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

Asciano Vacation Rentals

Q: What's the top vacation rental that Asciano has to offer?

Borgo Argiano : This vacation home rental near Asciano is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

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Dates

November 2026

December 2026

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Our top choices for Asciano vacation rentals

A white table with a bowl of snacks, two glasses of orange drink, and a small potted plant on a balcony.

1. RESIDENCE LECCIO

Asciano

Corey

AED 321 total

includes taxes & fees

18 Nov - 19 Nov

A person in a swimming pool with a view of trees and distant hills.

2. Albergo Diffuso Borgo Santo

Asciano

David

AED 827 total

includes taxes & fees

6 Nov - 7 Nov

A stone-paved courtyard with a wrought iron gate, a brick building, and a tree.

3. B&B Le Logge Di Sopra

Asciano

AED 435 total

includes taxes & fees

24 Nov - 25 Nov

A cozy, well-lit tent with a bed, wooden furniture, and decorative pillows.

4. 2 Cuori e 1 Yurta Glamping in Toscana

Asciano

AED 985 total

includes taxes & fees

8 Nov - 9 Nov

A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

5. Villa Fontis Rapolano

Rapolano Terme

Barbara

AED 362 total

includes taxes & fees

9 Nov - 10 Nov

A covered corridor with brick columns, potted plants, and a view of a lush landscape.

6. Abbadia Sicille Relais

Trequanda

Robert

AED 275 total

includes taxes & fees

26 Nov - 27 Nov

A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

7. Castello di Gargonza

Monte San Savino

Iain

AED 1,131 total

includes taxes & fees

6 Nov - 7 Nov

A stone building with a sloped roof, a small porch, and a gravel driveway.

8. Podere La Chiusella

Rapolano Terme

"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...

Kevin

AED 439 total

includes taxes & fees

8 Nov - 9 Nov

A courtyard with outdoor seating, a building with multiple windows, and a stone wall.

9. Palazzo Saloni

Montalcino

Michael

AED 1,062 total

includes taxes & fees

5 Dec - 6 Dec

A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

10. La Murata

Rapolano Terme

Elizabeth

AED 545 total

includes taxes & fees

8 Nov - 9 Nov

A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

11. Tuscasì Aparthotel

Sovicille

Sergey

AED 305 total

includes taxes & fees

20 Nov - 21 Nov

A pool area with lounge chairs and umbrellas, surrounded by tall cypress trees and a view of distant hills.

12. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

Oscar

AED 656 total

includes taxes & fees

29 Nov - 30 Nov

A hotel room with a large bed, a fireplace, and a brick ceiling.

13. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

AED 453 total

includes taxes & fees

9 Nov - 10 Nov

A swimming pool with a water feature, surrounded by greenery and a table with chairs.

14. Hotel San Gregorio

Pienza

Michael

AED 579 total

includes taxes & fees

8 Nov - 9 Nov

A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

15. B&B Le Scalette di Piazza

Montalcino

Morris

AED 498 total

includes taxes & fees

11 Nov - 12 Nov

A patio area with outdoor seating, potted plants, and a view of the landscape.

16. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

AED 480 total

includes taxes & fees

12 Nov - 13 Nov

A stone-walled room with a fireplace, a hot tub, candles, and a tray with snacks.

17. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

San Quirico d'Orcia

Elena

AED 463 total

includes taxes & fees

9 Nov - 10 Nov

A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

18. Idolina Guest House

Montalcino

Jaiden

AED 360 total

includes taxes & fees

13 Nov - 14 Nov

A rustic dining area with a brick fireplace, wooden furniture, and hanging lanterns.

19. Borgo Lucignanello Bandini

Montalcino

Marc

AED 1,421 total

includes taxes & fees

9 Nov - 10 Nov

A modern lobby with white leather sofas, a glass coffee table, and potted plants.

20. ApartHotel Anghel

Siena

clifford

AED 251 total

includes taxes & fees

15 Nov - 16 Nov

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Find vacation rentals that suit your style

Top Asciano Hotel Reviews

A hotel room with a large bed, a vanity with a mirror, and a green archway.

Hotel Certosa Di Maggiano

Siena

10/10 Excellent

Anonymous traveler

A terrace with multiple sun loungers and a scenic view of green fields and hills.

Precise House Montaperti Siena

Asciano

10/10 Excellent

Anonymous traveler

A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

The Club House

Castelnuovo Berardenga

10/10 Excellent

debbie

A villa with a swimming pool, surrounded by trees and hills.

Castiglion del Bosco, A Rosewood Hotel

Montalcino

10/10 Excellent

KEDARNATH

A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.

Lupaia

Torrita di Siena

10/10 Excellent

This was the most amazing place to stay! This was our favorite stop on a 30-day trip to Greece, Italy and Switzerland. The surrounding countryside is stunning. Our room had a Turkish Bath - what a fun experience. We were a couple of weeks in to our vacation, and we were ready for some down time. Having a private little garden, overlooking the Tuscan hillside was WONDERFUL. The dinner we had on site was one of the best of our entire trip. Breakfast in the morning was an incredible display...

KC Traveler

A stone building with multiple windows and a balcony, surrounded by lush greenery and trees.

Relais Le Macine di Stigliano

Sovicille

10/10 Excellent

Rene

A person relaxing in a hot tub with a view of a vineyard and mountains in the background.

Villa Le Prata - Residenza del Vescovo

Montalcino

10/10 Excellent

Valentin Y.

A table set for breakfast with a scenic view of hills and a cloudy sky.

