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

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Asciano vacation homes

Property grounds

1. Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included
Monteroni d'Arbia
The price is ￥16,694
￥20,736 total
includes taxes & fees
Nov 5 - Nov 6
Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included
A swimming pool with a wooden deck and lounge chairs, surrounded by a scenic landscape with hills and a clear sky.

2. Agritourism in Val d'Orcia

Agritourism in Val d'Orcia
montalcino
The price is ￥26,359
￥59,571 total
includes taxes & fees
Oct 26 - Oct 27
Agritourism in Val d'Orcia
A narrow stone pathway leading through an old stone building with arched doorways and potted plants.

3. Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
7.0 out of 10, Good, (2 reviews)
"Zum positiven: Kommunikation mit dem Gastgeber war sehr gut und informativ. Check in war gut, Antonio der die Übergabe der Schlüssel und die Erläuterung zum Appartement machte sprach leider nur italienisch, aber er war sehr freundlich und mit Händen und Füßen funktionierte es gut. Das Apartment war wirklich sehr schön und mit Liebe zum Detail eingerichtet. Die Location war wirklich sehr schön.Nun zum negativen: An allen Fenstern der Unterkunft waren keine Fliegengitter angebracht was es...
United States
Harald B.
The price is ￥18,978
￥36,199 total
includes taxes & fees
Oct 26 - Oct 27
Romantic farm in the Sienese hills
A building with a stone facade, a door, a window, and a patio area with chairs and a table.

4. A peaceful spot with a garden between Chianti and Crete, near the old town

A peaceful spot with a garden between Chianti and Crete, near the old town
Casetta
The price is ￥12,652
￥17,221 total
includes taxes & fees
Nov 2 - Nov 3
A peaceful spot with a garden between Chianti and Crete, near the old town
A small brick structure with an arched entrance, surrounded by gravel, potted plants, and trees.

5. Vacation in Poggettone

Vacation in Poggettone
Monteroni d'Arbia
The price is ￥25,304
￥39,011 total
includes taxes & fees
Oct 26 - Oct 27
Vacation in Poggettone
A rustic building with a brick facade, a small arched window, and a door.

6. A cozy, Tuscan-style apartment perfect for families. Pets Allowed

A cozy, Tuscan-style apartment perfect for families. Pets Allowed
Toscana
10.0 out of 10, Exceptional, (2 reviews)
"This refurbished cottage is a hidden gem, surrounded by fruit trees on a hillside facing Siena. You’ll need a car — it s about a 5-minute drive on a steep, narrow, winding road to get to the stores by the freeway. The cottage was bigger than we were expecting, with a small but well-equipped kitchen. The host turned on the AC in anticipation of our arrival. There are two bedrooms on the main floor with AC, and a fourth bed in a loft."
United States
Shanti R.
The price is ￥26,359
￥32,685 total
includes taxes & fees
Oct 26 - Oct 27
A cozy, Tuscan-style apartment perfect for families. Pets Allowed
A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

7. Double room with private bathroom in the countryside, 5 minutes from Montepulciano

Double room with private bathroom in the countryside, 5 minutes from Montepulciano
Toscana
The price is ￥18,978
￥28,467 total
includes taxes & fees
Oct 26 - Oct 27
Double room with private bathroom in the countryside, 5 minutes from Montepulciano
A patio area with a gravel floor, potted plants, and a white umbrella.

8. Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is ￥47,446
￥63,261 total
includes taxes & fees
Oct 26 - Oct 27
Charming Siena Countryside Stay
A kitchen with a granite countertop, a hanging pendant light, and a brick archway.

9. "Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
10.0 out of 10, Exceptional, (12 reviews)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
The price is ￥17,573
￥21,439 total
includes taxes & fees
Oct 29 - Oct 30
"Il Focolare" Superior Apartment in Monticchiello
A brick building with a large sliding glass door, a brown door, and a small potted plant.

10. Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Foiano della Chiana
The price is ￥13,501
￥14,204 total
includes taxes & fees
Oct 26 - Oct 27
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
A stone building with two windows, one with green shutters, and a rose bush in the foreground.

11. Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.6 out of 10, Exceptional, (10 reviews)
"Loved it!"
United States
Ryan C.
The price is ￥14,076
￥24,619 total
includes taxes & fees
Oct 27 - Oct 28
Exclusive Stone Tower.
An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

12. Podere Belsogno-camera Lavanda

Podere Belsogno-camera Lavanda
Montalcino
10.0 out of 10, Exceptional, (5 reviews)
"The stay was very pleasant, the room was very tidy and cosy. The view when waking up is breathtaking, as well as the whole place. Exactly as stated in the pictures. We were very welcomed by the host and you get a good breakfast. Would definitely come back again if I‘m in the area! Thank you very much for the stay!"
Austria
Johannes S.
The price is ￥21,087
￥24,601 total
includes taxes & fees
Nov 1 - Nov 2
Podere Belsogno-camera Lavanda
A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

13. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is ￥11,920
￥17,197 total
includes taxes & fees
Oct 27 - Oct 28
Dolce Casa 2 by Tiny Away
A kitchen counter with a coffee maker, a paper towel holder, and a window with a view of greenery.

14. Holiday Home 'La Casina All'angolo'

Holiday Home 'La Casina All'angolo'
Civitella in Val di Chiana
The price is ￥23,196
￥27,765 total
includes taxes & fees
Nov 11 - Nov 12
Holiday Home 'La Casina All'angolo'
A rustic kitchen with stone walls, a wooden ceiling, a green sofa with cushions, and a view through a large arched window.

15. Vacation Home 'La Limonaia' with Pool, Private Terrace & Wi-Fi

Vacation Home 'La Limonaia' with Pool, Private Terrace & Wi-Fi
Monte San Savino
6.0 out of 10, (2 reviews)
"My husband and I booked this place and were unable to stay due to lack of communication regarding check-in procedure. The listing states the host will make contact 3 days before which didn’t happen. We sent several messages the day of check-in and didn’t hear from the host until well after the check-in time (4pm). Given the remote location and time of day, we were worried we wouldn’t have anywhere to stay for the night so we booked a hotel in Arezzo which we were lucky to get on a holiday...
Canada
Anonymous traveler
The price is ￥19,611
￥35,602 total
includes taxes & fees
Nov 1 - Nov 2
Vacation Home 'La Limonaia' with Pool, Private Terrace & Wi-Fi
A modern hotel room with a flat-screen TV displaying 'NETFLIX', a jacuzzi, and a neon sign.

16. Siena Love Nest: Romantic Suite with Spa & Jacuzzi

Siena Love Nest: Romantic Suite with Spa & Jacuzzi
Toscana
The price is ￥17,397
￥30,928 total
includes taxes & fees
Oct 26 - Oct 27
Siena Love Nest: Romantic Suite with Spa & Jacuzzi
A stone building with a sign reading "Borgo di Mezzo".

17. The Gelda house, relax with a view

The Gelda house, relax with a view
Castelnuovo dell'Abate
9.6 out of 10, Exceptional, (15 reviews)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is ￥17,573
￥24,954 total
includes taxes & fees
Oct 26 - Oct 27
The Gelda house, relax with a view
A narrow stone alley with potted plants and benches.

18. The House of Alice, charm and relaxation

The House of Alice, charm and relaxation
Montalcino (SI)
9.8 out of 10, Exceptional, (78 reviews)
"Stunning location in a beautiful part of the country."
United States
Robert S.
The price is ￥26,359
￥35,848 total
includes taxes & fees
Nov 1 - Nov 2
The House of Alice, charm and relaxation
Room

19. Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Rigutino
The price is ￥12,831
￥18,108 total
includes taxes & fees
Oct 27 - Oct 28
Dolce Casa 1 by Tiny Away
A stone building with a wooden door and two windows with shutters.

20. The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views
Montalcino
9.6 out of 10, Exceptional, (23 reviews)
"We loved our stay, the beautiful views and quiet neighborhood were just amazing."
United States
MICHAEL H.
The price is ￥26,359
￥35,848 total
includes taxes & fees
Nov 3 - Nov 4
The Casetta di Brunello, quiet and breathtaking views
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 Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. We easily saw why the Borgo was a destination for the weddings, feasts, and meetings that were taking place at the time of our visit -- but they were never intrusive. The staff were multi-lingual and honestly could not do enough for us. Should you ever desire a dream from which that you did not want to awaken, visit Borgo San Luis."
John 2-night trip
Posted 5 hours ago
Hotel Borgo San Luigi

Find out more about Asciano

Asciano Vacation Homes information

Number of reviews
56
Accommodation
1585 Vacation Homes
Lowest Price
￥14,204
Highest Price
￥63,261