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

Asciano Holiday Rentals

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Our top choices for Asciano holiday rentals

1. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is NZ$159
includes taxes & fees
9 Nov - 10 Nov
RESIDENCE LECCIO

2. Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
10.0 out of 10, Exceptional, (3 reviews)
"Location was perfect, restaurants were excellent, views spectacular. Will highly recommend!"
United States
David
The price is NZ$435
includes taxes & fees
4 Nov - 5 Nov
Albergo Diffuso Borgo Santo

3. 2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is NZ$472
includes taxes & fees
2 Nov - 3 Nov
2 Cuori e 1 Yurta Glamping in Toscana

4. 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.
The price is NZ$579
includes taxes & fees
25 Oct - 26 Oct
Holiday apartment with pool and terrace

5. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
The price is NZ$122
includes taxes & fees
22 Nov - 23 Nov
Abbadia Sicille Relais

6. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (81 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is NZ$263
includes taxes & fees
24 Oct - 25 Oct
Villa Curina Resort

7. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (186 reviews)
"Very peaceful and scenic. Wish we had stayed longer."
United States
Amir
The price is NZ$188
includes taxes & fees
27 Oct - 28 Oct
Bosco della Spina

8. Podere La Chiusella

Podere La Chiusella
Rapolano Terme
9.2 out of 10, Wonderful, (33 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
The price is NZ$196
includes taxes & fees
22 Nov - 23 Nov
Podere La Chiusella

9. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (32 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is NZ$146
includes taxes & fees
4 Nov - 5 Nov
Tuscasì Aparthotel

10. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very good, (17 reviews)
"To far out"
United States
Dennis
The price is NZ$248
includes taxes & fees
23 Oct - 24 Oct
Castello di Modanella

11. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (30 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is NZ$215
includes taxes & fees
9 Nov - 10 Nov
DormiVeglia B&B

12. La Murata

La Murata
Rapolano Terme
9.2 out of 10, Wonderful, (13 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
The price is NZ$256
includes taxes & fees
2 Nov - 3 Nov
La Murata

13. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (118 reviews)
"A truly special place!"
United States
Jaiden
The price is NZ$164
includes taxes & fees
14 Nov - 15 Nov
Idolina Guest House

14. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
The price is NZ$344
includes taxes & fees
29 Oct - 30 Oct
Villa di Sotto

15. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (166 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is NZ$292
includes taxes & fees
8 Nov - 9 Nov
Hotel San Gregorio

16. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (12 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is NZ$563
includes taxes & fees
2 Nov - 3 Nov
Palazzo Saloni

17. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (105 reviews)
"Great location. Staff was accommodating and very helpful."
Canada
François
The price is NZ$239
includes taxes & fees
8 Nov - 9 Nov
B&B Le Scalette di Piazza

18. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (74 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is NZ$249
includes taxes & fees
1 Nov - 2 Nov
Affitacamere Maria Gabriella

19. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (355 reviews)
"Humming noise in the room. Slow internet. Fine bed. Good location."
Netherlands
Lauro
The price is NZ$118
includes taxes & fees
22 Nov - 23 Nov
ApartHotel Anghel

20. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (28 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is NZ$361
includes taxes & fees
25 Oct - 26 Oct
Borgo Argenina
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

Find out more about Asciano

Everything you need to know about Asciano holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Asciano holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Asciano holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Asciano holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Asciano holiday rentals we have selected for you start as low as NZ$118 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Asciano rentals

At Expedia, we put the best Asciano holiday 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 holiday.

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. 

Frequently asked questions

Can I find a holiday rental in Asciano?

Yes, there are holiday rentals close to the most popular sights in Asciano, or you can select 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 coffee shops during your trip.

What are some of the best holiday rentals that Asciano has to offer?

Borgo Argiano: This holiday home rental outside of Asciano is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in Asciano?

Expedia has 28 holiday 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 holiday rentals like in Asciano?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Asciano. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for small groups.