Ancaiano Hotel & Accommodation Deals 2026 from AU$99 - Compare prices by date

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Our top choices for Ancaiano hotels

A stone building with a swimming pool, surrounded by trees and a view of the landscape.

A stone wall with a rustic stone building partially visible behind it.

A stone-walled terrace with a table set for two, a bottle, and candles.

A stone building with a paved entrance and a well-maintained garden with potted plants.

1. Relais la Costa - Dimora Storica

Monteriggioni

Doug

AU$250

includes taxes & fees

29 Oct - 30 Oct

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

2. Hotel Borgo San Luigi

Monteriggioni

Raman

AU$236

includes taxes & fees

29 Oct - 30 Oct

A stone building with a courtyard, surrounded by lush greenery and a hillside.

A swimming pool with lounge chairs and umbrellas, stone buildings, and a clear sky.

A wooden pathway leading to a table set for a meal, surrounded by lush greenery and flowering plants.

A stone building with a balcony, surrounded by lush greenery and a view of distant hills.

3. Relais Le Macine di Stigliano

Sovicille

kevin

AU$299

includes taxes & fees

29 Sept - 30 Sept

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

4. La Certosa di Pontignano

Castelnuovo Berardenga

Leslie

AU$167

includes taxes & fees

19 Oct - 20 Oct

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.

A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.

5. Villa Sabolini

Colle di Val d'Elsa

Andrew

AU$207

includes taxes & fees

19 Oct - 20 Oct

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

An open wooden door leading to a courtyard with potted plants and a view of buildings in the background.

An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.

A two-story building with a central entrance, green shutters, and a brick staircase leading up to the door.

6. Palazzo di Valli

Siena

Payton

AU$252

includes taxes & fees

21 Oct - 22 Oct

A modern hotel lobby with glass-top tables, a magazine, and a small plant.

A hotel room with a bed, bedside tables, a desk with a chair, a television, and a window with curtains.

A modern waiting area with white chairs, glass tables, and a reception desk.

A conference room with rows of chairs, a projector, a whiteboard, and a podium.

7. Best Western Hotel San Marco

Siena

C.K.

AU$180

includes taxes & fees

4 Oct - 5 Oct

A room with two striped armchairs, a small table with chess pieces, and a mirror reflecting a dining area.

A bedroom with a large bed, a chandelier, a painting, a dining table with chairs, and a view through a window.

A hallway with wooden flooring, a white door at the end, and a small table with a vase and a statue.

A dining room with a marble table, chairs, and a chandelier. There are framed pictures on the walls and a fireplace.

8. La Dimora Dei Monaci

Siena City Centre

Heather

AU$199

includes taxes & fees

19 Oct - 20 Oct

A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."

A reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.

9. Four Points by Sheraton Siena

Scacciapensieri

Ralph

AU$240

includes taxes & fees

25 Oct - 26 Oct

A grand entrance with a staircase leading to a white building, surrounded by lush greenery and potted plants.

A lobby with a reception desk, a large painting, a potted plant, and a patterned floor.

A spacious indoor dining area with wooden ceiling beams, green and pink upholstered chairs, and a central bar area.

A rooftop terrace with outdoor seating, including a white sofa and wicker chairs, surrounded by potted plants and overlooking a cityscape.

10. Villa Ermellina Siena, a Tribute Portfolio Hotel

Camollia

Katherine

AU$274

includes taxes & fees

25 Oct - 26 Oct

An outdoor dining area with wicker furniture, a table set with croissants, a bowl of fruit, and a glass of orange juice.

A church interior with pews arranged in rows, a red altar table, and a large religious painting on the wall.

A church interior with wooden pews, a wooden altar, and a large painting on the wall.

A dining table with cups, plates, and a croissant, set against a window with curtains.

11. Il Chiostro del Carmine

Siena Historical Center

Victoria

AU$230

includes taxes & fees

2 Oct - 3 Oct

A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.

A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.

An outdoor dining area with tables and chairs, covered by a canopy, and surrounded by greenery.

A modern living room with a glass coffee table, white sofas, and decorative plants.

12. Hotel Executive

Scacciapensieri

Susan

AU$124

includes taxes & fees

25 Oct - 26 Oct

A lobby with a marble floor, a chandelier, a reception desk, and large green plants.

A balcony with two chairs and a table, overlooking a building with a tiled roof and shutters.

A dining area with brick ceiling arches, tables set with white tablecloths, and framed pictures on the walls.

