Asciano Vacation Homes from ￥14,393

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

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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

Monteroni d'Arbia

￥20,908 total

includes taxes & fees

Oct 9 - Oct 10

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

Casetta

￥18,782 total

includes taxes & fees

Oct 20 - Oct 21

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

montalcino

￥60,421 total

includes taxes & fees

Oct 10 - Oct 11

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

4. "Il Focolare" Superior Apartment in Monticchiello

Monticchiello

Dan

￥21,617 total

includes taxes & fees

Oct 29 - Oct 30

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

5. Exclusive Stone Tower.

Casciano

Ryan C.

￥24,947 total

includes taxes & fees

Oct 8 - Oct 9

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

6. 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.

￥36,500 total

includes taxes & fees

Oct 10 - Oct 11

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

7. Holday at Poggettone

Monteroni d'Arbia

￥39,336 total

includes taxes & fees

Oct 11 - Oct 12

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

8. Podere Belsogno-camera Lavanda

Montalcino

Johannes S.

￥24,806 total

includes taxes & fees

Oct 20 - Oct 21

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

Toscana

￥28,704 total

includes taxes & fees

Oct 8 - Oct 9

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

10. Charming Siena Countryside Stay

Monterongriffoli

￥63,788 total

includes taxes & fees

Oct 20 - Oct 21

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

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

Foiano della Chiana

￥14,393 total

includes taxes & fees

Oct 12 - Oct 13

A narrow stone alley with potted plants and benches.

12. The House of Alice, charm and relaxation

Montalcino (SI)

Robert S.

￥36,146 total

includes taxes & fees

Nov 5 - Nov 6

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

13. The Gelda house, relax with a view

Castelnuovo dell'Abate

Lisa K.

￥25,161 total

includes taxes & fees

Oct 20 - Oct 21

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

14. Dolce Casa 2 by Tiny Away

Rigutino

￥18,878 total

includes taxes & fees

Oct 13 - Oct 14

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

15. Suite Gioconda - Podere Casa Rossa in Pienza

Pienza

Doug H.

￥42,719 total

includes taxes & fees

Oct 12 - Oct 13

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

16. 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.

￥32,248 total

includes taxes & fees

Oct 30 - Oct 31

A stone staircase leading to a building entrance with a sign indicating 'LA NOBILTA DEL TEMPO CASA VACANZA.'

17. Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi

Poggiobrucoli

￥44,793 total

includes taxes & fees

Nov 4 - Nov 5

A kitchen counter with a coffee maker, a paper towel holder, and a window with a view of greenery.

18. Holiday Home 'La Casina All'angolo'

Civitella in Val di Chiana

￥27,996 total

includes taxes & fees

Oct 31 - Nov 1

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

Toscana

￥31,186 total

includes taxes & fees

Oct 8 - Oct 9

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

20. 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

￥36,856 total

includes taxes & fees

Oct 13 - Oct 14

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Top Asciano Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Beautiful hotel and very helpful staff. Excellent location in the heart of Siena. Disappointed with our hotel room. Not up to our expectations."

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."

Find out more about Asciano

Asciano Vacation Homes information

Number of reviews	115
Accommodation	1620 Vacation Homes
Lowest Price	￥14,393
Highest Price	￥63,788

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

3. Agritourism in val d'orcia

4. "Il Focolare" Superior Apartment in Monticchiello

5. Exclusive Stone Tower.

6. Romantic farm in the Sienese hills

7. Holday at Poggettone

8. Podere Belsogno-camera Lavanda

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

10. Charming Siena Countryside Stay

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

12. The House of Alice, charm and relaxation

13. The Gelda house, relax with a view

14. Dolce Casa 2 by Tiny Away

15. Suite Gioconda - Podere Casa Rossa in Pienza

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

17. Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi

18. Holiday Home 'La Casina All'angolo'

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

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

Find vacation rentals that suit your style

Top Asciano Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Borgo San Luigi

Castiglion del Bosco, A Rosewood Hotel

Palazzo Ravizza

Villa di Piazzano - Small Luxury Hotel of the World

Four Points by Sheraton Siena

Fattoria di Vegi

Nuovo Etruria Resort

Castello di Leonina Relais

Find out more about Asciano

Asciano Vacation Homes information

Explore a world of travel with Expedia

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

3. Agritourism in val d'orcia

4. "Il Focolare" Superior Apartment in Monticchiello

5. Exclusive Stone Tower.

6. Romantic farm in the Sienese hills

7. Holday at Poggettone

8. Podere Belsogno-camera Lavanda

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

10. Charming Siena Countryside Stay

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

12. The House of Alice, charm and relaxation

13. The Gelda house, relax with a view

14. Dolce Casa 2 by Tiny Away

15. Suite Gioconda - Podere Casa Rossa in Pienza

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

17. Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi

18. Holiday Home 'La Casina All'angolo'

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

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

Find vacation rentals that suit your style

Top Asciano Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Find out more about Asciano

Asciano Vacation Homes information

Explore a world of travel with Expedia