Asciano Vacations from $608

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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.

The Latest Asciano vacation packages

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

LHP River Club

5 out of 5
Santa Croce
Price was $835, price is now $608 per person
$608
per person
Nov 13 - Nov 18
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Save 100% on your flight
Price was $2,435, price is now $1,691 per person
$1,691
per person
Nov 27 - Dec 3
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (461 reviews)
The hotel is very beautiful, and the surrounding environment is also excellent.

Reviewed on Sep 26, 2025

Relais Uffizi, Tailor made Hotel

Relais Uffizi, Tailor made Hotel

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,015, price is now $1,408 per person
$1,408
per person
Dec 27 - Dec 31
found 19 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.4/10 Exceptional! (112 reviews)
Overall the property was so nice. The breakfast included with your stay is soooo delicious! That was a real treat. Fresh squeezed orange juice, chef prepared meals, and tasty assorted pastries and parfaits. The staff were so kind and helpful. They went above and beyond to help us. My one complaint. There are a lot of mosquitoes inside of the property. I left with several bites. We killed several in our room, and there were mosquitoes flying around at breakfast and the staff at the front desk. So that was a bummer, but besides that everything else was lovely.

Reviewed on Oct 6, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was $1,125, price is now $815 per person
$815
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (477 reviews)
The front desk speaks multiple languages, and is very informative about the area around the hotel. The hotel is bright & clean, and they are the first hotel I stayed at in my time in Europe that didn't lock me out of the air conditioning setting. The spa was nice and relaxing and they make sure not too many people are there at the same time which is super nice. It was great after walking 20,000 steps in a day to sit in the turkish bath. They packed me a box breakfast the day I had to leave early to go on an excursion, and they offered one the day I went to the airport. Overall, amazing value for the price. The only complaint which isn't on them is that there are not many restaurant options immediately next to the hotel - just one. However, I spent most of my time in the city center so that was fine.

Reviewed on Oct 4, 2025

Dimora Palanca Boutique & SPA

Dimora Palanca Boutique & SPA

5 out of 5
Historic Centre of Florence
Price was $1,426, price is now $1,039 per person
$1,039
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.4/10 Exceptional! (51 reviews)
Overall the property was great for our needs. It was very convenient for us because it had parking on the premises. The staff was amazing and the king room was beautiful. The only drawback is that it was a bit of a walk from the city center.

Reviewed on Oct 5, 2025

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Discover the most popular places to visit in Asciano

Crete Senesi

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.

Crete Senesi

Monte Oliveto Maggiore Abbey

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.

Monte Oliveto Maggiore Abbey

What to do in Asciano

Medieval Centre

Skip the Line: Siena Duomo and City Walking Tour

$47
per adult
100% of travellers recommend
Skip the Line: Siena Duomo and City Walking Tour
Monteriggioni fortress

Tuscany Hiking Tour from Siena Including Wine Tasting

$65
per adult
Tuscany Hiking Tour from Siena Including Wine Tasting
Montalcino: Guided Winery Tour and Wine Tasting

Montalcino: Guided Winery Tour and Wine Tasting

$53
per adult
Montalcino: Guided Winery Tour and Wine Tasting
See all activities in Asciano

Asciano Hotel Deals

Precise House Montaperti Siena

Precise House Montaperti Siena

4 out of 5
Str. di Poggio al Vento 1/A, Località Casanova Pansarine, Asciano, SI
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $108 total per night from Nov 9 to Nov 10
$108 total
Nov 9 - Nov 10
Total with taxes and fees
8.2/10 Very Good! (588 reviews)
Queen bed
"Lovely staff. Misleading advertisement regarding queen bed and single bed in the apartment. There are 2 single beds and a pull out couch."

Reviewed on Sep 21, 2025

Precise House Montaperti Siena
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $116 total per night from Nov 7 to Nov 8
$116 total
Nov 7 - Nov 8
Total with taxes and fees
9.2/10 Wonderful! (999 reviews)
"NA"

Reviewed on Sep 28, 2025

Hotel Athena
Hotel Ristorante Alcide

Hotel Ristorante Alcide

4 out of 5
Viale Marconi, 67/A, Poggibonsi, SI
Fully refundableReserve now, pay when you stay
$51 nightly
The price is $57 total per night from Nov 9 to Nov 10
$57 total
Nov 9 - Nov 10
Total with taxes and fees
8/10 Very Good! (454 reviews)
Good Value for the cost !
"The hotel was good value for the price. The room was clean. The hotel is in a good, safe area. The A/C was able to keep up with the 98F temps outside. Check in was easy. The breakfast was very good. Parking is a little tricky but not to bad. The only issues we had with our room was the safe wouldnt ..."

Reviewed on Jul 7, 2025

Hotel Ristorante Alcide
See all 8,777 properties in Asciano
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.

Asciano Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
4,100
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Pienza Cathedral, Terme Antica Querciolaia and Palazzo Piccolomini

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Frequently asked questions

How much does an Asciano vacation package cost?
You'll find cheap prices from $608 on Expedia for your Asciano escape. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Asciano costs.
What are the cheapest months to go to Asciano?
You can usually find reduced prices and greater availability in February, August and November. Take a look at our cheap Asciano vacation packages and you could get some great off-season discounts.
How many days is enough for Asciano?
Typically, a handful of days is enough to check out the top attractions during your Asciano vacation. But if you prefer to have some time to kick back or go on day trips, consider extending your itinerary.
How to find the best Asciano package deals?
Begin your search for an Asciano package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Asciano package deal right 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 adventure underway.
Is it cheaper to book an Asciano vacation as a package?
You can enjoy significant savings on your Asciano break by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Asciano?
Land incredible discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Asciano trip.
How to plan a trip to Asciano?

  1. Choose when to get away: Check your calendar and get your bags packed. Your preferred time of year and the activities available will also help you decide when to visit Asciano.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and dining out to experiences and flights. Your hotel will probably be the biggest expense during your trip to Asciano.
  3. Organize your Asciano getaway with our trip planning tool: Search for and book hotels and experiences all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Asciano together.
  4. Decide how long to go for: Now that you know more about Asciano, you can work out the right length of your vacation. Pull together a rough plan and allocate enough time for all the things you want to do.
  5. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Asciano vacation package.
  6. Book any activities or excursions: Here's the fun part — locking in everything you want to see and do. Explore some of the top things to do in Asciano and book your tickets in advance to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Asciano vacation packages?
Your Asciano break is meant to be an escape from your daily routine, not a reason for money-related stress. So to give you more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

Explore a world of travel with Expedia

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.