A modern hotel room with a large bed, a desk, and a chair. There is a painting on the wall and a lamp on the side table.

13. Hotel Chiusarelli

Siena City Centre

Scott

AU$214

includes taxes & fees

28 Oct - 29 Oct

The entrance to a hotel with a sign reading "HOTEL ITALIA". There are two receptionists standing at the reception desk.

A bar area with a white countertop, clear chairs, and shelves of liquor bottles.

A breakfast buffet with various food items, a coffee station, and a large mirror on the wall.

A modern living room with a sofa, armchairs, a coffee table, and a dining area with a table and chairs.

14. Hotel Italia

Camollia

Shaji

AU$172

includes taxes & fees

26 Oct - 27 Oct

A table with breakfast items and a wicker chair, overlooking a scenic landscape.

A hotel room with a bed, a desk, a chair, a window with curtains, a lamp, and a view of the landscape.

A courtyard with wicker furniture, a building with multiple windows and arches, and well-maintained greenery.

A bar area with a counter, bottles, and glasses.

15. Palazzo Ravizza

Siena Historical Center

Sherri

AU$285

includes taxes & fees

27 Oct - 28 Oct

An outdoor dining area with wicker chairs, a table set with a bowl of chips, a wine glass, and a menu.

A building with a pink awning and a garden with red and white flowers.

A hotel room with a bed, two chairs, a window with a view of a cityscape, and a radiator.

A building with a red and white facade, a balcony with a blue flag, and a red awning over the entrance.

16. Villa Elda Boutique Hotel

San Prospero

Brian

AU$206

includes taxes & fees

17 Oct - 18 Oct

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

A bedroom with a large window, a bed, a nightstand, and a mirror.

A room with a white desk, chair, and a large mirror. There is a painting of a horse on the wall and a window with curtains.

A hotel entrance with a view of historic buildings and a clear sky.

17. Villa del Sole Siena

Siena City Centre

John

AU$315

includes taxes & fees

20 Oct - 21 Oct

A courtyard with a lemon tree, potted plants, and a building with arched windows.

A swimming pool surrounded by lush greenery and a stone pathway.

A room with a large window offering a view of a landscaped garden with trees and a pathway.

A large, historic building with a covered patio and a well-maintained garden.

18. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

Nigel

AU$277

includes taxes & fees

21 Oct - 22 Oct

A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.

A courtyard with stone buildings, a thatched-roof structure, and potted plants.

A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.

A wooden gazebo with a thatched roof overlooking a landscaped garden with trees and a view of hills.

19. Relais Castel Bigozzi

Monteriggioni

Paul

AU$248

includes taxes & fees

5 Oct - 6 Oct

A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.

A spacious living area with a sofa, a coffee table, and a view of buildings through large windows.

A spacious lobby with a reception desk, a staircase with a glass railing, and a wooden floor.

A bar area with wooden bar stools, a counter with bottles, and a tiled floor.

20. Hotel La Vecchia Cartiera

Colle di Val d'Elsa

Sheila

AU$136

includes taxes & fees

1 Oct - 2 Oct

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Top Ancaiano Hotel Reviews

Recent Reviews in Ancaiano

Fattoria di Vegi

10/10 Excellent

"10/10 - we loved every bit of our stay at Fattoria di Vegi. The hotel is beautiful with great views across the Tuscan hills, an amazing pool, the rooms and decor are wonderful and we also loved the food at the restaurant. We would highly recommend this hotel to anybody visiting the area and will definitely be coming back."

Hotel Minerva

10/10 Excellent

"If you are driving in Italy this is the best place to stay. Easy in and out with on site parking, zero stress! Easy walk into the heart of Siena. The staff were wonderful and the rooms clean."

Borgo Scopeto Wine & Country Relais

8/10 Good

"Staff are nice!"

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Concierge staff is fantastic. Bar staff as well. Location can’t be beat. Ground zero for Siena activity."

Hotel Chiusarelli

10/10 Excellent

"Really enjoyed our stay. Room was spacious and clean. Very nice breakfast and the staff were very kind and helpful."

La Certosa di Pontignano

10/10 Excellent

"Everything about this property is wonderful from the lodging to the staff!"

Hotel Athena

10/10 Excellent

"Excellent location with free. And easy parking. Great breakfast, extremely kind and helpful staff, small but adequate shower. Would definitely stay here in the future!!"

