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 vacation homes

A gated entrance with a number plaque, a pathway leading to a building, and a parked vehicle.

1. Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included

Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included
Monteroni d'Arbia
The price is AED 392
AED 487 total
includes taxes & fees
22 Oct - 23 Oct
Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included
A building with a stone facade, a door, a window, and a patio area with chairs and a table.

2. Peaceful corner with garden between Chianti and Crete, very close to Old Town

Peaceful corner with garden between Chianti and Crete, very close to Old Town
Casetta
The price is AED 297
AED 405 total
includes taxes & fees
2 Nov - 3 Nov
Peaceful corner with garden between Chianti and Crete, very close to Old Town
A swimming pool with a wooden deck and lounge chairs, surrounded by a scenic landscape with hills and a clear sky.

3. Agritourism in Val d'Orcia

Agritourism in Val d'Orcia
montalcino
The price is AED 618
AED 1,392 total
includes taxes & fees
28 Oct - 29 Oct
Agritourism in Val d'Orcia
A narrow stone pathway leading through an old stone building with arched doorways and potted plants.

4. 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 AED 445
AED 848 total
includes taxes & fees
28 Oct - 29 Oct
Romantic farm in the Sienese hills
A small brick structure with an arched entrance, surrounded by gravel, potted plants, and trees.

5. Holday at Poggettone

Holday at Poggettone
Monteroni d'Arbia
The price is AED 594
AED 916 total
includes taxes & fees
29 Oct - 30 Oct
Holday at Poggettone
A stone building with two windows, one with green shutters, and a rose bush in the foreground.

6. Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.6 out of 10, Exceptional, (10 reviews)
"Loved it!"
United States
Ryan C.
The price is AED 331
AED 578 total
includes taxes & fees
18 Oct - 19 Oct
Exclusive Stone Tower.
A brick building with a large sliding glass door, a brown door, and a small potted plant.

7. 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 AED 317
AED 334 total
includes taxes & fees
18 Oct - 19 Oct
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
A kitchen with a granite countertop, a hanging pendant light, and a brick archway.

8. "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 AED 413
AED 504 total
includes taxes & fees
19 Oct - 20 Oct
"Il Focolare" Superior Apartment in Monticchiello
A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

9. 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 AED 446
AED 669 total
includes taxes & fees
18 Oct - 19 Oct
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.

10. Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is AED 1,112
AED 1,483 total
includes taxes & fees
28 Oct - 29 Oct
Charming Siena Countryside Stay
A rustic building with a brick facade, a small arched window, and a door.

11. Cozy Tuscan-style apartment Suitable for families. Pets allowed

Cozy Tuscan-style apartment Suitable 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 AED 618
AED 770 total
includes taxes & fees
18 Oct - 19 Oct
Cozy Tuscan-style apartment Suitable for families. Pets allowed
A brick building with a sliding glass door entrance, a large potted plant, and two smaller potted plants outside.

12. GuestHost - Charming studio of 40 sqm can accommodate up to 3 people, located on the ground floor (rise to access) of a refined period building with breathtaking views of the Sienese countryside. The property is located in a historic area, at the door of

GuestHost - Charming studio of 40 sqm can accommodate up to 3 people, located on the ground floor (rise to access) of a refined period building with breathtaking views of the Sienese countryside. The property is located in a historic area, at the door of
Siena
The price is AED 263
AED 606 total
includes taxes & fees
18 Oct - 19 Oct
GuestHost - Charming studio of 40 sqm can accommodate up to 3 people, located on the ground floor (rise to access) of a refined period building with breathtaking views of the Sienese countryside. The property is located in a historic area, at the door of
An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

13. 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 AED 495
AED 578 total
includes taxes & fees
20 Oct - 21 Oct
Podere Belsogno-camera Lavanda
A rustic kitchen with stone walls, a wooden ceiling, a green sofa with cushions, and a view through a large arched window.

14. 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 AED 1,024
AED 1,399 total
includes taxes & fees
11 Nov - 12 Nov
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.

15. Love Nest Siena: Romantic Suite with SPA & Jacuzzi

Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Toscana
The price is AED 409
AED 727 total
includes taxes & fees
18 Oct - 19 Oct
Love Nest Siena: Romantic Suite with SPA & Jacuzzi
An outdoor patio with a wooden pergola, a table with chairs, and potted plants.

16. Suite Gioconda - Podere Casa Rossa in Pienza

Suite Gioconda - Podere Casa Rossa in Pienza
Pienza
10.0 out of 10, Exceptional, (5 reviews)
"Comfortable, clean and the hosts are over the top welcoming! Walking distance to Pienza with gorgeous views. Loved staying here and hope to come back someday! "
United States
Doug H.
The price is AED 745
AED 984 total
includes taxes & fees
28 Oct - 29 Oct
Suite Gioconda - Podere Casa Rossa in Pienza
A kitchen counter with a coffee maker, a paper towel holder, and a window with a view of greenery.

17. Holiday Home 'La Casina All'angolo'

Holiday Home 'La Casina All'angolo'
Civitella in Val di Chiana
The price is AED 545
AED 652 total
includes taxes & fees
31 Oct - 1 Nov
Holiday Home 'La Casina All'angolo'
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 AED 619
AED 842 total
includes taxes & fees
1 Nov - 2 Nov
The House of Alice, charm and relaxation
A stone building with a sign reading "Borgo di Mezzo".

19. 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 AED 412
AED 585 total
includes taxes & fees
28 Oct - 29 Oct
The Gelda house, relax with a view
A bathroom with two large white sinks, a mirror with an ornate frame, and a shower area.

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 AED 619
AED 842 total
includes taxes & fees
3 Nov - 4 Nov
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

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"This was an amazing stay recommended by a friend and we really loved this place. The only immediate issues were the A/C broke and the TV was hard to setup, and the toilet seat was cracked and broke when I sat on it. But they fixed all that on day 1 and we had an amazing time - staff was amazing, grounds, parking, quiet, romantic, everything. The restaurant was amazing wine cellar. The food a little exotic so if you want more basic - then head over to Cortona with a car 15 min drive up the hill. Best part of trip was having a car. The people amazing, Daniel, Enrico, and cant remember everyone - everyone was amazing."
Martin 4-night trip
Posted 1 hour ago
Villa di Piazzano - Small Luxury Hotel of the World