newly renovated, inside an elegant and historic building, this hotel offers all the beauty and comfort that you could wish for. An island of quietness , footsteps from Duomo, San Marco and all other iconic masterpieces. The flont desk and the very kind manager will make sure you enjoy your staying. Simply, uniquely wonderful!
Reviewed on Oct 22, 2026
Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
￥308,261
per person
Dec 7 - Dec 14
found 19 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9/10 Wonderful! (1,002 reviews)
We had a wonderful stay here. Only two nights, but the hotel was exactly what we needed!
Reviewed on Oct 25, 2026
Find the Best Roccastrada Vacation Packages
Roccastrada Hotel Deals
Valdonica Winery & Vineyard Residence
Via Dogana, 1 Roccastrada GR
Fully refundableReserve now, pay when you stay
￥23,097
￥25,934 total
Nov 8 - Nov 9
includes taxes & fees
9.2/10 Wonderful! (46 reviews)
"Beautiful property and breathtaking views, but the overall service was disappointing and not what I would expect given the rate we paid per night. 1) Basic amenities were repeatedly missing. Hand soap and body lotion were not provided at check-in. Despite requesting body wash, shampoo, conditioner, ..."
Reviewed on Sep 19, 2026
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
￥16,937
￥19,157 total
Nov 26 - Nov 27
includes taxes & fees
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
￥49,523
￥55,529 total
Nov 26 - Nov 27
includes taxes & fees
9.2/10 Wonderful! (643 reviews)
"Excellent location. Very nice service."
Reviewed on Oct 23, 2026
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.
Stay near popular Roccastrada attractions
Podere Ristella Vineyards and Winery
You can enjoy a tasting or tour at Podere Ristella Vineyards and Winery during your travels to Roccastrada. Wander the gardens or discover the area's countryside.
I Canaloni del Torrente Farma
8.0/10 (1 review)
Commune with nature and explore the great outdoors at I Canaloni del Torrente Farma during your travels in Roccastrada. Discover the area's countryside and spas.
Castello del Belagaio
9.0/10 (2 reviews)
You can find out about the history of Roccastrada with a trip to Castello del Belagaio. Discover the area's countryside and wineries.
Church of San Nicola
8.0/10 (1 review)
After visiting Church of San Nicola, make a plan to see the other sights and activities in Roccastrada. Visit the spas in this relaxing area, or simply enjoy its wineries.
Sassoforte Castle
9.0/10 (2 reviews)
You can find out about the history of Roccastrada with a visit to Sassoforte Castle. While you're in the area, wander around the natural setting.
Castello di Torniella
After visiting Castello di Torniella, make a plan to see the other sights and activities in Torniella.
What to do in Roccastrada
La Maliosa Summer Farm Experience & Wine Tasting
￥8,108
per adult
100% of travellers recommend
Winery Visit, Vineyard Walk & Wine Tasting near Grosseto
￥8,829
per adult
Frequently asked questions
How much does a Roccastrada vacation package cost?
You can snap up a vacation package to this top destination from ￥305,414 on Expedia. However, how much your vacation to Roccastrada costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Roccastrada?
To pick up cheap Roccastrada vacation packages, organize your trip outside of peak periods such as public holidays. You'll generally find better availability and lower prices for hotels and flights.
How many days is enough for Roccastrada?
With a well-organized travel plan, you can easily tick off the main Roccastrada attractions in a handful of days. But if you'd like to venture off the beaten track or go on day trips, think about booking your Roccastrada vacation for longer.
How to find the best Roccastrada package deals?
Use Expedia's handy filters to find some fabulous Roccastrada package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Roccastrada package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Roccastrada vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking accommodations and flights separately. Better still, you can customize your Roccastrada trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Roccastrada?
If you're planning a spur-of-the-moment Roccastrada vacation, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Roccastrada?
- Choose your travel dates: What you plan to do in Roccastrada and your favorite season will help you decide when to go.
- Calculate your budget: Ensure you have enough money to pay for everything from meals and transportation to airfares and activities. Your accommodations will probably be the biggest expense during your trip to Roccastrada.
- Determine how many days away: Start by making a list of all the attractions you want to experience in Roccastrada. Then, estimate how long you'll need for each, as well as any travel time.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Roccastrada vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
