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

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Asciano holiday 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
The price is 2.133.871 ₫
2.492.150 ₫ total
includes taxes & fees
19 Oct - 20 Oct
RESIDENCE LECCIO
A person in a swimming pool with a view of trees and distant hills.

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 5.728.591 ₫
6.446.111 ₫ total
includes taxes & fees
13 Nov - 14 Nov
Albergo Diffuso Borgo Santo
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 6.135.842 ₫
6.923.020 ₫ total
includes taxes & fees
18 Oct - 19 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 2.390.858 ₫
2.745.673 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Villa Fontis Rapolano
A villa with a swimming pool, outdoor seating, and a tennis court.

5. 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 3.271.672 ₫
3.714.753 ₫ total
includes taxes & fees
31 Oct - 1 Nov
Villa Curina Resort
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

6. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (184 reviews)
"Very peaceful and scenic. Wish we had stayed longer."
United States
Amir
The price is 2.291.935 ₫
2.752.957 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Bosco della Spina
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, (184 reviews)
"Great Historical location."
Canada
Robert
The price is 2.181.290 ₫
2.486.354 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Abbadia Sicille Relais
A stone building with a sloped roof, a small porch, and a gravel driveway.

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 2.701.013 ₫
3.087.028 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Podere La Chiusella
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

9. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.4 out of 10, Exceptional, (47 reviews)
"Roberto, his wife and his staff were all round great. Very friendly helpful and great service. We were very happy to find this authentic castle/village to stay in Tuscany."
Canada
Iain
The price is 6.256.720 ₫
6.998.306 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Castello di Gargonza
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

10. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (162 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is 3.310.747 ₫
3.815.415 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Hotel San Gregorio
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
9.2 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 3.556.040 ₫
4.027.373 ₫ total
includes taxes & fees
14 Oct - 15 Oct
La Murata
An arched brick corridor with gravel flooring, potted plants, and a gate leading to a garden area.

12. Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (46 reviews)
"Clean room, amazing staff"
Canada
Talha
Ca' Bianca Tuscany Relais
A poolside area with two glasses of water, candles, and a stone pathway.

13. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (101 reviews)
"Great location and lovely pool. Rooms were large but the place is definitely dated. Breakfast was decent with a lot of options. Parking wasn’t all that great but nevertheless on the property itself"
Canada
Sunil
The price is 4.629.164 ₫
5.207.809 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Casanova - Panoramic Rooms and Suites
A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

14. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (11 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is 6.657.606 ₫
7.612.661 ₫ total
includes taxes & fees
12 Nov - 13 Nov
Palazzo Saloni
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.

15. 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 1.713.018 ₫
1.971.254 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Tuscasì Aparthotel
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

16. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
The price is 4.326.743 ₫
4.759.417 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Villa di Sotto
A spa area with a stone-walled arch, a hot tub, and a small window.

17. 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 3.053.279 ₫
3.474.521 ₫ total
includes taxes & fees
14 Oct - 15 Oct
DormiVeglia B&B
An arched stone gateway leading to a pathway lined with potted plants and lights.

18. 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 2.584.302 ₫
3.828.059 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Castello di Modanella
A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

19. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (118 reviews)
"Felt like home. The central kitchen / coffee area felt like home."
United States
Bradley
The price is 2.197.383 ₫
2.648.949 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Idolina Guest House
A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

20. 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 3.020.857 ₫
3.438.856 ₫ total
includes taxes & fees
14 Oct - 15 Oct
B&B Le Scalette di Piazza
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

Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 11 hours ago
Hotel Italia

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.

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.