Asciano Vacation Packages
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Your Asciano Vacation
Prepare to experience Asciano on your terms with a custom Asciano vacation package! Discovering the best parts of this lively city is easier with a base in a neighborhood such as Armaiolo, which is good for views, among many other things. You'll want to do a little exploring during your trip to Asciano. Carve out some time for big-name attractions such as San Giovanni Terme Rapolano, Terme Antica Querciolaia and Monte Oliveto Maggiore Abbey. Don't delay exploring this destination any longer. The perfect Asciano vacation is a few quick clicks away with Expedia.
Top Asciano Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Eden Rock Resort
CA $1,683
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.8/10 Exceptional! (109 reviews)
This was a beautiful property about 10 mins away from Florence. You get the beauty of Tuscany without having to go too far. The hotel only has 12 rooms and everyone knows you by name. We traveled with 2 kids and the rooms were very spacious. Staff are wonderful, Onsite restaurant was great. Views were breathtaking. We didn't have a car, and the hotel was able to help us with cabs easily. Service was excellent and we would highly recommend this hotel!
Reviewed on Jul 18, 2026
Giovanni Rooms Manarola
CA $1,497
per person
Oct 11 - Oct 16
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Pisa (PSA)
8/10 Very good! (87 reviews)
Property was as describe, view was perfect, easy to find.
Very clean
AC wasn’t the best, however, we visited from the US so our AC is very cold.
We never saw the owners, they left check-in instructions. They were semi- responsive già whatsapp.
Bed is a very firm mattess.
Reviewed on Sep 24, 2025
Hotel Villa Liana
Historic Centre of Florence
CA $1,495
per person
Oct 3 - Oct 6
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
8.8/10 Excellent! (360 reviews)
clean, spacious, well-stocked with toiletries and breakfast items too. walkable distance to all iconic sites. Grace, the breakfast host, did an incredible job, very welcoming & served with options for hot coffee drinks. All together, wonderful, memorable stay!!
Reviewed on May 23, 2026
Ready to book your vacation to Asciano?
Asciano Hotel Deals
Castello di Leonina Relais
Strada Di Leonina 5 Asciano SI
CA $183
CA $211 total
Aug 30 - Aug 31
includes taxes & fees
9/10 Wonderful! (148 reviews)
"It’s a nice cute small hotel. The whole pool are is very old and needs updating asap. We went to this hotel for the spa but when we got there we were told it’s not operating so it was very disappointing."
Reviewed on Aug 25, 2026
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
CA $572
CA $646 total
Aug 31 - Sep 1
includes taxes & fees
9.2/10 Wonderful! (624 reviews)
"Everything was absolutely perfect, this is our newest favorite hotel in sienna and we will definitely come back"
Reviewed on Aug 18, 2026
Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
CA $672
CA $749 total
Aug 29 - Aug 30
includes taxes & fees
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 Asciano attractions
Crete Senesi
9.8/10 (12 reviews)
After visiting Crete Senesi, make a plan to see the other sights and activities in Asciano. Discover the beautiful countryside while you're in the area.
Monte Oliveto Maggiore Abbey
9.2/10 (12 reviews)
You can learn about the history of Asciano with a trip to Monte Oliveto Maggiore Abbey. Visit the area's spas, or simply enjoy its wineries.
Museo Cassioli
You can spend an afternoon studying the exhibits at Museo Cassioli during your travels in Asciano. Discover the countryside in this relaxing area.
What to do in Asciano
Siena, San Gimignano, Monteriggioni & Chianti from Florence
CA $84
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
CA $114
per adult
88% of travellers recommend
At Your Own Pace: Discovering Siena & Tuscany
CA $2
per adult
Frequently asked questions
How much does an Asciano vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,254 on Expedia. But how much your vacation to Asciano costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Asciano?
Plan your trip for the low season and you're likely to score cheap Asciano vacation packages. Bear in mind that school vacation periods and major events and festivals can have an impact on prices, so do your research before you go.
How many days is enough for Asciano?
For your Asciano vacation, a few days will be enough to see the highlights. Be sure to visit Monte Oliveto Maggiore Abbey — it's one of the main attractions in this destination. If you're looking for more adventure, think about basing yourself here and heading off on some trips from Asciano.
How to find the best Asciano package deals?
Start your search for an Asciano package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Asciano package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Asciano escape underway.
Is it cheaper to book an Asciano vacation as a package?
You can enjoy significant savings on your next Asciano retreat by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to view the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Asciano?
If you've got your Asciano vacation dates locked in, book as early as you can to grab some awesome deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Asciano?
- Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Asciano.
- Figure out your budget: Ensure you have enough money to pay for everything from food and transportation to experiences and flights. Your accommodations will likely be the largest expense during your trip to Asciano.
- Decide how long to go away for: Now that you know more about Asciano, you can figure out the right length of your break. Create a draft plan and allocate enough time to cover everything you want to do.
- Combine your accommodations and airfare: After you've nailed down your travel dates and duration, book the perfect Asciano vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