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Beautiful property close to San Gimignano historic center. Loved having option to have all meals here. Breakfast was way more expensive than other hotels so just had breakfast in town. But other meals were reasonably priced. If they would step up their game a bit (more pillows, seating in rooms, provide wine glasses and opener, cozy it up a bit with amenities), they could easily be a 4 star because the property itself is certainly 4 star."

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent

"Beautiful hotel that is close to a bus line to get into the city. The views and accommodations make this a wonderful place to stay."

More cheap accommodation in Ancaiano

Cannon d'Oro

Via Montanini 28 Siena SI

AU$99

25 Oct - 26 Oct

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

AU$183

29 Sept - 30 Sept

includes taxes & fees

7.8/10 Good! (441 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

AU$238

19 Oct - 20 Oct

includes taxes & fees

8.8/10 Excellent! (108 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

AU$245

30 Sept - 1 Oct

includes taxes & fees

10/10 Exceptional! (49 reviews)

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

AU$249

20 Oct - 21 Oct

includes taxes & fees

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

Frequently asked questions

What is the best area to stay in Ancaiano?

The best area to stay in Ancaiano is within the historic hilltop town itself, particularly around the central Piazza della Cisterna and the surrounding narrow streets.This area offers an authentic Tuscan experience, with properties often housed in beautifully restored medieval buildings. You'll find a delightful mix of local trattorias, wine bars, and artisan shops within easy walking distance. The town's layout means you're never far from a stunning viewpoint overlooking the rolling hills of the Tuscan countryside.Couples looking for a romantic escape will find the historic centre particularly appealing. The evenings are quiet and intimate, superb for a leisurely dinner or a stroll through the lamp-lit alleys. Many accommodations here offer private terraces with breathtaking views, ideal for enjoying a glass of local wine.For those travelling with family, staying within the town walls provides a convenient and central base. Children will enjoy exploring the ancient streets and the sense of history, and you'll find it easy to pop back to your accommodation for naps or snacks.

When is the best time to go to Ancaiano?

The best time to visit Ancaiano is typically during the spring (April to June) and autumn (September to October) months.These periods offer pleasant weather, with warm days great for exploring the Tuscan countryside without the intense heat of summer. You'll find the landscapes particularly beautiful, with blooming wildflowers in spring and the rich colours of the harvest season in autumn. For those who appreciate good food and wine, autumn also brings grape and olive harvests, offering unique local experiences.Couples often find these seasons ideal for a romantic getaway. The milder temperatures are great for leisurely strolls through vineyards, cycling along quiet country roads, or enjoying al fresco dining at local trattorias. Spring and autumn also tend to be less crowded than the peak summer months, allowing for a more relaxed and intimate experience.For travellers looking for a more active holiday, spring and autumn are excellent for outdoor pursuits.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Ancaiano.

How can I save on a hotel booking in Ancaiano with Expedia?

One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Ancaiano hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in Ancaiano?

Prices for hotels in Ancaiano often vary, but you can find a great deal from AU$99 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

Explore a world of travel with Expedia

Book Hotels in Ancaiano on Expedia.it

Search Ancaiano hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Ancaiano

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Ancaiano hotels

1. Relais la Costa - Dimora Storica

2. Hotel Borgo San Luigi

3. Relais Le Macine di Stigliano

4. La Certosa di Pontignano

5. Villa Sabolini

6. Palazzo di Valli

7. Best Western Hotel San Marco

8. La Dimora Dei Monaci

9. Four Points by Sheraton Siena

10. Villa Ermellina Siena, a Tribute Portfolio Hotel

11. Il Chiostro del Carmine

12. Hotel Executive

13. Hotel Chiusarelli

14. Hotel Italia

15. Palazzo Ravizza

16. Villa Elda Boutique Hotel

17. Villa del Sole Siena

18. Villa Scacciapensieri Boutique Hotel

19. Relais Castel Bigozzi

20. Hotel La Vecchia Cartiera

Top Ancaiano Hotel Reviews

Recent Reviews in Ancaiano

Fattoria di Vegi

Hotel Minerva

Borgo Scopeto Wine & Country Relais

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Chiusarelli

La Certosa di Pontignano

Hotel Athena

Hotel Casolare Le Terre Rosse

Villa Ermellina Siena, a Tribute Portfolio Hotel

More cheap accommodation in Ancaiano

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Castello di Bossi

Porta Pispini Residence

Frequently asked questions

Explore a world of travel with Expedia

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