Palazzo di Valli

Siena

10/10 Excellent

We stayed 3 nights at Palazzo di Valli in late April 2022. The property is beautiful and located in a quiet residential area just south of the city's center. It sits on a hill overlooking a valley, and has it's own orchard and flower gardens. Instead of waking up to the sound of motorcycles and delivery trucks under your window, we woke up to chirping birds. Hosts Lorenzo and Giancarlo were wonderful, offering us recommendations, and helping arrange reservations and transportation. It's a bit of...

Joan

A poolside area with lounge chairs, a table with drinks, and a view of hills.

Capanna Suites

Montalcino

10/10 Excellent

This hotel set the bar EXTREMELY high for our 2 week vacation. The staff is truly invested in making sure your stay is superb. This is a relatively new-build hotel for Tuscany, but it’s built to look traditional with modern twists. Our room was very spacious and had a modern shower and changing closet. The bed and pillows were very comfortable. The pool is beautiful and the spa house is great. Currently you have to book the spa access a day ahead due to covid precautions; you get 1 hour to...

Anonymous traveler

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

Agriturismo San Sano

Gaiole in Chianti

10/10 Excellent

Angela

A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.

Villa del Sole Siena

Siena City Centre

10/10 Excellent

Linna

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

Castello La Leccia

Castellina in Chianti

10/10 Excellent

Sarah

A table set for two with a wine glass, a bowl of nuts, and a glass of water.

Relais degli Angeli

Siena City Centre

10/10 Excellent

Stained here at the end of an eight day trip around Italy. This hotel was head and shoulders above the others I visited, it is a boutique hotel of seven rooms. Our room was a suite. It was bigger than many apartments, with a large living room with daybed, a beautiful master bathroom with jetted tub and separate shower with jets overhead as well as side jets, ample closet storage, fridge, and safe. The rooms here have antique furniture and hand painted ceilings. I loved the breakfast on the...

Susie

A stone wall with a view of rolling hills and mountains.

Castello Banfi - Il Borgo - Relais et Chateaux

Montalcino

10/10 Excellent

Castello Banfi - Il Borgo is either a great place to anchor your restoration or to invigorate your exploration. There's plenty to do on property: a wine tour through the high-tech wine production facility; wine tasting overlooking the Tuscan landscape (you have a substantial selection to choose from); lounging by the pool overlooking the many acres of grape vines, olive and plum trees, and the hills beyond; a visit to their glass museum; an intimate cooking class with one of the top Chefs in...

Greg

A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

Podere Brizio

Montalcino

10/10 Excellent

Wonderful, beautiful property! The rooms are immaculate and nicely decorated. Breakfast is bountiful with wonderful homemade tarts, breads, frittatas. Do not miss dining in the restaurant for dinner. We had several dinners among the best of our 3 week trip to Italy. The staff is very professional, friendly and passionate about their job. Thank you Vito and Caterina for going above and beyond expectations and making our stay one I will never forget. We are already planning our return.

Sharon

A brick building with two arched windows, one with a metal grill and the other with a decorative glass design.

Hotel Palazzetto Rosso

Siena City Centre

10/10 Excellent

A Beautiful and Unique Stay in the Heart of Siena! Our stay at Hotel Palazzetto Rosso was an incredible experience! The atmosphere was absolutely amazing, with stunning medieval architecture that perfectly captures the historic charm of Siena. The hotel beautifully blends its centuries-old character with modern comforts, creating a truly unique and memorable experience. The staff was exceptionally friendly and accommodating, especially when it came to our late arrival. They went above and...

Thomas

Frequently Asked Questions

Can I find a vacation rental in Asciano?

Yes, we give you a choice of vacation rentals close to popular local attractions in Asciano, or you can choose a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the countryside in Asciano. Make sure you have time to check out the wineries and coffeehouses during your trip.

What's the top vacation rental that Asciano has to offer?

Borgo Argiano: This vacation home rental near Asciano is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Asciano?

Expedia has 28 vacation rentals for your stay in Asciano.

What can I see and do in Asciano?

While exploring the area, visit family-friendly sights like Siena Circuit, or get outside and enjoy nature at Val di Chiana. Other places in town to visit include Monte Oliveto Maggiore Abbey and Museo Cassioli.

What are vacation rentals like in Asciano?

Vacation rentals are private properties you can reserve for several days or more in Asciano. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family gatherings.

Asciano Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Asciano vacation rentals

1. RESIDENCE LECCIO

2. Albergo Diffuso Borgo Santo

3. B&B Le Logge Di Sopra

4. 2 Cuori e 1 Yurta Glamping in Toscana

5. Villa Fontis Rapolano

6. Abbadia Sicille Relais

7. Castello di Gargonza

8. Podere La Chiusella

9. Palazzo Saloni

10. La Murata

11. Tuscasì Aparthotel

12. Casanova - Panoramic Rooms and Suites

13. DormiVeglia B&B

14. Hotel San Gregorio

15. B&B Le Scalette di Piazza

16. Affitacamere Maria Gabriella

17. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

18. Idolina Guest House

19. Borgo Lucignanello Bandini

20. ApartHotel Anghel

Find vacation rentals that suit your style

Top Asciano Hotel Reviews

Hotel Certosa Di Maggiano

10/10 Excellent

Frequently Asked Questions

Can I find a vacation rental in Asciano?

What's the top vacation rental that Asciano has to offer?

How many vacation rentals are there in Asciano?

What can I see and do in Asciano?

What are vacation rentals like in Asciano?