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

Asciano Vacation 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 vacation 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 SAR 824
SAR 928 total
includes taxes & fees
13 Oct - 14 Oct
Albergo Diffuso Borgo Santo
A swimming pool with lounge chairs, surrounded by greenery and a view of distant hills.

2. 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 SAR 751
SAR 1,256 total
includes taxes & fees
3 Oct - 4 Oct
Holiday apartment with pool and terrace
A hot tub with two people, surrounded by trees and a wooden deck.

3. 2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is SAR 940
SAR 1,060 total
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.

4. 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 SAR 327
SAR 377 total
includes taxes & fees
11 Oct - 12 Oct
Villa Fontis Rapolano
An arched stone gateway leading to a pathway lined with potted plants and lights.

5. 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 SAR 353
SAR 533 total
includes taxes & fees
19 Oct - 20 Oct
Castello di Modanella
A stone building with a sloped roof, a small porch, and a gravel driveway.

6. 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 SAR 384
SAR 440 total
includes taxes & fees
1 Nov - 2 Nov
Podere La Chiusella
A historic building with a tower, a courtyard, and a well-lit entrance.

7. 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 SAR 463
SAR 522 total
includes taxes & fees
25 Oct - 26 Oct
Abbadia Sicille Relais
A villa with a swimming pool, outdoor seating, and a tennis court.

8. 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 SAR 580
SAR 656 total
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.

9. 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 SAR 536
SAR 606 total
includes taxes & fees
15 Oct - 16 Oct
La Murata
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

10. 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 SAR 306
SAR 370 total
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.

11. 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 SAR 252
SAR 333 total
includes taxes & fees
31 Oct - 1 Nov
Tuscasì Aparthotel
A patio area with outdoor seating, potted plants, and a view of the landscape.

12. 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 SAR 392
SAR 537 total
includes taxes & fees
28 Oct - 29 Oct
Affitacamere Maria Gabriella
A stone building with a balcony, surrounded by lush greenery and flowering plants.

13. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (70 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is SAR 574
SAR 668 total
includes taxes & fees
7 Oct - 8 Oct
Il Poggio dell'Eremita
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

14. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
The price is SAR 637
SAR 700 total
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.

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
The price is SAR 394
SAR 450 total
includes taxes & fees
27 Oct - 28 Oct
DormiVeglia B&B
A stone building with a gravel driveway and lush greenery.

16. Luxury resort in the Tuscan countryside

Luxury resort in the Tuscan countryside
Trequanda
The price is SAR 826
SAR 921 total
includes taxes & fees
4 Oct - 5 Oct
Luxury resort in the Tuscan countryside
A traditional stone building with a courtyard, a staircase, and potted plants.

17. 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 SAR 364
SAR 418 total
includes taxes & fees
21 Oct - 22 Oct
Il Pozzo di Sant'Andrea
A stone building with a garden in front.

18. 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 SAR 805
SAR 920 total
includes taxes & fees
5 Oct - 6 Oct
Borgo Argenina
A table with two wine glasses, a bottle, and a book.

19. 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 SAR 252
SAR 294 total
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.

20. 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 SAR 296
SAR 343 total
includes taxes & fees
30 Oct - 31 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 7 hours ago
Nuovo Etruria Resort

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 kitchenware. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Asciano?

Expedia has 28 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.