Asciano Vacation Homes from AED 334

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

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Our top choices for Asciano vacation homes

A bedroom with a bed, a chair, a nightstand, a lamp, a decorative headboard, and a window with curtains.

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

Monteroni d'Arbia

AED 488 total

includes taxes & fees

9 Oct - 10 Oct

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

montalcino

AED 1,397 total

includes taxes & fees

5 Oct - 6 Oct

A building with a stone facade, a door, a window, and a patio area with chairs and a table.

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

Casetta

A stone building with two windows, one with green shutters, and a rose bush in the foreground.

4. Exclusive Stone Tower.

Casciano

Ryan C.

AED 579 total

includes taxes & fees

5 Oct - 6 Oct

A narrow stone pathway leading through an old stone building with arched doorways and potted plants.

5. Romantic farm in the Sienese hills

Trequanda, Siena

"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...

Harald B.

AED 852 total

includes taxes & fees

14 Oct - 15 Oct

A small brick structure with an arched entrance, surrounded by gravel, potted plants, and trees.

6. Holday at Poggettone

Monteroni d'Arbia

AED 918 total

includes taxes & fees

5 Oct - 6 Oct

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

Toscana

AED 670 total

includes taxes & fees

8 Oct - 9 Oct

A kitchen with a granite countertop, a hanging pendant light, and a brick archway.

8. "Il Focolare" Superior Apartment in Monticchiello

Monticchiello

Dan

AED 504 total

includes taxes & fees

5 Oct - 6 Oct

A brick building with a large sliding glass door, a brown door, and a small potted plant.

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

Foiano della Chiana

AED 334 total

includes taxes & fees

6 Oct - 7 Oct

A patio area with a gravel floor, potted plants, and a white umbrella.

10. Charming Siena Countryside Stay

Monterongriffoli

AED 1,484 total

includes taxes & fees

8 Oct - 9 Oct

A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

11. Dolce Casa 2 by Tiny Away

Rigutino

AED 441 total

includes taxes & fees

5 Oct - 6 Oct

A rustic building with a brick facade, a small arched window, and a door.

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

Toscana

"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."

Shanti R.

AED 761 total

includes taxes & fees

31 Oct - 1 Nov

An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

13. Podere Belsogno-camera Lavanda

Montalcino

Johannes S.

AED 579 total

includes taxes & fees

7 Oct - 8 Oct

A stone building with a sign reading "Borgo di Mezzo".

14. The Gelda house, relax with a view

Castelnuovo dell'Abate

Lisa K.

AED 587 total

includes taxes & fees

18 Oct - 19 Oct

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'

Civitella in Val di Chiana

AED 653 total

includes taxes & fees

31 Oct - 1 Nov

An outdoor patio with a wooden pergola, a table with chairs, and potted plants.

16. Suite Gioconda - Podere Casa Rossa in Pienza

Pienza

Doug H.

AED 992 total

includes taxes & fees

12 Oct - 13 Oct

A rustic kitchen with stone walls, a wooden ceiling, a green sofa with cushions, and a view through a large arched window.

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

Monte San Savino

"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...

Anonymous traveler

AED 860 total

includes taxes & fees

5 Oct - 6 Oct

A room with a sofa, a wooden cabinet, a table with a vase, and a chandelier.

18. Holiday Home 'Casa Corniolo' with Mountain View, Private Terrace and Balcony

Monte San Savino

AED 1,075 total

includes taxes & fees

5 Oct - 6 Oct

A brick building with a sliding glass door entrance, a large potted plant, and two smaller potted plants outside.

19. 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

AED 676 total

includes taxes & fees

6 Oct - 7 Oct

A pathway leading to a building with stone walls and a tree.

20. A typical Tuscan country house

Montalcino

AED 606 total

includes taxes & fees

5 Oct - 6 Oct

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Top Asciano Hotel Reviews

Precise Tale Poggio Alla Sala

10/10 Excellent

"Unbelievable stay at this beautiful property, excellent service and the restaurant was exceptional."

Castello di Leonina Relais

10/10 Excellent

"We loved staying here. The hotel was full of history and in a beautiful location. The views overlooking the Tuscan hills were spectacular. We loved the quiet location and enjoyed walks on and near the property. Renting a car is a must and was perfect to take day trips to the beautiful historic Tuscan hill towns. The included breakfast was a beautiful spread with so much to choose from. We got quite spoiled between the delicious breakfasts and the dinners at the property restaurant. The staff was very helpful and friendly. Grazie mille! :) This hotel is a must and we will definitely be back when we visit Tuscany again."

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"

Fattoria di Vegi

10/10 Excellent

"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Asciano vacation homes

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

2. Agritourism in val d'orcia

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

4. Exclusive Stone Tower.

5. Romantic farm in the Sienese hills

6. Holday at Poggettone

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

8. "Il Focolare" Superior Apartment in Monticchiello

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

10. Charming Siena Countryside Stay

11. Dolce Casa 2 by Tiny Away

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

13. Podere Belsogno-camera Lavanda

14. The Gelda house, relax with a view

15. Holiday Home 'La Casina All'angolo'

16. Suite Gioconda - Podere Casa Rossa in Pienza

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

18. Holiday Home 'Casa Corniolo' with Mountain View, Private Terrace and Balcony

19. 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

20. A typical Tuscan country house

Find vacation rentals that suit your style

Top Asciano Hotel Reviews

Precise Tale Poggio Alla Sala

Castello di Leonina Relais

Castello di Spaltenna- Small Luxury Hotels of the World

Nuovo Etruria Resort

Castiglion del Bosco, A Rosewood Hotel

Fattoria di Vegi

Hotel Athena

La Certosa di Pontignano

Hotel Minerva

Search Vacation Homes in Asciano

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Asciano vacation homes

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

2. Agritourism in val d'orcia

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

4. Exclusive Stone Tower.

5. Romantic farm in the Sienese hills

6. Holday at Poggettone

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

8. "Il Focolare" Superior Apartment in Monticchiello

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

10. Charming Siena Countryside Stay

11. Dolce Casa 2 by Tiny Away

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

13. Podere Belsogno-camera Lavanda

14. The Gelda house, relax with a view

15. Holiday Home 'La Casina All'angolo'

16. Suite Gioconda - Podere Casa Rossa in Pienza

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

18. Holiday Home 'Casa Corniolo' with Mountain View, Private Terrace and Balcony

19. 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

20. A typical Tuscan country house

Find vacation rentals that suit your style

Top Asciano Hotel Reviews

Precise Tale Poggio Alla Sala