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

Asciano Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Asciano holiday rentals

A person in a swimming pool with a view of trees and distant hills.

1. 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
The price is S$316
includes taxes & fees
12 Oct - 13 Oct
Albergo Diffuso Borgo Santo
A hot tub with two people, surrounded by trees and a wooden deck.

2. 2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is S$361
includes taxes & fees
12 Oct - 13 Oct
2 Cuori e 1 Yurta Glamping in Toscana
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

3. Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
The price is S$136
includes taxes & fees
4 Oct - 5 Oct
Villa Fontis Rapolano
An arched stone gateway leading to a pathway lined with potted plants and lights.

4. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very good, (17 reviews)
The price is S$181
includes taxes & fees
19 Oct - 20 Oct
Castello di Modanella
A stone building with a sloped roof, a small porch, and a gravel driveway.

5. 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 S$154
includes taxes & fees
4 Oct - 5 Oct
Podere La Chiusella
A historic building with a tower, a courtyard, and a well-lit entrance.

6. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (182 reviews)
"Great Historical location."
Canada
Robert
The price is S$178
includes taxes & fees
25 Oct - 26 Oct
Abbadia Sicille Relais
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, (80 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is S$216
includes taxes & fees
4 Oct - 5 Oct
Villa Curina Resort
A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

8. 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
The price is S$188
includes taxes & fees
7 Oct - 8 Oct
La Murata
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

9. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (178 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is S$126
includes taxes & fees
27 Oct - 28 Oct
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.

10. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (31 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is S$113
includes taxes & fees
31 Oct - 1 Nov
Tuscasì Aparthotel
A patio area with outdoor seating, potted plants, and a view of the landscape.

11. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (68 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is S$183
includes taxes & fees
8 Oct - 9 Oct
Affitacamere Maria Gabriella
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

12. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
The price is S$238
includes taxes & fees
12 Oct - 13 Oct
Villa di Sotto
A spa area with a stone-walled arch, a hot tub, and a small window.

13. 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
The price is S$160
includes taxes & fees
4 Oct - 5 Oct
DormiVeglia B&B
A stone building with a gravel driveway and lush greenery.

14. Luxury resort in the Tuscan countryside

Luxury resort in the Tuscan countryside
Trequanda
The price is S$310
includes taxes & fees
6 Oct - 7 Oct
Luxury resort in the Tuscan countryside
A traditional stone building with a courtyard, a staircase, and potted plants.

15. Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is S$148
includes taxes & fees
5 Oct - 6 Oct
Il Pozzo di Sant'Andrea
A stone building with a garden in front.

16. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (27 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is S$313
includes taxes & fees
5 Oct - 6 Oct
Borgo Argenina
A table with two wine glasses, a bottle, and a book.

17. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (98 reviews)
"Everything was very clean and modern, working perfect. We didn’t meet anyone from the staff. And it would be nice if they leave some bottle of water for each room. We like the place a lot. People have to consider that it is outside Siena walls and it’s a pretty steep and long distance walk"
United States
María
The price is S$100
includes taxes & fees
20 Oct - 21 Oct
Domus il Palio B&B
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

18. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is S$119
includes taxes & fees
7 Oct - 8 Oct
Artisti del Cavallo Tourism
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Asciano Hotel Reviews

Nuovo Etruria Resort

Nuovo Etruria Resort

10/10 Excellent
"Great big room with excellent amenities. Wonderful staff."
Nasser 1-night trip
Posted 5 hours ago
Nuovo Etruria Resort

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.