Asciano Vacations from $917

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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.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,405, price is now $917 per person
$917
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.4/10 Good! (1,014 reviews)
Honest review. The pros, the hotel location is great, near the station and all the attractions, the staff were super helpful and friendly, our room was on the small side but the bed was comfy and the bathroom nice. The breakfast was OK. The main con for us and I will qualify it by saying that we were at the hotel during a heat was that the aircon in our room wasn't great, only touched the edges of reducing the temperature and was noisy. There was also some noise from within the hotel. Overall a good hotel though and we enjoyed our stay.

Reviewed on Jun 30, 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,918, price is now $1,223 per person
$1,223
per person
Sep 3 - Sep 8
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
7.6/10 Good! (1,004 reviews)
Room was clean and bed was comfortable however windows weren't soundproof. Location is fantastic. Fire alarm went off multiple times during my stay including once in the middle of the night. Breakfast was very basic.

Reviewed on Jun 29, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was $4,264, price is now $2,721 per person
$2,721
per person
Sep 14 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.6/10 Exceptional! (147 reviews)
It’s a beautiful property, but be aware that it is secluded and that the restaurant menu is quite limited and after a couple of days, we were happy to go elsewhere. The waiting staff was attentive and nice, front desk not as much (maybe the la guard barrier?)

Reviewed on Jun 19, 2026

L'Andana

L'Andana

5 out of 5
Save 100% on your flight
Price was $3,526, price is now $2,295 per person
$2,295
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip flight included
New York (NYC) to Florence (FLR)
9.4/10 Exceptional! (90 reviews)
Breathtaking views of the Tuscan countryside, as well as incredibly attentive staff.

Reviewed on Jun 9, 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was $2,654, price is now $1,829 per person
$1,829
per person
Sep 3 - Sep 8
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
8.8/10 Excellent! (1,001 reviews)
Loved it!

Reviewed on Jun 30, 2026

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Stay near popular Asciano attractions

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.
See properties

What to do in Asciano

Montalcino: Guided Winery Tour and Wine Tasting

Montalcino: Guided Winery Tour and Wine Tasting

$52
per adult
Montalcino: Guided Winery Tour and Wine Tasting
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

$76
per adult
86% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

$221
per adult
100% of travellers recommend
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
See all activities in Asciano

Asciano Hotel Deals

Castello di Leonina Relais

Castello di Leonina Relais

4 out of 5
Strada Di Leonina 5 Asciano SI
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $203 total per night from Jul 14 to Jul 15
$203 total
Jul 14 - Jul 15
Total with taxes and fees
9/10 Wonderful! (133 reviews)
"The breakfast was amazing and so was the staff. It is a beautiful facility and Maximo went out of his way to help us with a car issue. It was our best and most luxurious stay of our trip!"

Reviewed on Jun 11, 2026

Castello di Leonina Relais
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
$544 nightly
The price is $605 total per night from Jul 6 to Jul 7
$605 total
Jul 6 - Jul 7
Total with taxes and fees
9.6/10 Exceptional! (147 reviews)
"It’s a beautiful property, but be aware that it is secluded and that the restaurant menu is quite limited and after a couple of days, we were happy to go elsewhere. The waiting staff was attentive and nice, front desk not as much (maybe the la guard barrier?)"

Reviewed on Jun 19, 2026

Precise Tale Poggio Alla Sala
Hotel Executive

Hotel Executive

4 out of 5
Via Nazareno Orlandi 32 Siena SI
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $91 total per night from Jul 12 to Jul 13
$91 total
Jul 12 - Jul 13
Total with taxes and fees
8.4/10 Very Good! (541 reviews)
"My mother and sister stayed at this property together after hiking the spiritual pilgrimage Francigena through Italy and stopped in Siena for 2 nights and a day. Overall the property is very stunning appearance wise, clean and fairly updated. Felt very safe for us ladies alone. The restaurant options ..."

Reviewed on Jun 6, 2026

Hotel Executive
See all 8,742 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.

Find the Best Asciano Vacation Packages

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 $917 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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.