Rolling hills, a line of tall cypress trees, and a misty valley.

Asciano Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Asciano vacation rentals

A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

1. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
$99 nightly
The price is $114
Sep 11 - Sep 12
Total with taxes and fees
RESIDENCE LECCIO
A stone-paved courtyard with a wrought iron gate, a brick building, and a tree.

2. B&B Le Logge Di Sopra

B&B Le Logge Di Sopra
Asciano
B&B Le Logge Di Sopra
A swimming pool with lounge chairs and umbrellas, a brick building in the background, and a clear sky.

3. Podere Vesta

Podere Vesta
3.0 star property
Asciano
9.2 out of 10, Wonderful, (20 reviews)
"This was the best stay and experience during our 20 days trip to italy. Beautiful property 20min from Siena. It had everything we needed. The apartment is stocked with everything you could need for a long stay. My son had so much fun, and the free bikes were a plus. Make sure to pass by a grocery store before arriving, you won’t want to leave the property"
United States
Katerine
$173 nightly
The price is $189
Sep 17 - Sep 18
Total with taxes and fees
Podere Vesta
A person in a swimming pool with a view of trees and distant hills.

4. Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
10.0 out of 10, Exceptional, (2 reviews)
"Location was perfect, restaurants were excellent, views spectacular. Will highly recommend!"
United States
David
$266 nightly
The price is $298
Sep 3 - Sep 4
Total with taxes and fees
Albergo Diffuso Borgo Santo
A swimming pool with lounge chairs, surrounded by greenery and a view of distant hills.

5. Holiday apartment with pool and terrace

Holiday apartment with pool and terrace
Asciano
8.0 out of 10, Very Good, (2 reviews)
"Property manager “Il Casolare” Cristina was very easy to reach and accommodating. You definitely need a car as the unit is in a remote setting outside Asciano city proper. Rustic setting, beautiful property but not luxurious. Accommodations are minimal but typical . We did have some flooding due to heavy rains. Also they charge for bed linens and bath towels extra which is odd coming from the USA. Bathroom upstairs needs an enclosure (shower curtains at a minimum). "
United States
Jorge E.
$315 nightly
The price is $342
Sep 19 - Sep 20
Total with taxes and fees
Holiday apartment with pool and terrace
A hot tub with two people, surrounded by trees and a wooden deck.

6. 2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
$257 nightly
The price is $290
Sep 21 - Sep 22
Total with taxes and fees
2 Cuori e 1 Yurta Glamping in Toscana
A villa with a swimming pool, outdoor seating, and a tennis court.

7. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (75 reviews)
"Beautiful property"
Canada
Mary
$153 nightly
The price is $173
Sep 27 - Sep 28
Total with taxes and fees
Villa Curina Resort
A stone building with a sloped roof, a small porch, and a gravel driveway.

8. Podere La Chiusella

Podere La Chiusella
Rapolano Terme
9.4 out of 10, Exceptional, (32 reviews)
"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...
United Kingdom
Kevin
$99 nightly
The price is $113
Sep 7 - Sep 8
Total with taxes and fees
Podere La Chiusella
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

9. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (38 reviews)
$161 nightly
The price is $177
Sep 21 - Sep 22
Total with taxes and fees
Villa di Sotto
An arched stone gateway leading to a pathway lined with potted plants and lights.

10. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very Good, (17 reviews)
"To far out"
United States
Dennis
$122 nightly
The price is $139
Sep 2 - Sep 3
Total with taxes and fees
Castello di Modanella
A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

11. La Murata

La Murata
Rapolano Terme
9.0 out of 10, Wonderful, (12 reviews)
"Amazingly beautiful place! Wish i could have stayed longer to enjoy the view but was just passing through. The apartment was so cute and clean. Any family would enjoy staying here. I would stay here again if i were in the area."
United States
Elizabeth
$166 nightly
The price is $188
Sep 28 - Sep 29
Total with taxes and fees
La Murata
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

12. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (178 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
$166 nightly
The price is $186
Sep 27 - Sep 28
Total with taxes and fees
Abbadia Sicille Relais
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

13. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (177 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
$142 nightly
The price is $165
Sep 24 - Sep 25
Total with taxes and fees
Bosco della Spina
A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

14. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (29 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
$85 nightly
The price is $98
Aug 31 - Sep 1
Total with taxes and fees
Tuscasì Aparthotel
A spa area with a stone-walled arch, a hot tub, and a small window.

15. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (29 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
$118 nightly
The price is $135
Aug 30 - Aug 31
Total with taxes and fees
DormiVeglia B&B
A bedroom with a bed, bedside table, and a window with a view of greenery.

16. La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
$130 nightly
The price is $148
Aug 31 - Sep 1
Total with taxes and fees
La Coroncina Lodging
An arched brick corridor with gravel flooring, potted plants, and a gate leading to a garden area.

17. Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (46 reviews)
"Clean room, amazing staff"
Canada
Talha
$302 nightly
The price is $337
Aug 30 - Aug 31
Total with taxes and fees
Ca' Bianca Tuscany Relais
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

18. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (44 reviews)
"Beautiful historic fortress / castle with tastefully updated rooms, great amenities that maintains the old character "
Canada
Ariel
$229 nightly
The price is $257
Sep 28 - Sep 29
Total with taxes and fees
Castello di Gargonza
A poolside area with two glasses of water, candles, and a stone pathway.

19. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (93 reviews)
"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"
Finland
Jarkko
$177 nightly
The price is $200
Aug 30 - Aug 31
Total with taxes and fees
Casanova - Panoramic Rooms and Suites
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

20. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
$100 nightly
The price is $115
Aug 31 - Sep 1
Total with taxes and fees
TuscanyLettings Studio&Room
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.
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Top Asciano Hotel Reviews

Castello di Leonina Relais

Castello di Leonina Relais

10/10 Excellent
"We stayed 4 days and are so glad we stayed here. The area has a restaurant right outside with the best view where they serve lunch and dinner. They also have a bar and a pool. It’s an old castle and yet they keep it clean and pretty restored. Breakfast buffet in the morning was included for us. The bathroom comment from others might be from not understanding how to use it as you have to pump the button several times to flush. The staff was wonderful and helpful. They spoke English and some Spanish."
Mariela 4-night trip
Posted 6 hours ago
Castello di Leonina Relais

Find out more about Asciano

Everything you need to know about Asciano vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Asciano vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Asciano vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Asciano vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Asciano. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Asciano in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $101 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Asciano rentals

At Expedia, we put the best Asciano vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Asciano rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Asciano vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Asciano. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Asciano?

Yes, we give you a choice of vacation rentals close to popular local attractions in Asciano, or you can choose a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the countryside in Asciano. Make sure you have time to check out the wineries and coffeehouses during your trip.

What's the top vacation rental that Asciano has to offer?

Borgo Argiano: This vacation home rental near Asciano is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an espresso maker. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Asciano?

Expedia has 27 vacation rentals for your stay in Asciano.

What can I see and do in Asciano?

While exploring the area, visit family-friendly sights like Siena Circuit, or get outside and enjoy nature at Val di Chiana. Other places in town to visit include Monte Oliveto Maggiore Abbey and Museo Cassioli.

What are vacation rentals like in Asciano?

Vacation rentals are private properties you can reserve for several days or more in Asciano. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family gatherings.