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 391
AED 485 total
includes taxes & fees
25 Oct - 26 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
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 617
AED 1,394 total
includes taxes & fees
16 Oct - 17 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 444
AED 847 total
includes taxes & fees
16 Oct - 17 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 592
AED 913 total
includes taxes & fees
20 Oct - 21 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 329
AED 576 total
includes taxes & fees
16 Oct - 17 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 316
AED 332 total
includes taxes & fees
16 Oct - 17 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 410
AED 501 total
includes taxes & fees
2 Nov - 3 Nov
"Il Focolare" Superior Apartment in Monticchiello
A patio area with a gravel floor, potted plants, and a white umbrella.

9. Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is AED 1,111
AED 1,481 total
includes taxes & fees
28 Oct - 29 Oct
Charming Siena Countryside Stay
A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

10. 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 444
AED 666 total
includes taxes & fees
16 Oct - 17 Oct
Double room with private bathroom in the countryside 5 minutes from Montepulciano
An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

11. 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 494
AED 576 total
includes taxes & fees
20 Oct - 21 Oct
Podere Belsogno-camera Lavanda
A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

12. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is AED 382
AED 505 total
includes taxes & fees
29 Oct - 30 Oct
Dolce Casa 2 by Tiny Away
A rustic building with a brick facade, a small arched window, and a door.

13. 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 617
AED 769 total
includes taxes & fees
16 Oct - 17 Oct
Cozy Tuscan-style apartment Suitable for families. Pets allowed
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 481
AED 856 total
includes taxes & fees
16 Oct - 17 Oct
Vacation Home 'La Limonaia' with Pool, Private Terrace & Wi-Fi
A kitchen counter with a coffee maker, a paper towel holder, and a window with a view of greenery.

15. Holiday Home 'La Casina All'angolo'

Holiday Home 'La Casina All'angolo'
Civitella in Val di Chiana
The price is AED 543
AED 650 total
includes taxes & fees
31 Oct - 1 Nov
Holiday Home 'La Casina All'angolo'
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 744
AED 987 total
includes taxes & fees
22 Oct - 23 Oct
Suite Gioconda - Podere Casa Rossa in Pienza
A narrow stone alley with potted plants and benches.

17. 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 616
AED 837 total
includes taxes & fees
15 Nov - 16 Nov
The House of Alice, charm and relaxation
A brick building with a sliding glass door entrance, a large potted plant, and two smaller potted plants outside.

18. 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 350
AED 710 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
A modern hotel room with a flat-screen TV displaying 'NETFLIX', a jacuzzi, and a neon sign.

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

Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Toscana
The price is AED 452
AED 773 total
includes taxes & fees
10 Nov - 11 Nov
Love Nest Siena: Romantic Suite with SPA & Jacuzzi
A stone building with a sign reading "Borgo di Mezzo".

20. 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 410
AED 583 total
includes taxes & fees
15 Nov - 16 Nov
The Gelda house, relax with a view
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

Castello di Leonina Relais

Castello di Leonina Relais

10/10 Excellent
"My wife and I had the best time ever. The staff was amazing and exceeded all expectations. We would recommend this location to all and would be happy to return on our next trip to Italy/ Tuscany."
Iker 4-night trip
Posted 10 hours ago
Castello di Leonina Relais